Bihelović, Filip

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orcid::0000-0002-7654-3189
  • Bihelović, Filip (31)

Author's Bibliography

Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir; Bihelović, Filip

(Wiley, 2019)

TY  - JOUR
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
AU  - Bihelović, Filip
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2869
AB  - A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.
PB  - Wiley
T2  - Chemistry - A European Journal
T1  - Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone
VL  - 25
IS  - 17
SP  - 4340
EP  - 4344
DO  - 10.1002/chem.201900497
ER  - 
@article{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir and Bihelović, Filip",
year = "2019",
abstract = "A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.",
publisher = "Wiley",
journal = "Chemistry - A European Journal",
title = "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone",
volume = "25",
number = "17",
pages = "4340-4344",
doi = "10.1002/chem.201900497"
}
Trajković, M., Ferjančić, Z., Saičić, R.,& Bihelović, F.. (2019). Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. in Chemistry - A European Journal
Wiley., 25(17), 4340-4344.
https://doi.org/10.1002/chem.201900497
Trajković M, Ferjančić Z, Saičić R, Bihelović F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. in Chemistry - A European Journal. 2019;25(17):4340-4344.
doi:10.1002/chem.201900497 .
Trajković, Milos, Ferjančić, Zorana, Saičić, Radomir, Bihelović, Filip, "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone" in Chemistry - A European Journal, 25, no. 17 (2019):4340-4344,
https://doi.org/10.1002/chem.201900497 . .
3

Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir; Bihelović, Filip

(Wiley, 2019)

TY  - JOUR
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
AU  - Bihelović, Filip
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2874
AB  - A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.
PB  - Wiley
T2  - Chemistry - A European Journal
T1  - Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone
VL  - 25
IS  - 17
SP  - 4340
EP  - 4344
DO  - 10.1002/chem.201900497
ER  - 
@article{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir and Bihelović, Filip",
year = "2019",
abstract = "A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.",
publisher = "Wiley",
journal = "Chemistry - A European Journal",
title = "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone",
volume = "25",
number = "17",
pages = "4340-4344",
doi = "10.1002/chem.201900497"
}
Trajković, M., Ferjančić, Z., Saičić, R.,& Bihelović, F.. (2019). Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. in Chemistry - A European Journal
Wiley., 25(17), 4340-4344.
https://doi.org/10.1002/chem.201900497
Trajković M, Ferjančić Z, Saičić R, Bihelović F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. in Chemistry - A European Journal. 2019;25(17):4340-4344.
doi:10.1002/chem.201900497 .
Trajković, Milos, Ferjančić, Zorana, Saičić, Radomir, Bihelović, Filip, "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone" in Chemistry - A European Journal, 25, no. 17 (2019):4340-4344,
https://doi.org/10.1002/chem.201900497 . .
3

Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir; Bihelović, Filip

(Wiley, 2019)

TY  - DATA
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
AU  - Bihelović, Filip
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3842
PB  - Wiley
T2  - Chemistry - A European Journal
T1  - Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497
ER  - 
@misc{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir and Bihelović, Filip",
year = "2019",
publisher = "Wiley",
journal = "Chemistry - A European Journal",
title = "Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497"
}
Trajković, M., Ferjančić, Z., Saičić, R.,& Bihelović, F.. (2019). Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497. in Chemistry - A European Journal
Wiley..
Trajković M, Ferjančić Z, Saičić R, Bihelović F. Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497. in Chemistry - A European Journal. 2019;..
Trajković, Milos, Ferjančić, Zorana, Saičić, Radomir, Bihelović, Filip, "Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497" in Chemistry - A European Journal (2019).

Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A

Bihelović, Filip; Ferjančić, Zorana; Jončev, Zlatko

(Beograd : Srpsko hemijsko društvo, 2019)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Ferjančić, Zorana
AU  - Jončev, Zlatko
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3660
AB  - Two new analogues of alstoscholarisine A, containing a phenyl or butyl substituent at the C-19 position, have been prepared in racemic form from the known skatole derivative. The syntheses of these compounds were accomplished in 13 steps, with a late-stage formation of the C-19 stereocenter. These derivatives are expected to have significantly changed biological activity, compared to alstoscholarisine A – a potent neuroactive natural product.
PB  - Beograd : Srpsko hemijsko društvo
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A
VL  - 84
IS  - 9
SP  - 935
EP  - 941
DO  - 10.2298/JSC190212026B
ER  - 
@article{
author = "Bihelović, Filip and Ferjančić, Zorana and Jončev, Zlatko",
year = "2019",
abstract = "Two new analogues of alstoscholarisine A, containing a phenyl or butyl substituent at the C-19 position, have been prepared in racemic form from the known skatole derivative. The syntheses of these compounds were accomplished in 13 steps, with a late-stage formation of the C-19 stereocenter. These derivatives are expected to have significantly changed biological activity, compared to alstoscholarisine A – a potent neuroactive natural product.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A",
volume = "84",
number = "9",
pages = "935-941",
doi = "10.2298/JSC190212026B"
}
Bihelović, F., Ferjančić, Z.,& Jončev, Z.. (2019). Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A. in Journal of the Serbian Chemical Society
Beograd : Srpsko hemijsko društvo., 84(9), 935-941.
https://doi.org/10.2298/JSC190212026B
Bihelović F, Ferjančić Z, Jončev Z. Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A. in Journal of the Serbian Chemical Society. 2019;84(9):935-941.
doi:10.2298/JSC190212026B .
Bihelović, Filip, Ferjančić, Zorana, Jončev, Zlatko, "Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A" in Journal of the Serbian Chemical Society, 84, no. 9 (2019):935-941,
https://doi.org/10.2298/JSC190212026B . .
1

