Kop, Tatjana

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Authority KeyName Variants
orcid::0000-0002-6078-2804
  • Kop, Tatjana (25)
Projects
Design, synthesis and investigations of fullerene based nanomolecular machines Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200017 (University of Belgrade, Institute of Nuclear Sciences 'Vinča', Belgrade-Vinča) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry)
Simultaneous Bioremediation and Soilification of Degraded Areas to Preserve Natural Resources of Biologically Active Substances, and Development and Production of Biomaterials and Dietetic Products Agência Regional para o Desenvolvimento da Investigação, Tecnologia e Inovação (M1420-01-0145-FEDER-000005)
ALBA Synchrotron (Grant No. 2019093770) Fundação para a Ciência e a Tecnologia (INNOINDIGO/0001/2015)
Fundação para a Ciência e a Tecnologia (PEstOE/QUI/UI0674/2019) Fundação para a Ciência e a Tecnologia (UID/MAT/00006/2019)
Bioactive natural products as potential sources of new pharmaceuticals and food supplements Signaling molecules in diabetes: search for potential targets in intrinsic pathways for prediction and intervention in diabetes
Effects of metabolic and nonmetabolic stressors on the expression and action of neuroendocrine regulators of energy homeostasis Cellular and molecular basis of malignant and cardiovascular diseases-clinical implications
Sinteza, karakterizacija i primena novih derivata fulerena Junta de Andalucía and FEDER funds (UMA18-FEDERJA-126)
Madeira 14-20 Program (RAM-M1420-01-0145-FEDER-000008) Ministerio de Ciencia, Innovación y Universidades (RTI2018-099668-BC22)
Ministry of Science and Technology of the People's Republic of China (SINO-SERBIA2018002) NATOs Public Diplomacy Division in the framework of Science for Peace project [SfP983638]
Serbian-Chinese bilateral project (451-00-478/2018-09/16)

Author's Bibliography

Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants

Kop, Tatjana; Bjelaković, Mira S.; Živković, Ljiljana S.; Žekić, Andrijana; Milić, Dragana

(Elsevier, 2022)

TY  - JOUR
AU  - Kop, Tatjana
AU  - Bjelaković, Mira S.
AU  - Živković, Ljiljana S.
AU  - Žekić, Andrijana
AU  - Milić, Dragana
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5319
AB  - Despite many advantages, the practical application of fullerene C60 and curcumin (CUR) has been limited by their hydrophobic nature, deficient solubility in aqueous media and, therefore, poor bioavailability. In this study, aqueous nanoformulations containing C60 and CUR in the absence and presence of three solubility enhancers, β-cyclodextrin (CD), Tween 80 (T80) and polyvinylpyrrolidone (PVP), were prepared and subjected to the antioxidant activity assessment. The content of C60 and CUR, stability, size and morphology of nanoparticles were determined using UV–vis, DLS and SEM techniques. Contrary to better solubility of pure C60 than the corresponding C60-CUR system, the solubilization of CUR in hybrid suspensions was improved compared to corresponding pure CUR suspensions, with the exception of the C60-CUR-PVP formulation. The DLS results revealed nearly monodisperse nature of CUR-T80 nanoformulation, while other ones ranged from widely dispersed to polydispersed. Depending on the type of solubilizer, similarity was observed in the particle size distributions of T80- and PVP-coated nanoformulations as well as water and CD nanoformulations. The presence of T80 differently and significantly reduces the particle size in all three nanoformulations, while PVP slightly reduces CUR-based nanoparticles but increases the size of C60 nanoparticles. Zeta potential values, ranging from − 9 mV to − 34 mV, show variation in the starting stability of nanoparticles, from unstable or relatively stable three PVP formulations and C60-T80 to highly stable CUR-T80 and C60-water. Compared to water nanoformulations as a control, SEM images of dispersant-coated nanoparticles lost the visible morphology of active components, showing variation in their morphology depending on the type of dispersant and active component used. Nanoformulations containing CUR in PVP and T80 expressed a very good antioxidant potential in DPPH radical scavenging assay, much stronger than ascorbic acid. At the same time, a moderate to high antioxidant activity in β-carotene bleaching assay was reached in PVP and T80 nanoformulations containing C60, CUR, and their noncovalent hybrid, as well. Our studies have shown that T80 and PVP colloidal systems containing C60-CUR hybrid, but also their individual components, can be used as stable antioxidant nanoformulations with potential application in the field of food and pharmacology.
PB  - Elsevier
T2  - Colloids and Surfaces A: Physicochemical and Engineering Aspects
T1  - Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants
VL  - 648
DO  - 10.1016/j.colsurfa.2022.129379
ER  - 
@article{
author = "Kop, Tatjana and Bjelaković, Mira S. and Živković, Ljiljana S. and Žekić, Andrijana and Milić, Dragana",
year = "2022",
abstract = "Despite many advantages, the practical application of fullerene C60 and curcumin (CUR) has been limited by their hydrophobic nature, deficient solubility in aqueous media and, therefore, poor bioavailability. In this study, aqueous nanoformulations containing C60 and CUR in the absence and presence of three solubility enhancers, β-cyclodextrin (CD), Tween 80 (T80) and polyvinylpyrrolidone (PVP), were prepared and subjected to the antioxidant activity assessment. The content of C60 and CUR, stability, size and morphology of nanoparticles were determined using UV–vis, DLS and SEM techniques. Contrary to better solubility of pure C60 than the corresponding C60-CUR system, the solubilization of CUR in hybrid suspensions was improved compared to corresponding pure CUR suspensions, with the exception of the C60-CUR-PVP formulation. The DLS results revealed nearly monodisperse nature of CUR-T80 nanoformulation, while other ones ranged from widely dispersed to polydispersed. Depending on the type of solubilizer, similarity was observed in the particle size distributions of T80- and PVP-coated nanoformulations as well as water and CD nanoformulations. The presence of T80 differently and significantly reduces the particle size in all three nanoformulations, while PVP slightly reduces CUR-based nanoparticles but increases the size of C60 nanoparticles. Zeta potential values, ranging from − 9 mV to − 34 mV, show variation in the starting stability of nanoparticles, from unstable or relatively stable three PVP formulations and C60-T80 to highly stable CUR-T80 and C60-water. Compared to water nanoformulations as a control, SEM images of dispersant-coated nanoparticles lost the visible morphology of active components, showing variation in their morphology depending on the type of dispersant and active component used. Nanoformulations containing CUR in PVP and T80 expressed a very good antioxidant potential in DPPH radical scavenging assay, much stronger than ascorbic acid. At the same time, a moderate to high antioxidant activity in β-carotene bleaching assay was reached in PVP and T80 nanoformulations containing C60, CUR, and their noncovalent hybrid, as well. Our studies have shown that T80 and PVP colloidal systems containing C60-CUR hybrid, but also their individual components, can be used as stable antioxidant nanoformulations with potential application in the field of food and pharmacology.",
publisher = "Elsevier",
journal = "Colloids and Surfaces A: Physicochemical and Engineering Aspects",
title = "Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants",
volume = "648",
doi = "10.1016/j.colsurfa.2022.129379"
}
Kop, T., Bjelaković, M. S., Živković, L. S., Žekić, A.,& Milić, D.. (2022). Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants. in Colloids and Surfaces A: Physicochemical and Engineering Aspects
Elsevier., 648.
https://doi.org/10.1016/j.colsurfa.2022.129379
Kop T, Bjelaković MS, Živković LS, Žekić A, Milić D. Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants. in Colloids and Surfaces A: Physicochemical and Engineering Aspects. 2022;648.
doi:10.1016/j.colsurfa.2022.129379 .
Kop, Tatjana, Bjelaković, Mira S., Živković, Ljiljana S., Žekić, Andrijana, Milić, Dragana, "Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants" in Colloids and Surfaces A: Physicochemical and Engineering Aspects, 648 (2022),
https://doi.org/10.1016/j.colsurfa.2022.129379 . .

Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties

Jovanović, Dragana; Stanojković, Jovana; Halilović, Dženeta; Kolašinac, Rejhana; Kop, Tatjana; Bjelaković, Mira S.; Milić, Dragana

(Serbian Chemical Society, 2021)

TY  - JOUR
AU  - Jovanović, Dragana
AU  - Stanojković, Jovana
AU  - Halilović, Dženeta
AU  - Kolašinac, Rejhana
AU  - Kop, Tatjana
AU  - Bjelaković, Mira S.
AU  - Milić, Dragana
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4837
AB  - A large series of disubstituted fulleropyrrolidines was synthesized and analyzed by cyclic voltammetry. The three main groups of target com­pounds differ by a flexible N-chain, while their further diversity was achieved by the introduction of various rigid, aryl substituents at the pyrrolidine carbon. Some dialkyl analogues were also designed for comparison, A standard [3+2]-cycloaddition of in situ generated azomethine ylides to C60 afforded a variety of disubstituted fulleropyrrolidines. Furthermore, a set of dumbbell-shaped di(fulleropyrrolidine) derivatives containing rigid fumaryl or isophthaloyl diamide platform was prepared with the aim of investigating a long-range effect of the second fulleropyrrolidine moiety on their electrochemical pro­perties. All compounds were fully characterized by comparative analysis of spectral data, while examination of electrochemical properties was performed on representative samples, distinguished by main structural subunits. All com­pounds expressed quite similar electron-accepting ability, lower than C60, but higher in comparison to structurally similar N-methylfulleropyrrolidine.
AB  - Велика серија дисупституисаних фулеропиролидина је синтетисана и анализирана цикличном волтаметријом. Три главне групе циљних једињења разликују се по флекси- билном бочном низу на атому азота, а додатна диверсификација постигнута је увођењем различитих крутих, арил-супституената на пиролидинском атому угљеника. За поре- ђење су синтетисани и одређени диалкил-аналози. Сет дисупституисаних фулеропиро- лидина добијен је стандардном [3+2]-циклоадицијом ин ситу генерисаних азометинских илида на C60. Осим тога, у циљу испитивања даљинског утицаја фулеропиролидинске структуре на електрохемијске особине, синтетисани су и дифулеренски деривати код којих су терминално позициониране фулеренске подјединице премошћене фумарилном или изофталоилном крутом платформом. Сва једињења су у потпуности окарактерисана упоредном анализом спектралних података, док је сет одабраних једињења, са разли- кама у главним структурним подјединицама, искоришћен за испитивање електрохемиј- ских особина. Сва испитивана једињења показала су врло сличну способност прихватања електрона, нижу у односу на C60, а вишу од структурно сличног N-метилфулеропиро- лидина.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties
T1  - Фулеропиролидини са ортогонално флексибилним супституентима – синтеза и електрохемијске особине
VL  - 86
IS  - 11
SP  - 1023
EP  - 1037
DO  - 10.2298/JSC210708069J
ER  - 
@article{
author = "Jovanović, Dragana and Stanojković, Jovana and Halilović, Dženeta and Kolašinac, Rejhana and Kop, Tatjana and Bjelaković, Mira S. and Milić, Dragana",
year = "2021",
abstract = "A large series of disubstituted fulleropyrrolidines was synthesized and analyzed by cyclic voltammetry. The three main groups of target com­pounds differ by a flexible N-chain, while their further diversity was achieved by the introduction of various rigid, aryl substituents at the pyrrolidine carbon. Some dialkyl analogues were also designed for comparison, A standard [3+2]-cycloaddition of in situ generated azomethine ylides to C60 afforded a variety of disubstituted fulleropyrrolidines. Furthermore, a set of dumbbell-shaped di(fulleropyrrolidine) derivatives containing rigid fumaryl or isophthaloyl diamide platform was prepared with the aim of investigating a long-range effect of the second fulleropyrrolidine moiety on their electrochemical pro­perties. All compounds were fully characterized by comparative analysis of spectral data, while examination of electrochemical properties was performed on representative samples, distinguished by main structural subunits. All com­pounds expressed quite similar electron-accepting ability, lower than C60, but higher in comparison to structurally similar N-methylfulleropyrrolidine., Велика серија дисупституисаних фулеропиролидина је синтетисана и анализирана цикличном волтаметријом. Три главне групе циљних једињења разликују се по флекси- билном бочном низу на атому азота, а додатна диверсификација постигнута је увођењем различитих крутих, арил-супституената на пиролидинском атому угљеника. За поре- ђење су синтетисани и одређени диалкил-аналози. Сет дисупституисаних фулеропиро- лидина добијен је стандардном [3+2]-циклоадицијом ин ситу генерисаних азометинских илида на C60. Осим тога, у циљу испитивања даљинског утицаја фулеропиролидинске структуре на електрохемијске особине, синтетисани су и дифулеренски деривати код којих су терминално позициониране фулеренске подјединице премошћене фумарилном или изофталоилном крутом платформом. Сва једињења су у потпуности окарактерисана упоредном анализом спектралних података, док је сет одабраних једињења, са разли- кама у главним структурним подјединицама, искоришћен за испитивање електрохемиј- ских особина. Сва испитивана једињења показала су врло сличну способност прихватања електрона, нижу у односу на C60, а вишу од структурно сличног N-метилфулеропиро- лидина.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties, Фулеропиролидини са ортогонално флексибилним супституентима – синтеза и електрохемијске особине",
volume = "86",
number = "11",
pages = "1023-1037",
doi = "10.2298/JSC210708069J"
}
Jovanović, D., Stanojković, J., Halilović, D., Kolašinac, R., Kop, T., Bjelaković, M. S.,& Milić, D.. (2021). Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 86(11), 1023-1037.
https://doi.org/10.2298/JSC210708069J
Jovanović D, Stanojković J, Halilović D, Kolašinac R, Kop T, Bjelaković MS, Milić D. Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties. in Journal of the Serbian Chemical Society. 2021;86(11):1023-1037.
doi:10.2298/JSC210708069J .
Jovanović, Dragana, Stanojković, Jovana, Halilović, Dženeta, Kolašinac, Rejhana, Kop, Tatjana, Bjelaković, Mira S., Milić, Dragana, "Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties" in Journal of the Serbian Chemical Society, 86, no. 11 (2021):1023-1037,
https://doi.org/10.2298/JSC210708069J . .

Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity

Kop, Tatjana; Jakovljević, Dragica M.; Živković, Ljiljana S.; Žekić, Andrijana; Beškoski, Vladimir; Milić, Dragana; Gojgić-Cvijović, Gordana D.; Bjelaković, Mira S.

(Elsevier, 2020)

TY  - JOUR
AU  - Kop, Tatjana
AU  - Jakovljević, Dragica M.
AU  - Živković, Ljiljana S.
AU  - Žekić, Andrijana
AU  - Beškoski, Vladimir
AU  - Milić, Dragana
AU  - Gojgić-Cvijović, Gordana D.
AU  - Bjelaković, Mira S.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3803
AB  - An efficient encapsulation of the fullerene into two hydrophobized and one native polysaccharide provided water soluble supramolecular hybrids. After covalent modification of polysaccharides by cholesterol, noncovalent hybrids were prepared by a three-step procedure, including mixing of individual aqueous solutions of hydrophobized, as well as native sugar with solution of the fullerene in pyridine, dialysis and lyophilization. Although the degree of the fullerene incorporation into hydrophobized substrates, cholesterol-levan and cholesterol-pullulan, was lower in comparison to the native polysaccharide levan, hydrophobization provided nanoparticles with improved properties. The particle size distribution, studied by dynamic light scattering and scanning electron microscopy revealed formation of moderately polydisperse aggregates, with the diameter contraction in comparison to the corresponding free polysaccharide, especially in the case of hydrophobized substrates. The morphological examination, done by scanning electron microscopy indicated the self-organization of the fullerene-native polysaccharide to round individual structures, while fullerene-hydrophobized polysaccharide hybrids tend to form networks. The antioxidant activity of the synthesized polysaccharide-C60 noncovalent hybrids versus starting polysaccharides was investigated by the DPPH radical scavenging and the β-carotene-linoleic acid bleaching methods. In all three complexes, the radical scavenging ability of the fullerene remained preserved, and a positive effect of levan hydrophobization was observed.
PB  - Elsevier
T2  - European Polymer Journal
T1  - Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity
VL  - 123
IS  - 109461
DO  - 10.1016/j.eurpolymj.2019.109461
ER  - 
@article{
author = "Kop, Tatjana and Jakovljević, Dragica M. and Živković, Ljiljana S. and Žekić, Andrijana and Beškoski, Vladimir and Milić, Dragana and Gojgić-Cvijović, Gordana D. and Bjelaković, Mira S.",
year = "2020",
abstract = "An efficient encapsulation of the fullerene into two hydrophobized and one native polysaccharide provided water soluble supramolecular hybrids. After covalent modification of polysaccharides by cholesterol, noncovalent hybrids were prepared by a three-step procedure, including mixing of individual aqueous solutions of hydrophobized, as well as native sugar with solution of the fullerene in pyridine, dialysis and lyophilization. Although the degree of the fullerene incorporation into hydrophobized substrates, cholesterol-levan and cholesterol-pullulan, was lower in comparison to the native polysaccharide levan, hydrophobization provided nanoparticles with improved properties. The particle size distribution, studied by dynamic light scattering and scanning electron microscopy revealed formation of moderately polydisperse aggregates, with the diameter contraction in comparison to the corresponding free polysaccharide, especially in the case of hydrophobized substrates. The morphological examination, done by scanning electron microscopy indicated the self-organization of the fullerene-native polysaccharide to round individual structures, while fullerene-hydrophobized polysaccharide hybrids tend to form networks. The antioxidant activity of the synthesized polysaccharide-C60 noncovalent hybrids versus starting polysaccharides was investigated by the DPPH radical scavenging and the β-carotene-linoleic acid bleaching methods. In all three complexes, the radical scavenging ability of the fullerene remained preserved, and a positive effect of levan hydrophobization was observed.",
publisher = "Elsevier",
journal = "European Polymer Journal",
title = "Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity",
volume = "123",
number = "109461",
doi = "10.1016/j.eurpolymj.2019.109461"
}
Kop, T., Jakovljević, D. M., Živković, L. S., Žekić, A., Beškoski, V., Milić, D., Gojgić-Cvijović, G. D.,& Bjelaković, M. S.. (2020). Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity. in European Polymer Journal
Elsevier., 123(109461).
https://doi.org/10.1016/j.eurpolymj.2019.109461
Kop T, Jakovljević DM, Živković LS, Žekić A, Beškoski V, Milić D, Gojgić-Cvijović GD, Bjelaković MS. Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity. in European Polymer Journal. 2020;123(109461).
doi:10.1016/j.eurpolymj.2019.109461 .
Kop, Tatjana, Jakovljević, Dragica M., Živković, Ljiljana S., Žekić, Andrijana, Beškoski, Vladimir, Milić, Dragana, Gojgić-Cvijović, Gordana D., Bjelaković, Mira S., "Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity" in European Polymer Journal, 123, no. 109461 (2020),
https://doi.org/10.1016/j.eurpolymj.2019.109461 . .
10
1
7

Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity

Kop, Tatjana; Jakovljević, Dragica M.; Živković, Ljiljana S.; Žekić, Andrijana; Beškoski, Vladimir; Milić, Dragana; Gojgić-Cvijović, Gordana D.; Bjelaković, Mira S.

(Elsevier, 2020)

TY  - JOUR
AU  - Kop, Tatjana
AU  - Jakovljević, Dragica M.
AU  - Živković, Ljiljana S.
AU  - Žekić, Andrijana
AU  - Beškoski, Vladimir
AU  - Milić, Dragana
AU  - Gojgić-Cvijović, Gordana D.
AU  - Bjelaković, Mira S.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3830
AB  - An efficient encapsulation of the fullerene into two hydrophobized and one native polysaccharide provided water soluble supramolecular hybrids. After covalent modification of polysaccharides by cholesterol, noncovalent hybrids were prepared by a three-step procedure, including mixing of individual aqueous solutions of hydrophobized, as well as native sugar with solution of the fullerene in pyridine, dialysis and lyophilization. Although the degree of the fullerene incorporation into hydrophobized substrates, cholesterol-levan and cholesterol-pullulan, was lower in comparison to the native polysaccharide levan, hydrophobization provided nanoparticles with improved properties. The particle size distribution, studied by dynamic light scattering and scanning electron microscopy revealed formation of moderately polydisperse aggregates, with the diameter contraction in comparison to the corresponding free polysaccharide, especially in the case of hydrophobized substrates. The morphological examination, done by scanning electron microscopy indicated the self-organization of the fullerene-native polysaccharide to round individual structures, while fullerene-hydrophobized polysaccharide hybrids tend to form networks. The antioxidant activity of the synthesized polysaccharide-C60 noncovalent hybrids versus starting polysaccharides was investigated by the DPPH radical scavenging and the β-carotene-linoleic acid bleaching methods. In all three complexes, the radical scavenging ability of the fullerene remained preserved, and a positive effect of levan hydrophobization was observed.
PB  - Elsevier
T2  - European Polymer Journal
T1  - Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity
VL  - 123
SP  - 109461
DO  - 10.1016/j.eurpolymj.2019.109461
ER  - 
@article{
author = "Kop, Tatjana and Jakovljević, Dragica M. and Živković, Ljiljana S. and Žekić, Andrijana and Beškoski, Vladimir and Milić, Dragana and Gojgić-Cvijović, Gordana D. and Bjelaković, Mira S.",
year = "2020",
abstract = "An efficient encapsulation of the fullerene into two hydrophobized and one native polysaccharide provided water soluble supramolecular hybrids. After covalent modification of polysaccharides by cholesterol, noncovalent hybrids were prepared by a three-step procedure, including mixing of individual aqueous solutions of hydrophobized, as well as native sugar with solution of the fullerene in pyridine, dialysis and lyophilization. Although the degree of the fullerene incorporation into hydrophobized substrates, cholesterol-levan and cholesterol-pullulan, was lower in comparison to the native polysaccharide levan, hydrophobization provided nanoparticles with improved properties. The particle size distribution, studied by dynamic light scattering and scanning electron microscopy revealed formation of moderately polydisperse aggregates, with the diameter contraction in comparison to the corresponding free polysaccharide, especially in the case of hydrophobized substrates. The morphological examination, done by scanning electron microscopy indicated the self-organization of the fullerene-native polysaccharide to round individual structures, while fullerene-hydrophobized polysaccharide hybrids tend to form networks. The antioxidant activity of the synthesized polysaccharide-C60 noncovalent hybrids versus starting polysaccharides was investigated by the DPPH radical scavenging and the β-carotene-linoleic acid bleaching methods. In all three complexes, the radical scavenging ability of the fullerene remained preserved, and a positive effect of levan hydrophobization was observed.",
publisher = "Elsevier",
journal = "European Polymer Journal",
title = "Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity",
volume = "123",
pages = "109461",
doi = "10.1016/j.eurpolymj.2019.109461"
}
Kop, T., Jakovljević, D. M., Živković, L. S., Žekić, A., Beškoski, V., Milić, D., Gojgić-Cvijović, G. D.,& Bjelaković, M. S.. (2020). Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity. in European Polymer Journal
Elsevier., 123, 109461.
https://doi.org/10.1016/j.eurpolymj.2019.109461
Kop T, Jakovljević DM, Živković LS, Žekić A, Beškoski V, Milić D, Gojgić-Cvijović GD, Bjelaković MS. Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity. in European Polymer Journal. 2020;123:109461.
doi:10.1016/j.eurpolymj.2019.109461 .
Kop, Tatjana, Jakovljević, Dragica M., Živković, Ljiljana S., Žekić, Andrijana, Beškoski, Vladimir, Milić, Dragana, Gojgić-Cvijović, Gordana D., Bjelaković, Mira S., "Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity" in European Polymer Journal, 123 (2020):109461,
https://doi.org/10.1016/j.eurpolymj.2019.109461 . .
10
1
7

Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats

Đurašević, Siniša; Nikolić, Gorana; Todorović, Ana; Drakulić, Dunja; Pejić, Snežana; Martinović, Vesna; Mitić-Ćulafić, Dragana; Milić, Dragana; Kop, Tatjana; Jasnić, Nebojša; Đorđević, Jelena; Todorović, Zoran B.

