TY  - JOUR
AU  - Lippert, Rainer
AU  - Shubina, Tatyana E.
AU  - Vojnović, Sandra
AU  - Pavić, Aleksandar
AU  - Veselinović, Jovana
AU  - Nikodinović-Runić, Jasmina
AU  - Stanković, Nada
AU  - Ivanović-Burmazović, Ivana
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2467
AB  - In order to improve antimicrobial effects of previously studied meso-tetrakis(4-ferrocenylphenyl)porphyrin 1, we have modified its structure by replacing two trans-positioned ferrocenylphenyl moieties with methoxy methylene substituted tert-butylphenyl moieties. Newly synthesized 5(4),15(4)-bis-(ferrocenyl)-10(4),20(4)-bis-(tert-butyl)10(2),10(6),20(2),20(6)-tetrakis-(methoxy-methylene)-5,10,15,20-tetraphenylporphyrin 4 was chemically characterized in detail (by NMR, UV/Vis, IR, MALDI-TOF and ESI MS spectrometry, cyclic voltammetry, prediction of the relative lipophilicity as well as computational methods) and its biological effects were studied in terms of its antibacterial and antifungal activity (both with and without photoactivation), cytotoxicity, hemolysis and DNA cleavage. New ferrocene bearing porphyrin 4 has demonstrated a broader antimicrobial spectrum and modified effects on eukaryotic cells compared to 1. This was discussed in terms of its i) increased lipophilicity, while exhibiting.lower toxicity, and ii) the redox potential of a two-electron process that is shifted to lower values, in comparison to ferrocene, thus, entering the physiologically available range and being activated towards redox interactions with biomolecules.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Redox behavior and biological properties of ferrocene bearing porphyrins
VL  - 171
SP  - 76
EP  - 89
DO  - 10.1016/j.jinorgbio.2017.03.002
ER  - 

@article{
author = "Lippert, Rainer and Shubina, Tatyana E. and Vojnović, Sandra and Pavić, Aleksandar and Veselinović, Jovana and Nikodinović-Runić, Jasmina and Stanković, Nada and Ivanović-Burmazović, Ivana",
year = "2017",
abstract = "In order to improve antimicrobial effects of previously studied meso-tetrakis(4-ferrocenylphenyl)porphyrin 1, we have modified its structure by replacing two trans-positioned ferrocenylphenyl moieties with methoxy methylene substituted tert-butylphenyl moieties. Newly synthesized 5(4),15(4)-bis-(ferrocenyl)-10(4),20(4)-bis-(tert-butyl)10(2),10(6),20(2),20(6)-tetrakis-(methoxy-methylene)-5,10,15,20-tetraphenylporphyrin 4 was chemically characterized in detail (by NMR, UV/Vis, IR, MALDI-TOF and ESI MS spectrometry, cyclic voltammetry, prediction of the relative lipophilicity as well as computational methods) and its biological effects were studied in terms of its antibacterial and antifungal activity (both with and without photoactivation), cytotoxicity, hemolysis and DNA cleavage. New ferrocene bearing porphyrin 4 has demonstrated a broader antimicrobial spectrum and modified effects on eukaryotic cells compared to 1. This was discussed in terms of its i) increased lipophilicity, while exhibiting.lower toxicity, and ii) the redox potential of a two-electron process that is shifted to lower values, in comparison to ferrocene, thus, entering the physiologically available range and being activated towards redox interactions with biomolecules.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Redox behavior and biological properties of ferrocene bearing porphyrins",
volume = "171",
pages = "76-89",
doi = "10.1016/j.jinorgbio.2017.03.002"
}

Lippert, R., Shubina, T. E., Vojnović, S., Pavić, A., Veselinović, J., Nikodinović-Runić, J., Stanković, N.,& Ivanović-Burmazović, I.. (2017). Redox behavior and biological properties of ferrocene bearing porphyrins. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 171, 76-89.
https://doi.org/10.1016/j.jinorgbio.2017.03.002

Lippert R, Shubina TE, Vojnović S, Pavić A, Veselinović J, Nikodinović-Runić J, Stanković N, Ivanović-Burmazović I. Redox behavior and biological properties of ferrocene bearing porphyrins. in Journal of Inorganic Biochemistry. 2017;171:76-89.
doi:10.1016/j.jinorgbio.2017.03.002 .