Gold(I)-Catalyzed C-O/C-C Bond-Forming Domino Reactions and Their Synthetic Applications

Bihelović, Filip; Vulović, Bojan; Saičić, Radomir

(Wiley-V C H Verlag Gmbh, Weinheim, 2018)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Vulović, Bojan
AU  - Saičić, Radomir
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2156
AB  - The advent of gold catalysis has transformed hydroxyalkoxylation of alkynes - once a rudimentary, mercury(II)-, or silver(I)-catalyzed process limited to structurally simple substrates - into a sophisticated method that has found application in syntheses of highly complex organic molecules. This transformation can further be combined with carbon-carbon bond-forming reactions into domino sequences that allow for a considerable increase of molecular complexity within a single synthetic step. Some recent examples of the development and synthetic applications of these reactions are provided.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Israel Journal of Chemistry
T1  - Gold(I)-Catalyzed C-O/C-C Bond-Forming Domino Reactions and Their Synthetic Applications
VL  - 58
IS  - 5
SP  - 521
EP  - 530
DO  - 10.1002/ijch.201700033
UR  - Kon_3487
ER  - 
@article{
author = "Bihelović, Filip and Vulović, Bojan and Saičić, Radomir",
year = "2018",
abstract = "The advent of gold catalysis has transformed hydroxyalkoxylation of alkynes - once a rudimentary, mercury(II)-, or silver(I)-catalyzed process limited to structurally simple substrates - into a sophisticated method that has found application in syntheses of highly complex organic molecules. This transformation can further be combined with carbon-carbon bond-forming reactions into domino sequences that allow for a considerable increase of molecular complexity within a single synthetic step. Some recent examples of the development and synthetic applications of these reactions are provided.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Israel Journal of Chemistry",
title = "Gold(I)-Catalyzed C-O/C-C Bond-Forming Domino Reactions and Their Synthetic Applications",
volume = "58",
number = "5",
pages = "521-530",
doi = "10.1002/ijch.201700033",
url = "Kon_3487"
}
Bihelović, F., Vulović, B.,& Saičić, R.. (2018). Gold(I)-Catalyzed C-O/C-C Bond-Forming Domino Reactions and Their Synthetic Applications. in Israel Journal of Chemistry
Wiley-V C H Verlag Gmbh, Weinheim., 58(5), 521-530.
https://doi.org/10.1002/ijch.201700033
Kon_3487
Bihelović F, Vulović B, Saičić R. Gold(I)-Catalyzed C-O/C-C Bond-Forming Domino Reactions and Their Synthetic Applications. in Israel Journal of Chemistry. 2018;58(5):521-530.
doi:10.1002/ijch.201700033
Kon_3487 .
Bihelović, Filip, Vulović, Bojan, Saičić, Radomir, "Gold(I)-Catalyzed C-O/C-C Bond-Forming Domino Reactions and Their Synthetic Applications" in Israel Journal of Chemistry, 58, no. 5 (2018):521-530,
https://doi.org/10.1002/ijch.201700033 .,
Kon_3487 .
4
3
4

Synthesis of Natural Products and the Development of Synthetic Methodology: The Case Study of (-)-Atrop-abyssomicin C

Bihelović, Filip; Vulović, Bojan; Saičić, Radomir

(Natural Products Inc, Westerville, 2017)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Vulović, Bojan
AU  - Saičić, Radomir
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2512
AB  - During our attempt to follow the planned synthetic route to the naturally occurring antibiotic (-)-atrop-abyssomicin C, we encountered two shortcomings, which forced us to reconsider our tactics and find new methods to overcome the problems. These methods turned out to be of general applicability, as demonstrated later in total syntheses of two other natural products: (+)-allokainic acid and (-)-gabosine H. The paper provides a brief account of these endeavors.
PB  - Natural Products Inc, Westerville
T2  - Natural Product Communications
T1  - Synthesis of Natural Products and the Development of Synthetic Methodology: The Case Study of (-)-Atrop-abyssomicin C
VL  - 12
IS  - 8
SP  - 1209
EP  - 1214
UR  - Kon_3328
ER  - 
@article{
author = "Bihelović, Filip and Vulović, Bojan and Saičić, Radomir",
year = "2017",
abstract = "During our attempt to follow the planned synthetic route to the naturally occurring antibiotic (-)-atrop-abyssomicin C, we encountered two shortcomings, which forced us to reconsider our tactics and find new methods to overcome the problems. These methods turned out to be of general applicability, as demonstrated later in total syntheses of two other natural products: (+)-allokainic acid and (-)-gabosine H. The paper provides a brief account of these endeavors.",
publisher = "Natural Products Inc, Westerville",
journal = "Natural Product Communications",
title = "Synthesis of Natural Products and the Development of Synthetic Methodology: The Case Study of (-)-Atrop-abyssomicin C",
volume = "12",
number = "8",
pages = "1209-1214",
url = "Kon_3328"
}
Bihelović, F., Vulović, B.,& Saičić, R.. (2017). Synthesis of Natural Products and the Development of Synthetic Methodology: The Case Study of (-)-Atrop-abyssomicin C. in Natural Product Communications
Natural Products Inc, Westerville., 12(8), 1209-1214.
Kon_3328
Bihelović F, Vulović B, Saičić R. Synthesis of Natural Products and the Development of Synthetic Methodology: The Case Study of (-)-Atrop-abyssomicin C. in Natural Product Communications. 2017;12(8):1209-1214.
Kon_3328 .
Bihelović, Filip, Vulović, Bojan, Saičić, Radomir, "Synthesis of Natural Products and the Development of Synthetic Methodology: The Case Study of (-)-Atrop-abyssomicin C" in Natural Product Communications, 12, no. 8 (2017):1209-1214,
Kon_3328 .
2
2