(Elsevier, 2020)

TY  - JOUR
AU  - Đurašević, Siniša
AU  - Nikolić, Gorana
AU  - Todorović, Ana
AU  - Drakulić, Dunja
AU  - Pejić, Snežana
AU  - Martinović, Vesna
AU  - Mitić-Ćulafić, Dragana
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Jasnić, Nebojša
AU  - Đorđević, Jelena
AU  - Todorović, Zoran B.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3994
AB  - The effects of twelve weeks of supplementation with fullerene C60 olive/coconut oil solution on a broad spectrum of parameters in rats were examined. The tissue bioaccumulation of C60 was shown to be tissue-specific, with the liver, heart, and adrenal glands being the organs of the greatest, and the kidney, brain, and spleen being the organs of the smallest accumulation. C60 did not change aspartate aminotransferase, alanine aminotransferase, and alkaline phosphatase serum activities level, nor the damage of liver cells DNA. There were no effects of fullerene on prooxidant-antioxidant balance in the liver, kidney, spleen, heart, and brain, nor any visible harmful effects on the liver, heart, aorta, spleen, kidney, and small intestine histology. Fullerene changed the gut microbiota structure towards the bacteria that ameliorate lipid homeostasis, causing a serum triglycerides concentration decrease. However, C60 significantly increased the insulin resistance, serum ascorbate oxidation, and brain malondialdehyde and advanced oxidation protein products level. The deteriorative effects of C60 on the brain and serum could be attributed to the specific physicochemical composition of these tissues, potentiating the C60 aggregation or biotransformation as the key element of its pro-oxidative action.
PB  - Elsevier
T2  - Food and Chemical Toxicology
T1  - Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats
VL  - 140
DO  - 10.1016/j.fct.2020.111302
ER  - 
@article{
author = "Đurašević, Siniša and Nikolić, Gorana and Todorović, Ana and Drakulić, Dunja and Pejić, Snežana and Martinović, Vesna and Mitić-Ćulafić, Dragana and Milić, Dragana and Kop, Tatjana and Jasnić, Nebojša and Đorđević, Jelena and Todorović, Zoran B.",
year = "2020",
abstract = "The effects of twelve weeks of supplementation with fullerene C60 olive/coconut oil solution on a broad spectrum of parameters in rats were examined. The tissue bioaccumulation of C60 was shown to be tissue-specific, with the liver, heart, and adrenal glands being the organs of the greatest, and the kidney, brain, and spleen being the organs of the smallest accumulation. C60 did not change aspartate aminotransferase, alanine aminotransferase, and alkaline phosphatase serum activities level, nor the damage of liver cells DNA. There were no effects of fullerene on prooxidant-antioxidant balance in the liver, kidney, spleen, heart, and brain, nor any visible harmful effects on the liver, heart, aorta, spleen, kidney, and small intestine histology. Fullerene changed the gut microbiota structure towards the bacteria that ameliorate lipid homeostasis, causing a serum triglycerides concentration decrease. However, C60 significantly increased the insulin resistance, serum ascorbate oxidation, and brain malondialdehyde and advanced oxidation protein products level. The deteriorative effects of C60 on the brain and serum could be attributed to the specific physicochemical composition of these tissues, potentiating the C60 aggregation or biotransformation as the key element of its pro-oxidative action.",
publisher = "Elsevier",
journal = "Food and Chemical Toxicology",
title = "Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats",
volume = "140",
doi = "10.1016/j.fct.2020.111302"
}
Đurašević, S., Nikolić, G., Todorović, A., Drakulić, D., Pejić, S., Martinović, V., Mitić-Ćulafić, D., Milić, D., Kop, T., Jasnić, N., Đorđević, J.,& Todorović, Z. B.. (2020). Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats. in Food and Chemical Toxicology
Elsevier., 140.
https://doi.org/10.1016/j.fct.2020.111302
Đurašević S, Nikolić G, Todorović A, Drakulić D, Pejić S, Martinović V, Mitić-Ćulafić D, Milić D, Kop T, Jasnić N, Đorđević J, Todorović ZB. Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats. in Food and Chemical Toxicology. 2020;140.
doi:10.1016/j.fct.2020.111302 .
Đurašević, Siniša, Nikolić, Gorana, Todorović, Ana, Drakulić, Dunja, Pejić, Snežana, Martinović, Vesna, Mitić-Ćulafić, Dragana, Milić, Dragana, Kop, Tatjana, Jasnić, Nebojša, Đorđević, Jelena, Todorović, Zoran B., "Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats" in Food and Chemical Toxicology, 140 (2020),
https://doi.org/10.1016/j.fct.2020.111302 . .
1
8
4
7

SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives

Nešić, Maja D.; Dučić, Tanja; Liang, Xinyue; Algarra, Manuel; Mi, Lan; Korićanac, Lela; Žakula, Jelena; Kop, Tatjana; Bjelaković, Mira S.; Mitrović, Aleksandra D.; Gojgić-Cvijović, Gordana D.; Stepić, Milutin; Petković, Marijana

(Elsevier, 2020)

TY  - JOUR
AU  - Nešić, Maja D.
AU  - Dučić, Tanja
AU  - Liang, Xinyue
AU  - Algarra, Manuel
AU  - Mi, Lan
AU  - Korićanac, Lela
AU  - Žakula, Jelena
AU  - Kop, Tatjana
AU  - Bjelaković, Mira S.
AU  - Mitrović, Aleksandra D.
AU  - Gojgić-Cvijović, Gordana D.
AU  - Stepić, Milutin
AU  - Petković, Marijana
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4268
AB  - Objects of the present study are improved fullerene C60 drug carrier properties trough encapsulation by microbial polysaccharides, levan (LEV), pullulan (PUL), and their hydrophobized cholesterol-derivatives (CHL and CHP), that show better interaction with cancer cells. The zeta potential, polydispersity index, and the diameter of particles were determined, and their cytotoxicity against three cancer cell lines were tested. Biochemical changes in HeLa cells are analyzed by synchrotron radiation (SR) FTIR spectro-microscopy combined with the principal component analysis (PCA). The most significant changes occur in HeLa cells treated with LEV-C60 and correspond to the changes in the protein region, i.e. Amide Iband, and the changes in the structure of lipid bodies and membrane fluidity are evident. The highest cytotoxicity was also induced by LEV-C60. In HeLa cells, cytotoxicity could not be strictly associated with biochemical changes in lipids, proteins and nucleic acids, but these findings are significant contribution to the study of the mechanism of interaction of C60-based nanoparticles with cellular biomolecules. In conclusion, LEV, PUL, CHL, and CHP enhanced fullerene C60potential to be used as target drug delivery system with the ability to induce specific intracellular changes in HeLa cancer cells.
PB  - Elsevier
T2  - International Journal of Biological Macromolecules
T1  - SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives
VL  - 165
IS  - B
SP  - 2541
EP  - 2549
DO  - 10.1016/j.ijbiomac.2020.10.141
ER  - 
@article{
author = "Nešić, Maja D. and Dučić, Tanja and Liang, Xinyue and Algarra, Manuel and Mi, Lan and Korićanac, Lela and Žakula, Jelena and Kop, Tatjana and Bjelaković, Mira S. and Mitrović, Aleksandra D. and Gojgić-Cvijović, Gordana D. and Stepić, Milutin and Petković, Marijana",
year = "2020",
abstract = "Objects of the present study are improved fullerene C60 drug carrier properties trough encapsulation by microbial polysaccharides, levan (LEV), pullulan (PUL), and their hydrophobized cholesterol-derivatives (CHL and CHP), that show better interaction with cancer cells. The zeta potential, polydispersity index, and the diameter of particles were determined, and their cytotoxicity against three cancer cell lines were tested. Biochemical changes in HeLa cells are analyzed by synchrotron radiation (SR) FTIR spectro-microscopy combined with the principal component analysis (PCA). The most significant changes occur in HeLa cells treated with LEV-C60 and correspond to the changes in the protein region, i.e. Amide Iband, and the changes in the structure of lipid bodies and membrane fluidity are evident. The highest cytotoxicity was also induced by LEV-C60. In HeLa cells, cytotoxicity could not be strictly associated with biochemical changes in lipids, proteins and nucleic acids, but these findings are significant contribution to the study of the mechanism of interaction of C60-based nanoparticles with cellular biomolecules. In conclusion, LEV, PUL, CHL, and CHP enhanced fullerene C60potential to be used as target drug delivery system with the ability to induce specific intracellular changes in HeLa cancer cells.",
publisher = "Elsevier",
journal = "International Journal of Biological Macromolecules",
title = "SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives",
volume = "165",
number = "B",
pages = "2541-2549",
doi = "10.1016/j.ijbiomac.2020.10.141"
}
Nešić, M. D., Dučić, T., Liang, X., Algarra, M., Mi, L., Korićanac, L., Žakula, J., Kop, T., Bjelaković, M. S., Mitrović, A. D., Gojgić-Cvijović, G. D., Stepić, M.,& Petković, M.. (2020). SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives. in International Journal of Biological Macromolecules
Elsevier., 165(B), 2541-2549.
https://doi.org/10.1016/j.ijbiomac.2020.10.141
Nešić MD, Dučić T, Liang X, Algarra M, Mi L, Korićanac L, Žakula J, Kop T, Bjelaković MS, Mitrović AD, Gojgić-Cvijović GD, Stepić M, Petković M. SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives. in International Journal of Biological Macromolecules. 2020;165(B):2541-2549.
doi:10.1016/j.ijbiomac.2020.10.141 .
Nešić, Maja D., Dučić, Tanja, Liang, Xinyue, Algarra, Manuel, Mi, Lan, Korićanac, Lela, Žakula, Jelena, Kop, Tatjana, Bjelaković, Mira S., Mitrović, Aleksandra D., Gojgić-Cvijović, Gordana D., Stepić, Milutin, Petković, Marijana, "SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives" in International Journal of Biological Macromolecules, 165, no. B (2020):2541-2549,
https://doi.org/10.1016/j.ijbiomac.2020.10.141 . .
1
5
1
5

Fullerene bisadduct regioisomers containing an asymmetric diamide tether

Kop, Tatjana; Đorđević, Jelena; Bjelaković, Mira S.; Milić, Dragana

(Pergamon-Elsevier Science Ltd, Oxford, 2017)

TY  - JOUR
AU  - Kop, Tatjana
AU  - Đorđević, Jelena
AU  - Bjelaković, Mira S.
AU  - Milić, Dragana
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2565
AB  - Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy. (C) 2017 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Fullerene bisadduct regioisomers containing an asymmetric diamide tether
VL  - 73
IS  - 50
SP  - 7073
EP  - 7078
DO  - 10.1016/j.tet.2017.10.069
UR  - Kon_3381
ER  - 
@article{
author = "Kop, Tatjana and Đorđević, Jelena and Bjelaković, Mira S. and Milić, Dragana",
year = "2017",
abstract = "Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy. (C) 2017 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Fullerene bisadduct regioisomers containing an asymmetric diamide tether",
volume = "73",
number = "50",
pages = "7073-7078",
doi = "10.1016/j.tet.2017.10.069",
url = "Kon_3381"
}
Kop, T., Đorđević, J., Bjelaković, M. S.,& Milić, D.. (2017). Fullerene bisadduct regioisomers containing an asymmetric diamide tether. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 73(50), 7073-7078.
https://doi.org/10.1016/j.tet.2017.10.069
Kon_3381
Kop T, Đorđević J, Bjelaković MS, Milić D. Fullerene bisadduct regioisomers containing an asymmetric diamide tether. in Tetrahedron. 2017;73(50):7073-7078.
doi:10.1016/j.tet.2017.10.069
Kon_3381 .
Kop, Tatjana, Đorđević, Jelena, Bjelaković, Mira S., Milić, Dragana, "Fullerene bisadduct regioisomers containing an asymmetric diamide tether" in Tetrahedron, 73, no. 50 (2017):7073-7078,
https://doi.org/10.1016/j.tet.2017.10.069 .,
Kon_3381 .
3
3
3