Lippert, Rainer, Shubina, Tatyana E., Vojnović, Sandra, Pavić, Aleksandar, Veselinović, Jovana, Nikodinović-Runić, Jasmina, Stanković, Nada, Ivanović-Burmazović, Ivana, "Redox behavior and biological properties of ferrocene bearing porphyrins" in Journal of Inorganic Biochemistry, 171 (2017):76-89,
https://doi.org/10.1016/j.jinorgbio.2017.03.002 . .

TY  - JOUR
AU  - Lippert, Rainer
AU  - Vojnović, Sandra
AU  - Mitrović, Aleksandra D.
AU  - Jux, Norbert
AU  - Ivanović-Burmazović, Ivana
AU  - Vasiljević, Branka
AU  - Stanković, Nada
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1815
AB  - Ferrocene-substituted porphyrin RL-91 exhibits antifungal activity against opportune human pathogen Candida albicans. RL-91 efficiently inhibits growth of both planktonic C albicans cells and cells within biofilms without photoactivation. The minimal inhibitory concentration for plankton form (PMIC) was established to be 100 mu g/mL and the same concentration killed 80% of sessile cells in the mature biofilm (SMIC80). Furthermore PMIC of RL-91 efficiently prevents C albicans biofilm formation. RL-91 is cytotoxic for human fibroblasts in vitro in concentration of 10 mu g/mL, however it does not cause hemolysis in concentrations of up to 50 mu g/mL. These findings open possibility for application of RL-91 as an antifungal agent for external antibiofilm treatment of medical devices as well as a scaffold for further development of porphyrin based systemic antifungals. (C) 2014 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry Letters
T1  - Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation
VL  - 24
IS  - 15
SP  - 3506
EP  - 3511
DO  - 10.1016/j.bmcl.2014.05.061
ER  - 

@article{
author = "Lippert, Rainer and Vojnović, Sandra and Mitrović, Aleksandra D. and Jux, Norbert and Ivanović-Burmazović, Ivana and Vasiljević, Branka and Stanković, Nada",
year = "2014",
abstract = "Ferrocene-substituted porphyrin RL-91 exhibits antifungal activity against opportune human pathogen Candida albicans. RL-91 efficiently inhibits growth of both planktonic C albicans cells and cells within biofilms without photoactivation. The minimal inhibitory concentration for plankton form (PMIC) was established to be 100 mu g/mL and the same concentration killed 80% of sessile cells in the mature biofilm (SMIC80). Furthermore PMIC of RL-91 efficiently prevents C albicans biofilm formation. RL-91 is cytotoxic for human fibroblasts in vitro in concentration of 10 mu g/mL, however it does not cause hemolysis in concentrations of up to 50 mu g/mL. These findings open possibility for application of RL-91 as an antifungal agent for external antibiofilm treatment of medical devices as well as a scaffold for further development of porphyrin based systemic antifungals. (C) 2014 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry Letters",
title = "Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation",
volume = "24",
number = "15",
pages = "3506-3511",
doi = "10.1016/j.bmcl.2014.05.061"
}

Lippert, R., Vojnović, S., Mitrović, A. D., Jux, N., Ivanović-Burmazović, I., Vasiljević, B.,& Stanković, N.. (2014). Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation. in Bioorganic and Medicinal Chemistry Letters
Pergamon-Elsevier Science Ltd, Oxford., 24(15), 3506-3511.
https://doi.org/10.1016/j.bmcl.2014.05.061

Lippert R, Vojnović S, Mitrović AD, Jux N, Ivanović-Burmazović I, Vasiljević B, Stanković N. Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation. in Bioorganic and Medicinal Chemistry Letters. 2014;24(15):3506-3511.
doi:10.1016/j.bmcl.2014.05.061 .

Lippert, Rainer, Vojnović, Sandra, Mitrović, Aleksandra D., Jux, Norbert, Ivanović-Burmazović, Ivana, Vasiljević, Branka, Stanković, Nada, "Effect of ferrocene-substituted porphyrin RL-91 on Candida albicans biofilm formation" in Bioorganic and Medicinal Chemistry Letters, 24, no. 15 (2014):3506-3511,
https://doi.org/10.1016/j.bmcl.2014.05.061 . .