Total Synthesis of CrocaginA

Bihelović, Filip; Stichnoth, Desiree; Surup, Frank; Mueller, Rolf; Trauner, Dirk

(Wiley-V C H Verlag Gmbh, Weinheim, 2017)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Stichnoth, Desiree
AU  - Surup, Frank
AU  - Mueller, Rolf
AU  - Trauner, Dirk
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2532
AB  - CrocaginA (1) combines an attractive molecular structure with an unusual biosynthesis and bioactivity. An efficient synthesis of crocaginA is presented that hinges on an early formation of the heterotricyclic core, an electrophilic amination, and the stereoselective hydrogenation of a tetrasubstituted double bond. This synthesis confirms the absolute configuration of crocaginA and provides access to the natural product and derivatives thereof for further biological testing.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Angewandte Chemie (International Edition)
T1  - Total Synthesis of CrocaginA
VL  - 56
IS  - 42
SP  - 12848
EP  - 12851
DO  - 10.1002/anie.201612641
UR  - Kon_3348
ER  - 
@article{
author = "Bihelović, Filip and Stichnoth, Desiree and Surup, Frank and Mueller, Rolf and Trauner, Dirk",
year = "2017",
abstract = "CrocaginA (1) combines an attractive molecular structure with an unusual biosynthesis and bioactivity. An efficient synthesis of crocaginA is presented that hinges on an early formation of the heterotricyclic core, an electrophilic amination, and the stereoselective hydrogenation of a tetrasubstituted double bond. This synthesis confirms the absolute configuration of crocaginA and provides access to the natural product and derivatives thereof for further biological testing.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Angewandte Chemie (International Edition)",
title = "Total Synthesis of CrocaginA",
volume = "56",
number = "42",
pages = "12848-12851",
doi = "10.1002/anie.201612641",
url = "Kon_3348"
}
Bihelović, F., Stichnoth, D., Surup, F., Mueller, R.,& Trauner, D.. (2017). Total Synthesis of CrocaginA. in Angewandte Chemie (International Edition)
Wiley-V C H Verlag Gmbh, Weinheim., 56(42), 12848-12851.
https://doi.org/10.1002/anie.201612641
Kon_3348
Bihelović F, Stichnoth D, Surup F, Mueller R, Trauner D. Total Synthesis of CrocaginA. in Angewandte Chemie (International Edition). 2017;56(42):12848-12851.
doi:10.1002/anie.201612641
Kon_3348 .
Bihelović, Filip, Stichnoth, Desiree, Surup, Frank, Mueller, Rolf, Trauner, Dirk, "Total Synthesis of CrocaginA" in Angewandte Chemie (International Edition), 56, no. 42 (2017):12848-12851,
https://doi.org/10.1002/anie.201612641 .,
Kon_3348 .
11
5
4
4

Supplementary material for the article: Bihelovic, F.; Stichnoth, D.; Surup, F.; Müller, R.; Trauner, D. Total Synthesis of Crocagin A. Angewandte Chemie - International Edition 2017, 56 (42), 12848–12851. https://doi.org/10.1002/anie.201612641

Bihelović, Filip; Stichnoth, Desiree; Surup, Frank; Müller, Rolf; Trauner, Dirk

(Wiley-V C H Verlag Gmbh, Weinheim, 2017)

TY  - DATA
AU  - Bihelović, Filip
AU  - Stichnoth, Desiree
AU  - Surup, Frank
AU  - Müller, Rolf
AU  - Trauner, Dirk
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3261
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Angewandte Chemie - International Edition
T1  - Supplementary material for the article: Bihelovic, F.; Stichnoth, D.; Surup, F.; Müller, R.; Trauner, D. Total Synthesis of Crocagin A. Angewandte Chemie - International Edition 2017, 56 (42), 12848–12851. https://doi.org/10.1002/anie.201612641
ER  - 
@misc{
author = "Bihelović, Filip and Stichnoth, Desiree and Surup, Frank and Müller, Rolf and Trauner, Dirk",
year = "2017",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Angewandte Chemie - International Edition",
title = "Supplementary material for the article: Bihelovic, F.; Stichnoth, D.; Surup, F.; Müller, R.; Trauner, D. Total Synthesis of Crocagin A. Angewandte Chemie - International Edition 2017, 56 (42), 12848–12851. https://doi.org/10.1002/anie.201612641"
}
Bihelović, F., Stichnoth, D., Surup, F., Müller, R.,& Trauner, D.. (2017). Supplementary material for the article: Bihelovic, F.; Stichnoth, D.; Surup, F.; Müller, R.; Trauner, D. Total Synthesis of Crocagin A. Angewandte Chemie - International Edition 2017, 56 (42), 12848–12851. https://doi.org/10.1002/anie.201612641. in Angewandte Chemie - International Edition
Wiley-V C H Verlag Gmbh, Weinheim..
Bihelović F, Stichnoth D, Surup F, Müller R, Trauner D. Supplementary material for the article: Bihelovic, F.; Stichnoth, D.; Surup, F.; Müller, R.; Trauner, D. Total Synthesis of Crocagin A. Angewandte Chemie - International Edition 2017, 56 (42), 12848–12851. https://doi.org/10.1002/anie.201612641. in Angewandte Chemie - International Edition. 2017;..
Bihelović, Filip, Stichnoth, Desiree, Surup, Frank, Müller, Rolf, Trauner, Dirk, "Supplementary material for the article: Bihelovic, F.; Stichnoth, D.; Surup, F.; Müller, R.; Trauner, D. Total Synthesis of Crocagin A. Angewandte Chemie - International Edition 2017, 56 (42), 12848–12851. https://doi.org/10.1002/anie.201612641" in Angewandte Chemie - International Edition (2017).

Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H

Vulović, Bojan; Kolarski, Dušan; Bihelović, Filip; Matović, Radomir; Gruden-Pavlović, Maja; Saičić, Radomir

(Amer Chemical Soc, Washington, 2016)

TY  - JOUR
AU  - Vulović, Bojan
AU  - Kolarski, Dušan
AU  - Bihelović, Filip
AU  - Matović, Radomir
AU  - Gruden-Pavlović, Maja
AU  - Saičić, Radomir
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2290
AB  - 1,6-Diynes with a t-butylcarbonate group in the propargylic position undergo gold(I)-catalyzed dominocyclization which affords alpha-hydroxycyclohexenones. The described sequence can be applied on functionalized, highly oxygenated substrates, as examplified in the synthesis of (-)-gabosine H and its epimer.
PB  - Amer Chemical Soc, Washington
T2  - Organic Letters
T1  - Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H
VL  - 18
IS  - 15
SP  - 3886
EP  - 3889
DO  - 10.1021/acs.orglett.6b01898
UR  - Kon_3106
ER  - 
@article{
author = "Vulović, Bojan and Kolarski, Dušan and Bihelović, Filip and Matović, Radomir and Gruden-Pavlović, Maja and Saičić, Radomir",
year = "2016",
abstract = "1,6-Diynes with a t-butylcarbonate group in the propargylic position undergo gold(I)-catalyzed dominocyclization which affords alpha-hydroxycyclohexenones. The described sequence can be applied on functionalized, highly oxygenated substrates, as examplified in the synthesis of (-)-gabosine H and its epimer.",
publisher = "Amer Chemical Soc, Washington",
journal = "Organic Letters",
title = "Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H",
volume = "18",
number = "15",
pages = "3886-3889",
doi = "10.1021/acs.orglett.6b01898",
url = "Kon_3106"
}
Vulović, B., Kolarski, D., Bihelović, F., Matović, R., Gruden-Pavlović, M.,& Saičić, R.. (2016). Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H. in Organic Letters
Amer Chemical Soc, Washington., 18(15), 3886-3889.
https://doi.org/10.1021/acs.orglett.6b01898
Kon_3106
Vulović B, Kolarski D, Bihelović F, Matović R, Gruden-Pavlović M, Saičić R. Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H. in Organic Letters. 2016;18(15):3886-3889.
doi:10.1021/acs.orglett.6b01898
Kon_3106 .
Vulović, Bojan, Kolarski, Dušan, Bihelović, Filip, Matović, Radomir, Gruden-Pavlović, Maja, Saičić, Radomir, "Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H" in Organic Letters, 18, no. 15 (2016):3886-3889,
https://doi.org/10.1021/acs.orglett.6b01898 .,
Kon_3106 .
11
12
11
13

Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H (vol 18, pg 3886, 2016)

Vulović, Bojan; Kolarski, Dušan; Bihelović, Filip; Matović, Radomir; Gruden-Pavlović, Maja; Saičić, Radomir

(Amer Chemical Soc, Washington, 2016)

TY  - JOUR
AU  - Vulović, Bojan
AU  - Kolarski, Dušan
AU  - Bihelović, Filip
AU  - Matović, Radomir
AU  - Gruden-Pavlović, Maja
AU  - Saičić, Radomir
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2327
PB  - Amer Chemical Soc, Washington
T2  - Organic Letters
T1  - Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H (vol 18, pg 3886, 2016)
VL  - 18
IS  - 19
SP  - 5186
EP  - 5187
DO  - 10.1021/acs.orglett.6b02509
UR  - Kon_3143
ER  - 
@article{
author = "Vulović, Bojan and Kolarski, Dušan and Bihelović, Filip and Matović, Radomir and Gruden-Pavlović, Maja and Saičić, Radomir",
year = "2016",
publisher = "Amer Chemical Soc, Washington",
journal = "Organic Letters",
title = "Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H (vol 18, pg 3886, 2016)",
volume = "18",
number = "19",
pages = "5186-5187",
doi = "10.1021/acs.orglett.6b02509",
url = "Kon_3143"
}
Vulović, B., Kolarski, D., Bihelović, F., Matović, R., Gruden-Pavlović, M.,& Saičić, R.. (2016). Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H (vol 18, pg 3886, 2016). in Organic Letters
Amer Chemical Soc, Washington., 18(19), 5186-5187.
https://doi.org/10.1021/acs.orglett.6b02509
Kon_3143
Vulović B, Kolarski D, Bihelović F, Matović R, Gruden-Pavlović M, Saičić R. Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H (vol 18, pg 3886, 2016). in Organic Letters. 2016;18(19):5186-5187.
doi:10.1021/acs.orglett.6b02509
Kon_3143 .
Vulović, Bojan, Kolarski, Dušan, Bihelović, Filip, Matović, Radomir, Gruden-Pavlović, Maja, Saičić, Radomir, "Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H (vol 18, pg 3886, 2016)" in Organic Letters, 18, no. 19 (2016):5186-5187,
https://doi.org/10.1021/acs.orglett.6b02509 .,
Kon_3143 .
2