Supplementary data for article: Kop, T. J.; Dordevic, J.; Bjelakovic, M. S.; Milić, D. Fullerene Bisadduct Regioisomers Containing an Asymmetric Diamide Tether. Tetrahedron 2017, 73 (50), 7073–7078. https://doi.org/10.1016/j.tet.2017.10.069

Kop, Tatjana; Đorđević, Jelena; Bjelaković, Mira S.; Milić, Dragana

(Pergamon-Elsevier Science Ltd, Oxford, 2017)

TY  - DATA
AU  - Kop, Tatjana
AU  - Đorđević, Jelena
AU  - Bjelaković, Mira S.
AU  - Milić, Dragana
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3011
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Supplementary data for article: Kop, T. J.; Dordevic, J.; Bjelakovic, M. S.; Milić, D. Fullerene Bisadduct Regioisomers Containing an Asymmetric Diamide Tether. Tetrahedron 2017, 73 (50), 7073–7078. https://doi.org/10.1016/j.tet.2017.10.069
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3011
ER  - 
@misc{
author = "Kop, Tatjana and Đorđević, Jelena and Bjelaković, Mira S. and Milić, Dragana",
year = "2017",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Supplementary data for article: Kop, T. J.; Dordevic, J.; Bjelakovic, M. S.; Milić, D. Fullerene Bisadduct Regioisomers Containing an Asymmetric Diamide Tether. Tetrahedron 2017, 73 (50), 7073–7078. https://doi.org/10.1016/j.tet.2017.10.069",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3011"
}
Kop, T., Đorđević, J., Bjelaković, M. S.,& Milić, D.. (2017). Supplementary data for article: Kop, T. J.; Dordevic, J.; Bjelakovic, M. S.; Milić, D. Fullerene Bisadduct Regioisomers Containing an Asymmetric Diamide Tether. Tetrahedron 2017, 73 (50), 7073–7078. https://doi.org/10.1016/j.tet.2017.10.069. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_3011
Kop T, Đorđević J, Bjelaković MS, Milić D. Supplementary data for article: Kop, T. J.; Dordevic, J.; Bjelakovic, M. S.; Milić, D. Fullerene Bisadduct Regioisomers Containing an Asymmetric Diamide Tether. Tetrahedron 2017, 73 (50), 7073–7078. https://doi.org/10.1016/j.tet.2017.10.069. in Tetrahedron. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3011 .
Kop, Tatjana, Đorđević, Jelena, Bjelaković, Mira S., Milić, Dragana, "Supplementary data for article: Kop, T. J.; Dordevic, J.; Bjelakovic, M. S.; Milić, D. Fullerene Bisadduct Regioisomers Containing an Asymmetric Diamide Tether. Tetrahedron 2017, 73 (50), 7073–7078. https://doi.org/10.1016/j.tet.2017.10.069" in Tetrahedron (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3011 .

Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides

Bjelaković, Mira S.; Kop, Tatjana; Maslak, Veselin; Milić, Dragana

(Springer, New York, 2016)

TY  - JOUR
AU  - Bjelaković, Mira S.
AU  - Kop, Tatjana
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1999
AB  - A series of N-substituted fulleropyrrolidines containing peptide side chain was synthesized by the quantitative, TFA-mediated deprotection of the corresponding tert-butyl esters. The structures of all compounds were determined by comparative analysis of spectroscopic and spectrometric data. The electrochemical characterization, conducted by cyclic voltammetry at room temperature confirmed slightly attenuated reducibility in comparison to pristine C-60 and a weak long-range electron-accepting effect of the Gly(3)-fragment. The introduction of the peptide subunit led to improved solubility and enabled examination of the antioxidant properties in water environment. A notable radical scavenging activity of the fullerene subunit remained almost unchanged in all compounds. The investigation of the supramolecular self-assembling, performed by the scanning electron microscopy revealed an influence of the side chain, particularly the fraction of the hydrophobic residue, as well as the substrate structure on the final morphology. Most of the compounds underwent highly ordered multi-stage hierarchical assembling to the attractive, flower-shaped supramolecular aggregates during both the precipitation and slow evaporation of the solvent.
PB  - Springer, New York
T2  - Journal of Materials Science
T1  - Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides
VL  - 51
IS  - 2
SP  - 739
EP  - 747
DO  - 10.1007/s10853-015-9396-z
UR  - Kon_2954
ER  - 
@article{
author = "Bjelaković, Mira S. and Kop, Tatjana and Maslak, Veselin and Milić, Dragana",
year = "2016",
abstract = "A series of N-substituted fulleropyrrolidines containing peptide side chain was synthesized by the quantitative, TFA-mediated deprotection of the corresponding tert-butyl esters. The structures of all compounds were determined by comparative analysis of spectroscopic and spectrometric data. The electrochemical characterization, conducted by cyclic voltammetry at room temperature confirmed slightly attenuated reducibility in comparison to pristine C-60 and a weak long-range electron-accepting effect of the Gly(3)-fragment. The introduction of the peptide subunit led to improved solubility and enabled examination of the antioxidant properties in water environment. A notable radical scavenging activity of the fullerene subunit remained almost unchanged in all compounds. The investigation of the supramolecular self-assembling, performed by the scanning electron microscopy revealed an influence of the side chain, particularly the fraction of the hydrophobic residue, as well as the substrate structure on the final morphology. Most of the compounds underwent highly ordered multi-stage hierarchical assembling to the attractive, flower-shaped supramolecular aggregates during both the precipitation and slow evaporation of the solvent.",
publisher = "Springer, New York",
journal = "Journal of Materials Science",
title = "Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides",
volume = "51",
number = "2",
pages = "739-747",
doi = "10.1007/s10853-015-9396-z",
url = "Kon_2954"
}
Bjelaković, M. S., Kop, T., Maslak, V.,& Milić, D.. (2016). Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides. in Journal of Materials Science
Springer, New York., 51(2), 739-747.
https://doi.org/10.1007/s10853-015-9396-z
Kon_2954
Bjelaković MS, Kop T, Maslak V, Milić D. Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides. in Journal of Materials Science. 2016;51(2):739-747.
doi:10.1007/s10853-015-9396-z
Kon_2954 .
Bjelaković, Mira S., Kop, Tatjana, Maslak, Veselin, Milić, Dragana, "Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides" in Journal of Materials Science, 51, no. 2 (2016):739-747,
https://doi.org/10.1007/s10853-015-9396-z .,
Kon_2954 .
4
3
4

Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60

Kop, Tatjana

(Универзитет у Београду, Хемијски факултет, 2016)

TY  - THES
AU  - Kop, Tatjana
PY  - 2016
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=3639
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:12423/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=48013327
UR  - http://nardus.mpn.gov.rs/123456789/6283
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2697
AB  - Derivati fulerena C60, zahvaljujući svojim jedinstvenim fizičkohemijskim ielektronskim svojstvima, koja proističu iz visoko konjugovanog π-sistema, činezanimljive gradivne elemente u sintezama složenijih ciljnih molekula. Različitimderivatizacijama hidrofobne ugljenične sfere dobija se niz proizvoda primenljivih uhemiji materijala, supramolekulskoj i medicinskoj hemiji. Imajući u vidu povećanjerastvorljivosti, kao i promenu stereoelektronskih osobina sa povećenjem broja adenadana fulerenskom jezgru, korisna je svaka metoda višestruke derivatizacije fulerena kojase odigrava pod kontrolisanim uslovima.Prato-va reakcija jedan je od najzastupljenijih vidova kovalentne modifikacijefulerena. U njoj nastaju fuleropirolidini, proizvodi jasno definisane strukture i čestiintermedijeri u složenim hemijskim tranformacijama fulerena. Ozbiljno ograničenje overeakcije predstavlja lako i neselektivno građenje bis- i tris-pirolidinskih adukata, kojiznačajno umanjuju prinose i čistoću monoadukata. S druge strane, bisadukti su sepokazali korisnima u nekim sferama medicinske hemije i elektrohemije.Regioselektivno dobijanje bisadukata fulerena upotrebom posebno dizajniranihpremošćenih supstrata bio je predmet interesovanja nekolicine istraživačkih grupa uproteklom periodu.U toku ovog rada sintetisan je niz alkil-premošćenih diglicina, u cilju dobijanjapremošćenih bis-pirolidinskih adukata fulerena u reakciji dvostruke Prato-vecikloadicije. U prvom delu rada, na supstratu premošćenom oktametilenskim nizom,optimizovani su reakcioni uslovi za dobijanje bisadukata. Optimalnim reakcionimuslovima podvrgnuti su i ostali supstrati, premošćeni alkil-nizovima dužine od 6 do 12C-atoma i utvrđena je zavisnost regioselektivnosti od dužine niza. Istim reakcionimuslovima podvrgnuta su i dva supstrata koji sadrže dve, odnosno tri etarske podstruktureu mostu i ispitan je uticaj kiseonikovih atoma u linkeru na selektivnost reakcije...
AB  - Due to their unique physicochemical and electronic properties, emerging fromhighly conjugated π-system, derivatives of the fullerene C60 are interesting buildingblocks in the synthesis of the more complex target molecules. Diverse derivatizationsof hydrophobic carbone sphere provide a wide range of products for the use inmatherial, supramolecular and medicinal chemistry. Since the increase of the numberof addends on the carbon core improves the solubility and varies the stereoelectronicproperties, each method of the controlable multiple derivatization of fullerenes ishighly useful.Prato's reaction is one of the most common methodes for the covalentmodification of fullerenes. The fulleropyrrolidines, products with well definedstructures, are frequently used as intermediers in further chemical transformations offullerenes. This reaction is limited with the easy and unselective formation of bis- andtris(pyrrolidino) adducts and, hence, decrease of the yields and the purity ofmonoadducts. On the other hand, bisadducts are very useful in some aspects of themedicinal and electrochemistry. During the recent period, the regioselective synthesisof the fullerene bisadducts via templated supstrates has been the topic of interest ofseveral researcher groups.In this work, a series of alkyl-tethered diglycines were synthesized andunderwent the Prato's biscycloaddition conditions in aim to obtain templatedbis(pyrrolidino)fullerenes. The first part of the work refers to the optimization of thebiscycloaddition conditions on the octamethylene-tethered substrate. Other diglycines,wearing from C6 to C12 alkyl-linkers, were subjected to this optimal reactionconditions and the correlation between the distribution of the regioisomers and thelenght of the linker is determined. Another two diglycines, wearing two and threeoxygen atoms in the tether, underwent the same reaction conditions in aim toinvestigate the influence of the etheric subunits on the selectivity of the reaction...
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60
T1  - Synthesis and investigation of morphological,electrochemical, and antioxidative properties of tethered bis-pyrrolidinoderivatives of fullerene c60
UR  - https://hdl.handle.net/21.15107/rcub_nardus_6283
ER  - 
@phdthesis{
author = "Kop, Tatjana",
year = "2016",
abstract = "Derivati fulerena C60, zahvaljujući svojim jedinstvenim fizičkohemijskim ielektronskim svojstvima, koja proističu iz visoko konjugovanog π-sistema, činezanimljive gradivne elemente u sintezama složenijih ciljnih molekula. Različitimderivatizacijama hidrofobne ugljenične sfere dobija se niz proizvoda primenljivih uhemiji materijala, supramolekulskoj i medicinskoj hemiji. Imajući u vidu povećanjerastvorljivosti, kao i promenu stereoelektronskih osobina sa povećenjem broja adenadana fulerenskom jezgru, korisna je svaka metoda višestruke derivatizacije fulerena kojase odigrava pod kontrolisanim uslovima.Prato-va reakcija jedan je od najzastupljenijih vidova kovalentne modifikacijefulerena. U njoj nastaju fuleropirolidini, proizvodi jasno definisane strukture i čestiintermedijeri u složenim hemijskim tranformacijama fulerena. Ozbiljno ograničenje overeakcije predstavlja lako i neselektivno građenje bis- i tris-pirolidinskih adukata, kojiznačajno umanjuju prinose i čistoću monoadukata. S druge strane, bisadukti su sepokazali korisnima u nekim sferama medicinske hemije i elektrohemije.Regioselektivno dobijanje bisadukata fulerena upotrebom posebno dizajniranihpremošćenih supstrata bio je predmet interesovanja nekolicine istraživačkih grupa uproteklom periodu.U toku ovog rada sintetisan je niz alkil-premošćenih diglicina, u cilju dobijanjapremošćenih bis-pirolidinskih adukata fulerena u reakciji dvostruke Prato-vecikloadicije. U prvom delu rada, na supstratu premošćenom oktametilenskim nizom,optimizovani su reakcioni uslovi za dobijanje bisadukata. Optimalnim reakcionimuslovima podvrgnuti su i ostali supstrati, premošćeni alkil-nizovima dužine od 6 do 12C-atoma i utvrđena je zavisnost regioselektivnosti od dužine niza. Istim reakcionimuslovima podvrgnuta su i dva supstrata koji sadrže dve, odnosno tri etarske podstruktureu mostu i ispitan je uticaj kiseonikovih atoma u linkeru na selektivnost reakcije..., Due to their unique physicochemical and electronic properties, emerging fromhighly conjugated π-system, derivatives of the fullerene C60 are interesting buildingblocks in the synthesis of the more complex target molecules. Diverse derivatizationsof hydrophobic carbone sphere provide a wide range of products for the use inmatherial, supramolecular and medicinal chemistry. Since the increase of the numberof addends on the carbon core improves the solubility and varies the stereoelectronicproperties, each method of the controlable multiple derivatization of fullerenes ishighly useful.Prato's reaction is one of the most common methodes for the covalentmodification of fullerenes. The fulleropyrrolidines, products with well definedstructures, are frequently used as intermediers in further chemical transformations offullerenes. This reaction is limited with the easy and unselective formation of bis- andtris(pyrrolidino) adducts and, hence, decrease of the yields and the purity ofmonoadducts. On the other hand, bisadducts are very useful in some aspects of themedicinal and electrochemistry. During the recent period, the regioselective synthesisof the fullerene bisadducts via templated supstrates has been the topic of interest ofseveral researcher groups.In this work, a series of alkyl-tethered diglycines were synthesized andunderwent the Prato's biscycloaddition conditions in aim to obtain templatedbis(pyrrolidino)fullerenes. The first part of the work refers to the optimization of thebiscycloaddition conditions on the octamethylene-tethered substrate. Other diglycines,wearing from C6 to C12 alkyl-linkers, were subjected to this optimal reactionconditions and the correlation between the distribution of the regioisomers and thelenght of the linker is determined. Another two diglycines, wearing two and threeoxygen atoms in the tether, underwent the same reaction conditions in aim toinvestigate the influence of the etheric subunits on the selectivity of the reaction...",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60, Synthesis and investigation of morphological,electrochemical, and antioxidative properties of tethered bis-pyrrolidinoderivatives of fullerene c60",
url = "https://hdl.handle.net/21.15107/rcub_nardus_6283"
}
Kop, T.. (2016). Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60. in Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
https://hdl.handle.net/21.15107/rcub_nardus_6283
Kop T. Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60. in Универзитет у Београду. 2016;.
https://hdl.handle.net/21.15107/rcub_nardus_6283 .
Kop, Tatjana, "Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60" in Универзитет у Београду (2016),
https://hdl.handle.net/21.15107/rcub_nardus_6283 .

Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z

Bjelaković, Mira S.; Kop, Tatjana; Maslak, Veselin; Milić, Dragana

(Springer, New York, 2016)

TY  - DATA
AU  - Bjelaković, Mira S.
AU  - Kop, Tatjana
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3625
PB  - Springer, New York
T2  - Journal of Materials Science
T1  - Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3625
ER  - 
@misc{
author = "Bjelaković, Mira S. and Kop, Tatjana and Maslak, Veselin and Milić, Dragana",
year = "2016",
publisher = "Springer, New York",
journal = "Journal of Materials Science",
title = "Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3625"
}
Bjelaković, M. S., Kop, T., Maslak, V.,& Milić, D.. (2016). Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z. in Journal of Materials Science
Springer, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3625
Bjelaković MS, Kop T, Maslak V, Milić D. Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z. in Journal of Materials Science. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3625 .
Bjelaković, Mira S., Kop, Tatjana, Maslak, Veselin, Milić, Dragana, "Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z" in Journal of Materials Science (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3625 .

Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines

Kop, Tatjana; Bjelaković, Mira S.; Đordević, Jelena; Zekić, Andrijana; Milić, Dragana

(Royal Soc Chemistry, Cambridge, 2015)

TY  - JOUR
AU  - Kop, Tatjana
AU  - Bjelaković, Mira S.
AU  - Đordević, Jelena
AU  - Zekić, Andrijana
AU  - Milić, Dragana
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1998
AB  - Two different alpha,omega-diglicynes linked by linear polyoxaalkyl chains in the presence of formaldehyde underwent Prato reaction to the fullerene C-60. The shorter linker templated formation of only cis-bisadducts, while the longer one afforded a mixture of four bisadducts (all cis and the equatorial) and difullerene dumbbell compound. Their structures were confirmed by the extensive analysis of the spectral data and molecular symmetry, as well. All compounds expressed an ability to arrange into hierarchically ordered supramolecular aggregates, the form of which depended both on the addition pattern and the spacer structure. The attenuated electron-accepting affinity, examined by cyclic voltammetry was in agreement with diminished delocalization of the pi-electronic system. In addition, all compounds exerted a notable radical scavenging activity.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines
VL  - 5
IS  - 115
SP  - 94599
EP  - 94606
DO  - 10.1039/c5ra17392b
UR  - Kon_2953
ER  - 
@article{
author = "Kop, Tatjana and Bjelaković, Mira S. and Đordević, Jelena and Zekić, Andrijana and Milić, Dragana",
year = "2015",
abstract = "Two different alpha,omega-diglicynes linked by linear polyoxaalkyl chains in the presence of formaldehyde underwent Prato reaction to the fullerene C-60. The shorter linker templated formation of only cis-bisadducts, while the longer one afforded a mixture of four bisadducts (all cis and the equatorial) and difullerene dumbbell compound. Their structures were confirmed by the extensive analysis of the spectral data and molecular symmetry, as well. All compounds expressed an ability to arrange into hierarchically ordered supramolecular aggregates, the form of which depended both on the addition pattern and the spacer structure. The attenuated electron-accepting affinity, examined by cyclic voltammetry was in agreement with diminished delocalization of the pi-electronic system. In addition, all compounds exerted a notable radical scavenging activity.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines",
volume = "5",
number = "115",
pages = "94599-94606",
doi = "10.1039/c5ra17392b",
url = "Kon_2953"
}
Kop, T., Bjelaković, M. S., Đordević, J., Zekić, A.,& Milić, D.. (2015). Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines. in RSC Advances
Royal Soc Chemistry, Cambridge., 5(115), 94599-94606.
https://doi.org/10.1039/c5ra17392b
Kon_2953
Kop T, Bjelaković MS, Đordević J, Zekić A, Milić D. Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines. in RSC Advances. 2015;5(115):94599-94606.
doi:10.1039/c5ra17392b
Kon_2953 .
Kop, Tatjana, Bjelaković, Mira S., Đordević, Jelena, Zekić, Andrijana, Milić, Dragana, "Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines" in RSC Advances, 5, no. 115 (2015):94599-94606,
https://doi.org/10.1039/c5ra17392b .,
Kon_2953 .
1
1
1

Supplementary data for article: Bjelaković, M. S.; Kop, T. J.; Dordević, J.; Milić, D. R. Fulleropeptide Esters as Potential Self-Assembled Antioxidants. Beilstein Journal of Nanotechnology 2015, 6 (1), 1065–1071. https://doi.org/10.3762/bjnano.6.107

Bjelaković, Mira S.; Kop, Tatjana; Đordević, Jelena; Milić, Dragana

(Beilstein-Institut, Frankfurt Am Main, 2015)

TY  - DATA
AU  - Bjelaković, Mira S.
AU  - Kop, Tatjana
AU  - Đordević, Jelena
AU  - Milić, Dragana
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3368
PB  - Beilstein-Institut, Frankfurt Am Main
T2  - Beilstein Journal of Nanotechnology
T1  - Supplementary data for article: Bjelaković, M. S.; Kop, T. J.; Dordević, J.; Milić, D. R. Fulleropeptide Esters as Potential Self-Assembled Antioxidants. Beilstein Journal of Nanotechnology 2015, 6 (1), 1065–1071. https://doi.org/10.3762/bjnano.6.107
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3368
ER  - 
@misc{
author = "Bjelaković, Mira S. and Kop, Tatjana and Đordević, Jelena and Milić, Dragana",
year = "2015",
publisher = "Beilstein-Institut, Frankfurt Am Main",
journal = "Beilstein Journal of Nanotechnology",
title = "Supplementary data for article: Bjelaković, M. S.; Kop, T. J.; Dordević, J.; Milić, D. R. Fulleropeptide Esters as Potential Self-Assembled Antioxidants. Beilstein Journal of Nanotechnology 2015, 6 (1), 1065–1071. https://doi.org/10.3762/bjnano.6.107",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3368"
}
Bjelaković, M. S., Kop, T., Đordević, J.,& Milić, D.. (2015). Supplementary data for article: Bjelaković, M. S.; Kop, T. J.; Dordević, J.; Milić, D. R. Fulleropeptide Esters as Potential Self-Assembled Antioxidants. Beilstein Journal of Nanotechnology 2015, 6 (1), 1065–1071. https://doi.org/10.3762/bjnano.6.107. in Beilstein Journal of Nanotechnology
Beilstein-Institut, Frankfurt Am Main..
https://hdl.handle.net/21.15107/rcub_cherry_3368
Bjelaković MS, Kop T, Đordević J, Milić D. Supplementary data for article: Bjelaković, M. S.; Kop, T. J.; Dordević, J.; Milić, D. R. Fulleropeptide Esters as Potential Self-Assembled Antioxidants. Beilstein Journal of Nanotechnology 2015, 6 (1), 1065–1071. https://doi.org/10.3762/bjnano.6.107. in Beilstein Journal of Nanotechnology. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3368 .
Bjelaković, Mira S., Kop, Tatjana, Đordević, Jelena, Milić, Dragana, "Supplementary data for article: Bjelaković, M. S.; Kop, T. J.; Dordević, J.; Milić, D. R. Fulleropeptide Esters as Potential Self-Assembled Antioxidants. Beilstein Journal of Nanotechnology 2015, 6 (1), 1065–1071. https://doi.org/10.3762/bjnano.6.107" in Beilstein Journal of Nanotechnology (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3368 .

Supplementary material for the article: Kop, T.; Bjelaković, M.; Dordević, J.; Žekić, A.; Milić, D. Fulleropyrrolidines Derived from Dioxa- and Trioxaalkyl-Tethered Diglycines. RSC Advances 2015, 5 (115), 94599–94606. https://doi.org/10.1039/c5ra17392b

Kop, Tatjana; Bjelaković, Mira S.; Đordević, Jelena; Zekić, Andrijana; Milić, Dragana

(Royal Soc Chemistry, Cambridge, 2015)

TY  - DATA
AU  - Kop, Tatjana
AU  - Bjelaković, Mira S.
AU  - Đordević, Jelena
AU  - Zekić, Andrijana
AU  - Milić, Dragana
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3370
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Supplementary material for the article:  Kop, T.; Bjelaković, M.; Dordević, J.; Žekić, A.; Milić, D. Fulleropyrrolidines Derived from Dioxa- and Trioxaalkyl-Tethered Diglycines. RSC Advances 2015, 5 (115), 94599–94606. https://doi.org/10.1039/c5ra17392b
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3370
ER  - 
@misc{
author = "Kop, Tatjana and Bjelaković, Mira S. and Đordević, Jelena and Zekić, Andrijana and Milić, Dragana",
year = "2015",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Supplementary material for the article:  Kop, T.; Bjelaković, M.; Dordević, J.; Žekić, A.; Milić, D. Fulleropyrrolidines Derived from Dioxa- and Trioxaalkyl-Tethered Diglycines. RSC Advances 2015, 5 (115), 94599–94606. https://doi.org/10.1039/c5ra17392b",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3370"
}
Kop, T., Bjelaković, M. S., Đordević, J., Zekić, A.,& Milić, D.. (2015). Supplementary material for the article:  Kop, T.; Bjelaković, M.; Dordević, J.; Žekić, A.; Milić, D. Fulleropyrrolidines Derived from Dioxa- and Trioxaalkyl-Tethered Diglycines. RSC Advances 2015, 5 (115), 94599–94606. https://doi.org/10.1039/c5ra17392b. in RSC Advances
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3370
Kop T, Bjelaković MS, Đordević J, Zekić A, Milić D. Supplementary material for the article:  Kop, T.; Bjelaković, M.; Dordević, J.; Žekić, A.; Milić, D. Fulleropyrrolidines Derived from Dioxa- and Trioxaalkyl-Tethered Diglycines. RSC Advances 2015, 5 (115), 94599–94606. https://doi.org/10.1039/c5ra17392b. in RSC Advances. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3370 .
Kop, Tatjana, Bjelaković, Mira S., Đordević, Jelena, Zekić, Andrijana, Milić, Dragana, "Supplementary material for the article:  Kop, T.; Bjelaković, M.; Dordević, J.; Žekić, A.; Milić, D. Fulleropyrrolidines Derived from Dioxa- and Trioxaalkyl-Tethered Diglycines. RSC Advances 2015, 5 (115), 94599–94606. https://doi.org/10.1039/c5ra17392b" in RSC Advances (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3370 .

Supplementary data for article: Kop, T.; Bjelaković, M.; Milić, D. Synthesis and Properties of Bis(Pyrrolidino)Fullerenes Bridged by a Flexible Alkyl-Tether. Tetrahedron 2015, 71 (29), 4801–4809. https://doi.org/10.1016/j.tet.2015.05.038

Kop, Tatjana; Bjelaković, Mira S.; Milić, Dragana

(Pergamon-Elsevier Science Ltd, Oxford, 2015)

TY  - DATA
AU  - Kop, Tatjana
AU  - Bjelaković, Mira S.
AU  - Milić, Dragana
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3441
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Supplementary data for article: Kop, T.; Bjelaković, M.; Milić, D. Synthesis and Properties of Bis(Pyrrolidino)Fullerenes Bridged by a Flexible Alkyl-Tether. Tetrahedron 2015, 71 (29), 4801–4809. https://doi.org/10.1016/j.tet.2015.05.038
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3441
ER  - 
@misc{
author = "Kop, Tatjana and Bjelaković, Mira S. and Milić, Dragana",
year = "2015",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Supplementary data for article: Kop, T.; Bjelaković, M.; Milić, D. Synthesis and Properties of Bis(Pyrrolidino)Fullerenes Bridged by a Flexible Alkyl-Tether. Tetrahedron 2015, 71 (29), 4801–4809. https://doi.org/10.1016/j.tet.2015.05.038",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3441"
}
Kop, T., Bjelaković, M. S.,& Milić, D.. (2015). Supplementary data for article: Kop, T.; Bjelaković, M.; Milić, D. Synthesis and Properties of Bis(Pyrrolidino)Fullerenes Bridged by a Flexible Alkyl-Tether. Tetrahedron 2015, 71 (29), 4801–4809. https://doi.org/10.1016/j.tet.2015.05.038. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_3441
Kop T, Bjelaković MS, Milić D. Supplementary data for article: Kop, T.; Bjelaković, M.; Milić, D. Synthesis and Properties of Bis(Pyrrolidino)Fullerenes Bridged by a Flexible Alkyl-Tether. Tetrahedron 2015, 71 (29), 4801–4809. https://doi.org/10.1016/j.tet.2015.05.038. in Tetrahedron. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3441 .
Kop, Tatjana, Bjelaković, Mira S., Milić, Dragana, "Supplementary data for article: Kop, T.; Bjelaković, M.; Milić, D. Synthesis and Properties of Bis(Pyrrolidino)Fullerenes Bridged by a Flexible Alkyl-Tether. Tetrahedron 2015, 71 (29), 4801–4809. https://doi.org/10.1016/j.tet.2015.05.038" in Tetrahedron (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3441 .

Fulleropeptide esters as potential self-assembled antioxidants

Bjelaković, Mira S.; Kop, Tatjana; Đordević, Jelena; Milić, Dragana

(Beilstein-Institut, Frankfurt Am Main, 2015)

TY  - JOUR
AU  - Bjelaković, Mira S.
AU  - Kop, Tatjana
AU  - Đordević, Jelena
AU  - Milić, Dragana
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1695
AB  - The potential use of amphiphilic fullerene derivatives as a bionanomaterial was investigated by cyclic voltammetry (CV), scanning electron microscopy (SEM), and the ferrous ion oxidation-xylenol orange (FOX) method. Despite the disrupted delocalization of the pi-electronic system over the C-60 sphere, its antioxidant capacity remained high for all twelve derivatives. The compounds expressed up to two-fold and 5-12-fold better peroxide quenching capacity as compared to pristine C-60 and standard antioxidant vitamin C, respectively. During precipitation and slow evaporation of the solvent, all compounds underwent spontaneous self-assembly giving ordered structures. The size and morphology of the resulting particles depend primarily on the sample concentration, and somewhat on the side chain structure.
PB  - Beilstein-Institut, Frankfurt Am Main
T2  - Beilstein Journal of Nanotechnology
T1  - Fulleropeptide esters as potential self-assembled antioxidants
VL  - 6
SP  - 1065
EP  - 1071
DO  - 10.3762/bjnano.6.107
UR  - Kon_2841
ER  - 
@article{
author = "Bjelaković, Mira S. and Kop, Tatjana and Đordević, Jelena and Milić, Dragana",
year = "2015",
abstract = "The potential use of amphiphilic fullerene derivatives as a bionanomaterial was investigated by cyclic voltammetry (CV), scanning electron microscopy (SEM), and the ferrous ion oxidation-xylenol orange (FOX) method. Despite the disrupted delocalization of the pi-electronic system over the C-60 sphere, its antioxidant capacity remained high for all twelve derivatives. The compounds expressed up to two-fold and 5-12-fold better peroxide quenching capacity as compared to pristine C-60 and standard antioxidant vitamin C, respectively. During precipitation and slow evaporation of the solvent, all compounds underwent spontaneous self-assembly giving ordered structures. The size and morphology of the resulting particles depend primarily on the sample concentration, and somewhat on the side chain structure.",
publisher = "Beilstein-Institut, Frankfurt Am Main",
journal = "Beilstein Journal of Nanotechnology",
title = "Fulleropeptide esters as potential self-assembled antioxidants",
volume = "6",
pages = "1065-1071",
doi = "10.3762/bjnano.6.107",
url = "Kon_2841"
}
Bjelaković, M. S., Kop, T., Đordević, J.,& Milić, D.. (2015). Fulleropeptide esters as potential self-assembled antioxidants. in Beilstein Journal of Nanotechnology
Beilstein-Institut, Frankfurt Am Main., 6, 1065-1071.
https://doi.org/10.3762/bjnano.6.107
Kon_2841
Bjelaković MS, Kop T, Đordević J, Milić D. Fulleropeptide esters as potential self-assembled antioxidants. in Beilstein Journal of Nanotechnology. 2015;6:1065-1071.
doi:10.3762/bjnano.6.107
Kon_2841 .
Bjelaković, Mira S., Kop, Tatjana, Đordević, Jelena, Milić, Dragana, "Fulleropeptide esters as potential self-assembled antioxidants" in Beilstein Journal of Nanotechnology, 6 (2015):1065-1071,
https://doi.org/10.3762/bjnano.6.107 .,
Kon_2841 .
6
6
7

Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether

Kop, Tatjana; Bjelaković, Mira S.; Milić, Dragana

(Pergamon-Elsevier Science Ltd, Oxford, 2015)

TY  - JOUR
AU  - Kop, Tatjana
AU  - Bjelaković, Mira S.
AU  - Milić, Dragana
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1729
AB  - The one-pot bistycloaddition of alkyl-tethered diglycines to C-60 provided five series of bridged bis(pyrrolidino)fullerenes with good regioselectivity, giving mainly cis-2 and cis-3 products. An influence of the bridge length and addition pattern on spectroscopic properties, as well as on the shape of hierarchically organized supramolecular structures was observed. Additional investigation of all synthesized compounds confirmed their strong in vitro antioxidant activity 4-10-fold better than the standard antioxidant vitamin C.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether
VL  - 71
IS  - 29
SP  - 4801
EP  - 4809
DO  - 10.1016/j.tet.2015.05.038
UR  - Kon_2875
ER  - 
@article{
author = "Kop, Tatjana and Bjelaković, Mira S. and Milić, Dragana",
year = "2015",
abstract = "The one-pot bistycloaddition of alkyl-tethered diglycines to C-60 provided five series of bridged bis(pyrrolidino)fullerenes with good regioselectivity, giving mainly cis-2 and cis-3 products. An influence of the bridge length and addition pattern on spectroscopic properties, as well as on the shape of hierarchically organized supramolecular structures was observed. Additional investigation of all synthesized compounds confirmed their strong in vitro antioxidant activity 4-10-fold better than the standard antioxidant vitamin C.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether",
volume = "71",
number = "29",
pages = "4801-4809",
doi = "10.1016/j.tet.2015.05.038",
url = "Kon_2875"
}
Kop, T., Bjelaković, M. S.,& Milić, D.. (2015). Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 71(29), 4801-4809.
https://doi.org/10.1016/j.tet.2015.05.038
Kon_2875
Kop T, Bjelaković MS, Milić D. Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether. in Tetrahedron. 2015;71(29):4801-4809.
doi:10.1016/j.tet.2015.05.038
Kon_2875 .
Kop, Tatjana, Bjelaković, Mira S., Milić, Dragana, "Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether" in Tetrahedron, 71, no. 29 (2015):4801-4809,
https://doi.org/10.1016/j.tet.2015.05.038 .,
Kon_2875 .
6
4
7

Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids

Bjelaković, Mira S.; Kop, Tatjana; Baošić, Rada; Zlatović, Mario; Zekić, Andrijana; Maslak, Veselin; Milić, Dragana

(Springer Wien, Wien, 2014)