Supplementary data for the article: Vulovic, B.; Kolarski, D.; Bihelovic, F.; Matovic, R.; Gruden, M.; Saicic, R. N. Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-Epi-Gabosine H. Organic Letters 2016, 18 (15), 3886–3889. https://doi.org/10.1021/acs.orglett.6b01898

Vulović, Bojan; Kolarski, Dušan; Bihelović, Filip; Matović, Radomir; Gruden-Pavlović, Maja; Saičić, Radomir

(Amer Chemical Soc, Washington, 2016)

TY  - DATA
AU  - Vulović, Bojan
AU  - Kolarski, Dušan
AU  - Bihelović, Filip
AU  - Matović, Radomir
AU  - Gruden-Pavlović, Maja
AU  - Saičić, Radomir
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3520
PB  - Amer Chemical Soc, Washington
T2  - Organic Letters
T1  - Supplementary data for the article: Vulovic, B.; Kolarski, D.; Bihelovic, F.; Matovic, R.; Gruden, M.; Saicic, R. N. Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-Epi-Gabosine H. Organic Letters 2016, 18 (15), 3886–3889. https://doi.org/10.1021/acs.orglett.6b01898
ER  - 
@misc{
author = "Vulović, Bojan and Kolarski, Dušan and Bihelović, Filip and Matović, Radomir and Gruden-Pavlović, Maja and Saičić, Radomir",
year = "2016",
publisher = "Amer Chemical Soc, Washington",
journal = "Organic Letters",
title = "Supplementary data for the article: Vulovic, B.; Kolarski, D.; Bihelovic, F.; Matovic, R.; Gruden, M.; Saicic, R. N. Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-Epi-Gabosine H. Organic Letters 2016, 18 (15), 3886–3889. https://doi.org/10.1021/acs.orglett.6b01898"
}
Vulović, B., Kolarski, D., Bihelović, F., Matović, R., Gruden-Pavlović, M.,& Saičić, R.. (2016). Supplementary data for the article: Vulovic, B.; Kolarski, D.; Bihelovic, F.; Matovic, R.; Gruden, M.; Saicic, R. N. Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-Epi-Gabosine H. Organic Letters 2016, 18 (15), 3886–3889. https://doi.org/10.1021/acs.orglett.6b01898. in Organic Letters
Amer Chemical Soc, Washington..
Vulović B, Kolarski D, Bihelović F, Matović R, Gruden-Pavlović M, Saičić R. Supplementary data for the article: Vulovic, B.; Kolarski, D.; Bihelovic, F.; Matovic, R.; Gruden, M.; Saicic, R. N. Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-Epi-Gabosine H. Organic Letters 2016, 18 (15), 3886–3889. https://doi.org/10.1021/acs.orglett.6b01898. in Organic Letters. 2016;..
Vulović, Bojan, Kolarski, Dušan, Bihelović, Filip, Matović, Radomir, Gruden-Pavlović, Maja, Saičić, Radomir, "Supplementary data for the article: Vulovic, B.; Kolarski, D.; Bihelovic, F.; Matovic, R.; Gruden, M.; Saicic, R. N. Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-Epi-Gabosine H. Organic Letters 2016, 18 (15), 3886–3889. https://doi.org/10.1021/acs.orglett.6b01898" in Organic Letters (2016).

Total Synthesis of (+/-)-Alstoscholarisine A

Bihelović, Filip; Ferjančić, Zorana

(Georg Thieme Verlag Kg, Stuttgart, 2016)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Ferjančić, Zorana
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1927
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Total Synthesis of (+/-)-Alstoscholarisine A
VL  - 27
IS  - 8
UR  - Kon_3046
ER  - 
@article{
author = "Bihelović, Filip and Ferjančić, Zorana",
year = "2016",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Total Synthesis of (+/-)-Alstoscholarisine A",
volume = "27",
number = "8",
url = "Kon_3046"
}
Bihelović, F.,& Ferjančić, Z.. (2016). Total Synthesis of (+/-)-Alstoscholarisine A. in Synlett
Georg Thieme Verlag Kg, Stuttgart., 27(8).
Kon_3046
Bihelović F, Ferjančić Z. Total Synthesis of (+/-)-Alstoscholarisine A. in Synlett. 2016;27(8).
Kon_3046 .
Bihelović, Filip, Ferjančić, Zorana, "Total Synthesis of (+/-)-Alstoscholarisine A" in Synlett, 27, no. 8 (2016),
Kon_3046 .