TY  - JOUR
AU  - Bjelaković, Mira S.
AU  - Kop, Tatjana
AU  - Baošić, Rada
AU  - Zlatović, Mario
AU  - Zekić, Andrijana
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1869
AB  - Four fullerosteroidal conjugates, previously confirmed to express two- to threefold better antioxidant activity in vitro than C-60, were subjected to additional studies, including electrochemical, theoretical, and morphological examination. All tested compounds underwent reversible, diffusion-controlled reductions. A notable influence of the solvent properties on the reduction potential, the level of aggregation, and the lowest unoccupied molecular orbital (LUMO) energy was observed. Theoretical calculations indicated that the energy gain obtained by an intermediate formation, together with compounds' polarizability, polarity, and lipophilicity contributed to the radical quenching capacity. Very large supramolecular aggregates of all fullerosteroidal esters with no hierarchical arrangement were observed in precipitated samples, while solvent induced self-assembling led to round nanoplates, which further arranged to flower-shaped hierarchically ordered architectures or uniformly distributed discoid particles. As in electrochemical studies, fine tuning of the aggregation level was achieved by the solvent.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids
VL  - 145
IS  - 11
SP  - 1715
EP  - 1725
DO  - 10.1007/s00706-014-1287-5
UR  - Kon_2752
ER  - 
@article{
author = "Bjelaković, Mira S. and Kop, Tatjana and Baošić, Rada and Zlatović, Mario and Zekić, Andrijana and Maslak, Veselin and Milić, Dragana",
year = "2014",
abstract = "Four fullerosteroidal conjugates, previously confirmed to express two- to threefold better antioxidant activity in vitro than C-60, were subjected to additional studies, including electrochemical, theoretical, and morphological examination. All tested compounds underwent reversible, diffusion-controlled reductions. A notable influence of the solvent properties on the reduction potential, the level of aggregation, and the lowest unoccupied molecular orbital (LUMO) energy was observed. Theoretical calculations indicated that the energy gain obtained by an intermediate formation, together with compounds' polarizability, polarity, and lipophilicity contributed to the radical quenching capacity. Very large supramolecular aggregates of all fullerosteroidal esters with no hierarchical arrangement were observed in precipitated samples, while solvent induced self-assembling led to round nanoplates, which further arranged to flower-shaped hierarchically ordered architectures or uniformly distributed discoid particles. As in electrochemical studies, fine tuning of the aggregation level was achieved by the solvent.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids",
volume = "145",
number = "11",
pages = "1715-1725",
doi = "10.1007/s00706-014-1287-5",
url = "Kon_2752"
}
Bjelaković, M. S., Kop, T., Baošić, R., Zlatović, M., Zekić, A., Maslak, V.,& Milić, D.. (2014). Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids. in Monatshefte Fur Chemie
Springer Wien, Wien., 145(11), 1715-1725.
https://doi.org/10.1007/s00706-014-1287-5
Kon_2752
Bjelaković MS, Kop T, Baošić R, Zlatović M, Zekić A, Maslak V, Milić D. Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids. in Monatshefte Fur Chemie. 2014;145(11):1715-1725.
doi:10.1007/s00706-014-1287-5
Kon_2752 .
Bjelaković, Mira S., Kop, Tatjana, Baošić, Rada, Zlatović, Mario, Zekić, Andrijana, Maslak, Veselin, Milić, Dragana, "Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids" in Monatshefte Fur Chemie, 145, no. 11 (2014):1715-1725,
https://doi.org/10.1007/s00706-014-1287-5 .,
Kon_2752 .
7
7
8

Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids

Bjelaković, Mira S.; Kop, Tatjana; Vajic, Marina; Đordević, Jelena; Milić, Dragana

(Pergamon-Elsevier Science Ltd, Oxford, 2014)

TY  - JOUR
AU  - Bjelaković, Mira S.
AU  - Kop, Tatjana
AU  - Vajic, Marina
AU  - Đordević, Jelena
AU  - Milić, Dragana
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1885
AB  - The present study reports the synthesis, spectral characterization, self-assembly properties, and preliminary in vitro study of antioxidant capacity of two triple covalent hybrids consisting of fullerene C-60, peptide, and steroidal moiety. Previously synthesized fulleropyrrolidinic acid and pregnenolone were connected by peptide linker using a multistep DCC/DMAP and/or EDC/HOBT esterification/amidation procedure. The hybrids were characterized by comparative analysis of spectroscopic data obtained from FUR, UV-vis, HRMS, and extensive NMR experiments (H-1, C-13, COSY, HSQC, and HMBC). The self-assembling properties and morphology of triads samples prepared by drop-drying method were examined by scanning electron microscopy (SEM). Preliminary in vitro antioxidant activity was studied by Ferrous ion Oxidation-Xylenol orange (FOX) method. (C) 2014 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids
VL  - 70
IS  - 45
SP  - 8564
EP  - 8570
DO  - 10.1016/j.tet.2014.09.070
UR  - Kon_2768
ER  - 
@article{
author = "Bjelaković, Mira S. and Kop, Tatjana and Vajic, Marina and Đordević, Jelena and Milić, Dragana",
year = "2014",
abstract = "The present study reports the synthesis, spectral characterization, self-assembly properties, and preliminary in vitro study of antioxidant capacity of two triple covalent hybrids consisting of fullerene C-60, peptide, and steroidal moiety. Previously synthesized fulleropyrrolidinic acid and pregnenolone were connected by peptide linker using a multistep DCC/DMAP and/or EDC/HOBT esterification/amidation procedure. The hybrids were characterized by comparative analysis of spectroscopic data obtained from FUR, UV-vis, HRMS, and extensive NMR experiments (H-1, C-13, COSY, HSQC, and HMBC). The self-assembling properties and morphology of triads samples prepared by drop-drying method were examined by scanning electron microscopy (SEM). Preliminary in vitro antioxidant activity was studied by Ferrous ion Oxidation-Xylenol orange (FOX) method. (C) 2014 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids",
volume = "70",
number = "45",
pages = "8564-8570",
doi = "10.1016/j.tet.2014.09.070",
url = "Kon_2768"
}
Bjelaković, M. S., Kop, T., Vajic, M., Đordević, J.,& Milić, D.. (2014). Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 70(45), 8564-8570.
https://doi.org/10.1016/j.tet.2014.09.070
Kon_2768
Bjelaković MS, Kop T, Vajic M, Đordević J, Milić D. Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids. in Tetrahedron. 2014;70(45):8564-8570.
doi:10.1016/j.tet.2014.09.070
Kon_2768 .
Bjelaković, Mira S., Kop, Tatjana, Vajic, Marina, Đordević, Jelena, Milić, Dragana, "Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids" in Tetrahedron, 70, no. 45 (2014):8564-8570,
https://doi.org/10.1016/j.tet.2014.09.070 .,
Kon_2768 .
15
16
20

Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids

Bjelaković, Mira S.; Krstić, Natalija M.; Milić, Dragana; Kop, Tatjana; Robeyns, Koen; Pavlović, Vladimir D.

(Pergamon-Elsevier Science Ltd, Oxford, 2012)

TY  - JOUR
AU  - Bjelaković, Mira S.
AU  - Krstić, Natalija M.
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Robeyns, Koen
AU  - Pavlović, Vladimir D.
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1329
AB  - The present study is concerned with the oxidative behaviour of unsaturated and epoxy 5-oxo-5,10-secosteroids in the presence of m-CPBA or TFAA-UHP as oxidants in order to investigate potential parameters controlling the chemoselectivity and regioselectivity. In the study we discovered a striking difference in the chemical behaviour of stereoisomeric compounds, (Z)- and (E)-3 beta-acetoxy-5,10-secocholest-1(10)-en-5-ones, as well as 1S,10R- and 1R,10R-epoxides. The secoketones were oxidized with exclusively C-6 migration and Baeyer-Villiger rearrangement product formation, whereas their stereoisomers provided the ring-contracted products, without lactone formation. The preferred conformation of expanded and contracted rings was established by NOESY correlations. The structures of two obtained lactones were also confirmed by X-ray analysis. The mechanistic and stereochemical aspects of these transformations are discussed. (C) 2012 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids
VL  - 68
IS  - 36
SP  - 7479
EP  - 7488
DO  - 10.1016/j.tet.2012.06.024
UR  - Kon_2353
ER  - 
@article{
author = "Bjelaković, Mira S. and Krstić, Natalija M. and Milić, Dragana and Kop, Tatjana and Robeyns, Koen and Pavlović, Vladimir D.",
year = "2012",
abstract = "The present study is concerned with the oxidative behaviour of unsaturated and epoxy 5-oxo-5,10-secosteroids in the presence of m-CPBA or TFAA-UHP as oxidants in order to investigate potential parameters controlling the chemoselectivity and regioselectivity. In the study we discovered a striking difference in the chemical behaviour of stereoisomeric compounds, (Z)- and (E)-3 beta-acetoxy-5,10-secocholest-1(10)-en-5-ones, as well as 1S,10R- and 1R,10R-epoxides. The secoketones were oxidized with exclusively C-6 migration and Baeyer-Villiger rearrangement product formation, whereas their stereoisomers provided the ring-contracted products, without lactone formation. The preferred conformation of expanded and contracted rings was established by NOESY correlations. The structures of two obtained lactones were also confirmed by X-ray analysis. The mechanistic and stereochemical aspects of these transformations are discussed. (C) 2012 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids",
volume = "68",
number = "36",
pages = "7479-7488",
doi = "10.1016/j.tet.2012.06.024",
url = "Kon_2353"
}
Bjelaković, M. S., Krstić, N. M., Milić, D., Kop, T., Robeyns, K.,& Pavlović, V. D.. (2012). Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 68(36), 7479-7488.
https://doi.org/10.1016/j.tet.2012.06.024
Kon_2353
Bjelaković MS, Krstić NM, Milić D, Kop T, Robeyns K, Pavlović VD. Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids. in Tetrahedron. 2012;68(36):7479-7488.
doi:10.1016/j.tet.2012.06.024
Kon_2353 .
Bjelaković, Mira S., Krstić, Natalija M., Milić, Dragana, Kop, Tatjana, Robeyns, Koen, Pavlović, Vladimir D., "Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids" in Tetrahedron, 68, no. 36 (2012):7479-7488,
https://doi.org/10.1016/j.tet.2012.06.024 .,
Kon_2353 .
1
2
2

Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system

Milić, Dragana; Kop, Tatjana; Csanadi, Janos; Juranić, Zorica D.; Žižak, Željko S.; Gasic, Miroslav J.; Šolaja, Bogdan A.

(Elsevier Science Inc, New York, 2009)

TY  - JOUR
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Csanadi, Janos
AU  - Juranić, Zorica D.
AU  - Žižak, Željko S.
AU  - Gasic, Miroslav J.
AU  - Šolaja, Bogdan A.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1020
AB  - A simple approach to a stable steroidal estrone derived A.B-spiro system is reported. Treatment of estrone derived A-ring diepoxyalcohol with the Ac(2)O-TMSOTf system at the ambient temperature led to acetylation, while at the reflux temperature the acid-catalysed rearrangement took place affording the spiro-compound. Results of extensive in vitro and in vivo anticancer tests on the diepoxide, as well as preliminary data on the anti proliferative activity of the spiro-product against three cancer cell lines, are also presented. (C) 2009 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Steroids
T1  - Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system
VL  - 74
IS  - 12
SP  - 890
EP  - 895
DO  - 10.1016/j.steroids.2009.06.002
UR  - Kon_2020
ER  - 
@article{
author = "Milić, Dragana and Kop, Tatjana and Csanadi, Janos and Juranić, Zorica D. and Žižak, Željko S. and Gasic, Miroslav J. and Šolaja, Bogdan A.",
year = "2009",
abstract = "A simple approach to a stable steroidal estrone derived A.B-spiro system is reported. Treatment of estrone derived A-ring diepoxyalcohol with the Ac(2)O-TMSOTf system at the ambient temperature led to acetylation, while at the reflux temperature the acid-catalysed rearrangement took place affording the spiro-compound. Results of extensive in vitro and in vivo anticancer tests on the diepoxide, as well as preliminary data on the anti proliferative activity of the spiro-product against three cancer cell lines, are also presented. (C) 2009 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Steroids",
title = "Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system",
volume = "74",
number = "12",
pages = "890-895",
doi = "10.1016/j.steroids.2009.06.002",
url = "Kon_2020"
}
Milić, D., Kop, T., Csanadi, J., Juranić, Z. D., Žižak, Ž. S., Gasic, M. J.,& Šolaja, B. A.. (2009). Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system. in Steroids
Elsevier Science Inc, New York., 74(12), 890-895.
https://doi.org/10.1016/j.steroids.2009.06.002
Kon_2020
Milić D, Kop T, Csanadi J, Juranić ZD, Žižak ŽS, Gasic MJ, Šolaja BA. Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system. in Steroids. 2009;74(12):890-895.
doi:10.1016/j.steroids.2009.06.002
Kon_2020 .
Milić, Dragana, Kop, Tatjana, Csanadi, Janos, Juranić, Zorica D., Žižak, Željko S., Gasic, Miroslav J., Šolaja, Bogdan A., "Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system" in Steroids, 74, no. 12 (2009):890-895,
https://doi.org/10.1016/j.steroids.2009.06.002 .,
Kon_2020 .
8
7
8

Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds

Milić, Dragana; Kop, Tatjana; Juranić, Z.; Gasic, MJ; Tinant, B; Pocsfalvi, G; Šolaja, Bogdan A.