Total Synthesis of (+/-)-Alstoscholarisine A

Bihelović, Filip; Ferjančić, Zorana

(Wiley-V C H Verlag Gmbh, Weinheim, 2016)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Ferjančić, Zorana
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2048
AB  - The first total synthesis of the neuroactive indole alkaloid (+/-)-alstoscholarisine A is reported. The key step of the concise synthesis is an efficient domino sequence that was used to assemble the 2,8-diazabicyclo[3.3.1]nonane core through the formation of two C-N bonds and one C-C bond in a single step.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Angewandte Chemie (International Edition)
T1  - Total Synthesis of (+/-)-Alstoscholarisine A
VL  - 55
IS  - 7
SP  - 2569
EP  - 2572
DO  - 10.1002/anie.201510777
UR  - Kon_3004
ER  - 
@article{
author = "Bihelović, Filip and Ferjančić, Zorana",
year = "2016",
abstract = "The first total synthesis of the neuroactive indole alkaloid (+/-)-alstoscholarisine A is reported. The key step of the concise synthesis is an efficient domino sequence that was used to assemble the 2,8-diazabicyclo[3.3.1]nonane core through the formation of two C-N bonds and one C-C bond in a single step.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Angewandte Chemie (International Edition)",
title = "Total Synthesis of (+/-)-Alstoscholarisine A",
volume = "55",
number = "7",
pages = "2569-2572",
doi = "10.1002/anie.201510777",
url = "Kon_3004"
}
Bihelović, F.,& Ferjančić, Z.. (2016). Total Synthesis of (+/-)-Alstoscholarisine A. in Angewandte Chemie (International Edition)
Wiley-V C H Verlag Gmbh, Weinheim., 55(7), 2569-2572.
https://doi.org/10.1002/anie.201510777
Kon_3004
Bihelović F, Ferjančić Z. Total Synthesis of (+/-)-Alstoscholarisine A. in Angewandte Chemie (International Edition). 2016;55(7):2569-2572.
doi:10.1002/anie.201510777
Kon_3004 .
Bihelović, Filip, Ferjančić, Zorana, "Total Synthesis of (+/-)-Alstoscholarisine A" in Angewandte Chemie (International Edition), 55, no. 7 (2016):2569-2572,
https://doi.org/10.1002/anie.201510777 .,
Kon_3004 .
13
17
12
15

Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777

Bihelović, Filip; Ferjančić, Zorana

(Wiley-V C H Verlag Gmbh, Weinheim, 2016)

TY  - DATA
AU  - Bihelović, Filip
AU  - Ferjančić, Zorana
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3655
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Angewandte Chemie (International Edition)
T1  - Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777
ER  - 
@misc{
author = "Bihelović, Filip and Ferjančić, Zorana",
year = "2016",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Angewandte Chemie (International Edition)",
title = "Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777"
}
Bihelović, F.,& Ferjančić, Z.. (2016). Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777. in Angewandte Chemie (International Edition)
Wiley-V C H Verlag Gmbh, Weinheim..
Bihelović F, Ferjančić Z. Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777. in Angewandte Chemie (International Edition). 2016;..
Bihelović, Filip, Ferjančić, Zorana, "Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777" in Angewandte Chemie (International Edition) (2016).

Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e

Novković, Luka P.; Trmčić, Milena; Rodić, M.; Bihelović, Filip; Zlatar, Matija; Matović, Radomir; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2015)

TY  - DATA
AU  - Novković, Luka P.
AU  - Trmčić, Milena
AU  - Rodić, M.
AU  - Bihelović, Filip
AU  - Zlatar, Matija
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2015
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3442
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e
ER  - 
@misc{
author = "Novković, Luka P. and Trmčić, Milena and Rodić, M. and Bihelović, Filip and Zlatar, Matija and Matović, Radomir and Saičić, Radomir",
year = "2015",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e"
}
Novković, L. P., Trmčić, M., Rodić, M., Bihelović, F., Zlatar, M., Matović, R.,& Saičić, R.. (2015). Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e. in RSC Advances
Royal Soc Chemistry, Cambridge..
Novković LP, Trmčić M, Rodić M, Bihelović F, Zlatar M, Matović R, Saičić R. Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e. in RSC Advances. 2015;..
Novković, Luka P., Trmčić, Milena, Rodić, M., Bihelović, Filip, Zlatar, Matija, Matović, Radomir, Saičić, Radomir, "Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e" in RSC Advances (2015).

Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen

Novković, Luka P.; Trmčić, Milena; Rodić, M.; Bihelović, Filip; Zlatar, Matija; Matović, Radomir; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2015)

TY  - JOUR
AU  - Novković, Luka P.
AU  - Trmčić, Milena
AU  - Rodić, M.
AU  - Bihelović, Filip
AU  - Zlatar, Matija
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2015
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2000
AB  - Domino reactions of ketones with molecular oxygen in the presence of potassium hydroxide and potassium t-butoxide afford cyclic hydroperoxy acetals (3,5-dihydroxy-1,2-dioxanes). Mixed endoperoxides can also be obtained in a three-component reaction of two ketones and oxygen.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen
VL  - 5
IS  - 120
SP  - 99577
EP  - 99584
DO  - 10.1039/c5ra13476e
UR  - Kon_2955
ER  - 
@article{
author = "Novković, Luka P. and Trmčić, Milena and Rodić, M. and Bihelović, Filip and Zlatar, Matija and Matović, Radomir and Saičić, Radomir",
year = "2015",
abstract = "Domino reactions of ketones with molecular oxygen in the presence of potassium hydroxide and potassium t-butoxide afford cyclic hydroperoxy acetals (3,5-dihydroxy-1,2-dioxanes). Mixed endoperoxides can also be obtained in a three-component reaction of two ketones and oxygen.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen",
volume = "5",
number = "120",
pages = "99577-99584",
doi = "10.1039/c5ra13476e",
url = "Kon_2955"
}
Novković, L. P., Trmčić, M., Rodić, M., Bihelović, F., Zlatar, M., Matović, R.,& Saičić, R.. (2015). Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen. in RSC Advances
Royal Soc Chemistry, Cambridge., 5(120), 99577-99584.
https://doi.org/10.1039/c5ra13476e
Kon_2955
Novković LP, Trmčić M, Rodić M, Bihelović F, Zlatar M, Matović R, Saičić R. Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen. in RSC Advances. 2015;5(120):99577-99584.
doi:10.1039/c5ra13476e
Kon_2955 .
Novković, Luka P., Trmčić, Milena, Rodić, M., Bihelović, Filip, Zlatar, Matija, Matović, Radomir, Saičić, Radomir, "Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen" in RSC Advances, 5, no. 120 (2015):99577-99584,
https://doi.org/10.1039/c5ra13476e .,
Kon_2955 .
7
6
6