(Elsevier Science Inc, New York, 2005)

TY  - JOUR
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Juranić, Z.
AU  - Gasic, MJ
AU  - Tinant, B
AU  - Pocsfalvi, G
AU  - Šolaja, Bogdan A.
PY  - 2005
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/748
AB  - A simple approach to aromatization of steroidal quinols and epoxyquinols using a catalytic amount of TMSOTf is reported. Beside acetylation of the angular OH, the acid-catalyzed (TfOH) dienone-phenol rearrangement occurred affording "para" products, or in the case of blocked position 4, the acetoxy group 1,2-migration leads to the formation of "meta" products. Using epoxyquinol derivative as a substrate, the acetoxy group elimination was observed, followed by acid-catalyzed epoxy-ring opening and subsequent double bond migration, giving as a final product Delta(9,11) A-ring aromatized compounds. Synthesis of conduritol-like compounds and structure confirmation by X-ray crystallography of the precursor of steroidal conduritol is also described. In addition, the results of extensive antiproliferative screening against a panel of 60 cancer cell lines are presented. (c) 2005 Elsevier Inc. All rights reserved.
PB  - Elsevier Science Inc, New York
T2  - Steroids
T1  - Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds
VL  - 70
IS  - 14
SP  - 922
EP  - 932
DO  - 10.1016/j.steroids.2005.07.001
UR  - Kon_1701
ER  - 
@article{
author = "Milić, Dragana and Kop, Tatjana and Juranić, Z. and Gasic, MJ and Tinant, B and Pocsfalvi, G and Šolaja, Bogdan A.",
year = "2005",
abstract = "A simple approach to aromatization of steroidal quinols and epoxyquinols using a catalytic amount of TMSOTf is reported. Beside acetylation of the angular OH, the acid-catalyzed (TfOH) dienone-phenol rearrangement occurred affording "para" products, or in the case of blocked position 4, the acetoxy group 1,2-migration leads to the formation of "meta" products. Using epoxyquinol derivative as a substrate, the acetoxy group elimination was observed, followed by acid-catalyzed epoxy-ring opening and subsequent double bond migration, giving as a final product Delta(9,11) A-ring aromatized compounds. Synthesis of conduritol-like compounds and structure confirmation by X-ray crystallography of the precursor of steroidal conduritol is also described. In addition, the results of extensive antiproliferative screening against a panel of 60 cancer cell lines are presented. (c) 2005 Elsevier Inc. All rights reserved.",
publisher = "Elsevier Science Inc, New York",
journal = "Steroids",
title = "Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds",
volume = "70",
number = "14",
pages = "922-932",
doi = "10.1016/j.steroids.2005.07.001",
url = "Kon_1701"
}
Milić, D., Kop, T., Juranić, Z., Gasic, M., Tinant, B., Pocsfalvi, G.,& Šolaja, B. A.. (2005). Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds. in Steroids
Elsevier Science Inc, New York., 70(14), 922-932.
https://doi.org/10.1016/j.steroids.2005.07.001
Kon_1701
Milić D, Kop T, Juranić Z, Gasic M, Tinant B, Pocsfalvi G, Šolaja BA. Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds. in Steroids. 2005;70(14):922-932.
doi:10.1016/j.steroids.2005.07.001
Kon_1701 .
Milić, Dragana, Kop, Tatjana, Juranić, Z., Gasic, MJ, Tinant, B, Pocsfalvi, G, Šolaja, Bogdan A., "Synthesis and antiproliferative activity of A-ring aromatised and conduritol-like steroidal compounds" in Steroids, 70, no. 14 (2005):922-932,
https://doi.org/10.1016/j.steroids.2005.07.001 .,
Kon_1701 .
11
11
12

Investigation of some quinols and epoxyquinols as potential antitumor agents

Žižak, Željko S.; Kop, Tatjana; Šolaja, Bogdan A.; Stanojković, Tatjana; Juranić, Z.

(Pergamon-Elsevier Science Ltd, Oxford, 2005)

TY  - CONF
AU  - Žižak, Željko S.
AU  - Kop, Tatjana
AU  - Šolaja, Bogdan A.
AU  - Stanojković, Tatjana
AU  - Juranić, Z.
PY  - 2005
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/844
PB  - Pergamon-Elsevier Science Ltd, Oxford
C3  - European Journal of Cancer Supplements / EJC Supplements
T1  - Investigation of some quinols and epoxyquinols as potential antitumor agents
VL  - 3
IS  - 2
SP  - 63
EP  - 63
UR  - Kon_1797
UR  - https://hdl.handle.net/21.15107/rcub_cherry_844
ER  - 
@conference{
author = "Žižak, Željko S. and Kop, Tatjana and Šolaja, Bogdan A. and Stanojković, Tatjana and Juranić, Z.",
year = "2005",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "European Journal of Cancer Supplements / EJC Supplements",
title = "Investigation of some quinols and epoxyquinols as potential antitumor agents",
volume = "3",
number = "2",
pages = "63-63",
url = "Kon_1797, https://hdl.handle.net/21.15107/rcub_cherry_844"
}
Žižak, Ž. S., Kop, T., Šolaja, B. A., Stanojković, T.,& Juranić, Z.. (2005). Investigation of some quinols and epoxyquinols as potential antitumor agents. in European Journal of Cancer Supplements / EJC Supplements
Pergamon-Elsevier Science Ltd, Oxford., 3(2), 63-63.
Kon_1797
Žižak ŽS, Kop T, Šolaja BA, Stanojković T, Juranić Z. Investigation of some quinols and epoxyquinols as potential antitumor agents. in European Journal of Cancer Supplements / EJC Supplements. 2005;3(2):63-63.
Kon_1797 .
Žižak, Željko S., Kop, Tatjana, Šolaja, Bogdan A., Stanojković, Tatjana, Juranić, Z., "Investigation of some quinols and epoxyquinols as potential antitumor agents" in European Journal of Cancer Supplements / EJC Supplements, 3, no. 2 (2005):63-63,
Kon_1797 .

Synthesis of a steroidal dendrimer core

Kop, Tatjana; Pocsfalvi, G; Šolaja, Bogdan A.

(Serbian Chemical Soc, Belgrade, 2004)

TY  - JOUR
AU  - Kop, Tatjana
AU  - Pocsfalvi, G
AU  - Šolaja, Bogdan A.
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/669
AB  - Synthesis of a steroidal dendrimercore possessing various functional termini, such as ester, carboxy and hydroxy, is presented. The approach described enables further simple manipulations for the introduction of more complex functionalities.
AB  - U ovom radu prikazana je sinteza dendrimerskog steroidnog jezgra sa estarskim karboksilnim i hidroksilnim završecima. Opisani pristup sintezi omogućava dalju, kompleksniju funkcionalizaciju jednostavnim manipulacijama.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis of a steroidal dendrimer core
T1  - Sinteza dendrimerskog steroidnog jezgra
VL  - 69
IS  - 10
SP  - 769
EP  - 775
DO  - 10.2298/JSC0410769K
UR  - Kon_1621
ER  - 
@article{
author = "Kop, Tatjana and Pocsfalvi, G and Šolaja, Bogdan A.",
year = "2004",
abstract = "Synthesis of a steroidal dendrimercore possessing various functional termini, such as ester, carboxy and hydroxy, is presented. The approach described enables further simple manipulations for the introduction of more complex functionalities., U ovom radu prikazana je sinteza dendrimerskog steroidnog jezgra sa estarskim karboksilnim i hidroksilnim završecima. Opisani pristup sintezi omogućava dalju, kompleksniju funkcionalizaciju jednostavnim manipulacijama.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis of a steroidal dendrimer core, Sinteza dendrimerskog steroidnog jezgra",
volume = "69",
number = "10",
pages = "769-775",
doi = "10.2298/JSC0410769K",
url = "Kon_1621"
}
Kop, T., Pocsfalvi, G.,& Šolaja, B. A.. (2004). Synthesis of a steroidal dendrimer core. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 69(10), 769-775.
https://doi.org/10.2298/JSC0410769K
Kon_1621
Kop T, Pocsfalvi G, Šolaja BA. Synthesis of a steroidal dendrimer core. in Journal of the Serbian Chemical Society. 2004;69(10):769-775.
doi:10.2298/JSC0410769K
Kon_1621 .
Kop, Tatjana, Pocsfalvi, G, Šolaja, Bogdan A., "Synthesis of a steroidal dendrimer core" in Journal of the Serbian Chemical Society, 69, no. 10 (2004):769-775,
https://doi.org/10.2298/JSC0410769K .,
Kon_1621 .
3
4
4

Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone

Milić, Dragana; Kop, Tatjana; Juranić, Z.; Gasic, MJ; Šolaja, Bogdan A.

(Pergamon-Elsevier Science Ltd, Oxford, 2001)

TY  - JOUR
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Juranić, Z.
AU  - Gasic, MJ
AU  - Šolaja, Bogdan A.
PY  - 2001
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/468
AB  - Based on biological properties of epoxyquinols from natural sources, bromo and epoxyquinols derived from estrone were synthesized and screened against Fem-X. HeLa and K-562 cell lines. Evidence was found that the bromine atom and the epoxy moiety significantly increase the antiproliferative activity within the series. (C) 2001 Elsevier Science Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry Letters
T1  - Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone
VL  - 11
IS  - 16
SP  - 2197
EP  - 2200
DO  - 10.1016/S0960-894X(01)00402-4
UR  - Kon_1442
ER  - 
@article{
author = "Milić, Dragana and Kop, Tatjana and Juranić, Z. and Gasic, MJ and Šolaja, Bogdan A.",
year = "2001",
abstract = "Based on biological properties of epoxyquinols from natural sources, bromo and epoxyquinols derived from estrone were synthesized and screened against Fem-X. HeLa and K-562 cell lines. Evidence was found that the bromine atom and the epoxy moiety significantly increase the antiproliferative activity within the series. (C) 2001 Elsevier Science Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry Letters",
title = "Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone",
volume = "11",
number = "16",
pages = "2197-2200",
doi = "10.1016/S0960-894X(01)00402-4",
url = "Kon_1442"
}
Milić, D., Kop, T., Juranić, Z., Gasic, M.,& Šolaja, B. A.. (2001). Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone. in Bioorganic and Medicinal Chemistry Letters
Pergamon-Elsevier Science Ltd, Oxford., 11(16), 2197-2200.
https://doi.org/10.1016/S0960-894X(01)00402-4
Kon_1442
Milić D, Kop T, Juranić Z, Gasic M, Šolaja BA. Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone. in Bioorganic and Medicinal Chemistry Letters. 2001;11(16):2197-2200.
doi:10.1016/S0960-894X(01)00402-4
Kon_1442 .
Milić, Dragana, Kop, Tatjana, Juranić, Z., Gasic, MJ, Šolaja, Bogdan A., "Synthesis and antiproliferative activity of epoxy and bromo compounds derived from estrone" in Bioorganic and Medicinal Chemistry Letters, 11, no. 16 (2001):2197-2200,
https://doi.org/10.1016/S0960-894X(01)00402-4 .,
Kon_1442 .
11
10
9