The specificity of alpha-glucosidase from Saccharomyces cerevisiae differs depending on the type of reaction: hydrolysis versus transglucosylation

Dusan, Velickovic; Nenad, Milosavic; Dejan, Bezbradica; Bihelović, Filip; Segal, Ann Marie; Šegan, Dejan M.; Trbojević-Ivić, Jovana; Aleksandra, Dimitrijevic

(Springer, New York, 2014)

TY  - JOUR
AU  - Dusan, Velickovic
AU  - Nenad, Milosavic
AU  - Dejan, Bezbradica
AU  - Bihelović, Filip
AU  - Segal, Ann Marie
AU  - Šegan, Dejan M.
AU  - Trbojević-Ivić, Jovana
AU  - Aleksandra, Dimitrijevic
PY  - 2014
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1797
AB  - Our investigation of the catalytic properties of Saccharomyces cerevisiae alpha-glucosidase (AGL) using hydroxybenzyl alcohol (HBA) isomers as transglucosylation substrates and their glucosides in hydrolytic reactions demonstrated interesting findings pertaining to the aglycon specificity of this important enzyme. AGL specificity increased from the para(p)- to the ortho(o)-HBA isomer in transglucosylation, whereas such AGL aglycon specificity was not seen in hydrolysis, thus indicating that the second step of the reaction (i.e., binding of the glucosyl acceptor) is rate-determining. To study the influence of substitution pattern on AGL kinetics, we compared AGL specificity, inferred from kinetic constants, for HBA isomers and other aglycon substrates. The demonstrated inhibitory effects of HBA isomers and their corresponding glucosides on AGL-catalyzed hydrolysis of p-nitrophenyl a-glucoside (PNPG) suggest that HBA glucosides act as competitive, whereas HBA isomers are noncompetitive, inhibitors. As such, we postulate that aromatic moieties cannot bind to an active site unless an enzyme-glucosyl complex has already formed, but they can interact with other regions of the enzyme molecule resulting in inhibition.
PB  - Springer, New York
T2  - Applied Microbiology and Biotechnology
T1  - The specificity of alpha-glucosidase from Saccharomyces cerevisiae differs depending on the type of reaction: hydrolysis versus transglucosylation
VL  - 98
IS  - 14
SP  - 6317
EP  - 6328
DO  - 10.1007/s00253-014-5587-9
UR  - Kon_2680
ER  - 
@article{
author = "Dusan, Velickovic and Nenad, Milosavic and Dejan, Bezbradica and Bihelović, Filip and Segal, Ann Marie and Šegan, Dejan M. and Trbojević-Ivić, Jovana and Aleksandra, Dimitrijevic",
year = "2014",
abstract = "Our investigation of the catalytic properties of Saccharomyces cerevisiae alpha-glucosidase (AGL) using hydroxybenzyl alcohol (HBA) isomers as transglucosylation substrates and their glucosides in hydrolytic reactions demonstrated interesting findings pertaining to the aglycon specificity of this important enzyme. AGL specificity increased from the para(p)- to the ortho(o)-HBA isomer in transglucosylation, whereas such AGL aglycon specificity was not seen in hydrolysis, thus indicating that the second step of the reaction (i.e., binding of the glucosyl acceptor) is rate-determining. To study the influence of substitution pattern on AGL kinetics, we compared AGL specificity, inferred from kinetic constants, for HBA isomers and other aglycon substrates. The demonstrated inhibitory effects of HBA isomers and their corresponding glucosides on AGL-catalyzed hydrolysis of p-nitrophenyl a-glucoside (PNPG) suggest that HBA glucosides act as competitive, whereas HBA isomers are noncompetitive, inhibitors. As such, we postulate that aromatic moieties cannot bind to an active site unless an enzyme-glucosyl complex has already formed, but they can interact with other regions of the enzyme molecule resulting in inhibition.",
publisher = "Springer, New York",
journal = "Applied Microbiology and Biotechnology",
title = "The specificity of alpha-glucosidase from Saccharomyces cerevisiae differs depending on the type of reaction: hydrolysis versus transglucosylation",
volume = "98",
number = "14",
pages = "6317-6328",
doi = "10.1007/s00253-014-5587-9",
url = "Kon_2680"
}
Dusan, V., Nenad, M., Dejan, B., Bihelović, F., Segal, A. M., Šegan, D. M., Trbojević-Ivić, J.,& Aleksandra, D.. (2014). The specificity of alpha-glucosidase from Saccharomyces cerevisiae differs depending on the type of reaction: hydrolysis versus transglucosylation. in Applied Microbiology and Biotechnology
Springer, New York., 98(14), 6317-6328.
https://doi.org/10.1007/s00253-014-5587-9
Kon_2680
Dusan V, Nenad M, Dejan B, Bihelović F, Segal AM, Šegan DM, Trbojević-Ivić J, Aleksandra D. The specificity of alpha-glucosidase from Saccharomyces cerevisiae differs depending on the type of reaction: hydrolysis versus transglucosylation. in Applied Microbiology and Biotechnology. 2014;98(14):6317-6328.
doi:10.1007/s00253-014-5587-9
Kon_2680 .
Dusan, Velickovic, Nenad, Milosavic, Dejan, Bezbradica, Bihelović, Filip, Segal, Ann Marie, Šegan, Dejan M., Trbojević-Ivić, Jovana, Aleksandra, Dimitrijevic, "The specificity of alpha-glucosidase from Saccharomyces cerevisiae differs depending on the type of reaction: hydrolysis versus transglucosylation" in Applied Microbiology and Biotechnology, 98, no. 14 (2014):6317-6328,
https://doi.org/10.1007/s00253-014-5587-9 .,
Kon_2680 .
2
1
2

Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides

Ferjančić, Zorana; Matović, Radomir; Bihelović, Filip

(Serbian Chemical Soc, Belgrade, 2014)

TY  - JOUR
AU  - Ferjančić, Zorana
AU  - Matović, Radomir
AU  - Bihelović, Filip
PY  - 2014
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1799
AB  - Intermolecular Nozaki-Hiyama-Kishi coupling between alkenylchromium(III) reagents, derived from either (E)-(2-bromoethenyl)benzene or (E)-1-iodo-1-pentadecene, and the conformationally rigid Garner's aldehyde resulted in the stereoselective formation of Felkin-type allylic alcohols in good yields, thus providing an easy access to sphingosines. In addition, when the protecting group in the Garner's aldehyde was changed (from Boc to N-octanoyl), a reversal of stereoselectivity was observed in the reaction with (E)-1-pentadecenylchromium(III), probably as the result of hydrophobic interactions between the long carbon chains of the reaction partners.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides
VL  - 79
IS  - 6
SP  - 627
EP  - 636
DO  - 10.2298/JSC130611067F
UR  - Kon_2682
ER  - 
@article{
author = "Ferjančić, Zorana and Matović, Radomir and Bihelović, Filip",
year = "2014",
abstract = "Intermolecular Nozaki-Hiyama-Kishi coupling between alkenylchromium(III) reagents, derived from either (E)-(2-bromoethenyl)benzene or (E)-1-iodo-1-pentadecene, and the conformationally rigid Garner's aldehyde resulted in the stereoselective formation of Felkin-type allylic alcohols in good yields, thus providing an easy access to sphingosines. In addition, when the protecting group in the Garner's aldehyde was changed (from Boc to N-octanoyl), a reversal of stereoselectivity was observed in the reaction with (E)-1-pentadecenylchromium(III), probably as the result of hydrophobic interactions between the long carbon chains of the reaction partners.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides",
volume = "79",
number = "6",
pages = "627-636",
doi = "10.2298/JSC130611067F",
url = "Kon_2682"
}
Ferjančić, Z., Matović, R.,& Bihelović, F.. (2014). Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 79(6), 627-636.
https://doi.org/10.2298/JSC130611067F
Kon_2682
Ferjančić Z, Matović R, Bihelović F. Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides. in Journal of the Serbian Chemical Society. 2014;79(6):627-636.
doi:10.2298/JSC130611067F
Kon_2682 .
Ferjančić, Zorana, Matović, Radomir, Bihelović, Filip, "Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides" in Journal of the Serbian Chemical Society, 79, no. 6 (2014):627-636,
https://doi.org/10.2298/JSC130611067F .,
Kon_2682 .
1
2
2

Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C

Matović, Radomir; Bihelović, Filip; Gruden-Pavlović, Maja; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2014)

TY  - JOUR
AU  - Matović, Radomir
AU  - Bihelović, Filip
AU  - Gruden-Pavlović, Maja
AU  - Saičić, Radomir
PY  - 2014
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1860
AB  - The total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki-Hiyama-Kishi cyclization as the key steps. The synthetic analogue retained its antibacterial activity against methicillin-resistant S. aureus strains, whereas its cytotoxicity decreased for three orders of magnitude, as compared to atrop-abyssomicin C.
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic and Biomolecular Chemistry
T1  - Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C
VL  - 12
IS  - 39
SP  - 7682
EP  - 7685
DO  - 10.1039/c4ob01436g
UR  - Kon_2743
ER  - 
@article{
author = "Matović, Radomir and Bihelović, Filip and Gruden-Pavlović, Maja and Saičić, Radomir",
year = "2014",
abstract = "The total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki-Hiyama-Kishi cyclization as the key steps. The synthetic analogue retained its antibacterial activity against methicillin-resistant S. aureus strains, whereas its cytotoxicity decreased for three orders of magnitude, as compared to atrop-abyssomicin C.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic and Biomolecular Chemistry",
title = "Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C",
volume = "12",
number = "39",
pages = "7682-7685",
doi = "10.1039/c4ob01436g",
url = "Kon_2743"
}
Matović, R., Bihelović, F., Gruden-Pavlović, M.,& Saičić, R.. (2014). Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C. in Organic and Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 12(39), 7682-7685.
https://doi.org/10.1039/c4ob01436g
Kon_2743
Matović R, Bihelović F, Gruden-Pavlović M, Saičić R. Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C. in Organic and Biomolecular Chemistry. 2014;12(39):7682-7685.
doi:10.1039/c4ob01436g
Kon_2743 .
Matović, Radomir, Bihelović, Filip, Gruden-Pavlović, Maja, Saičić, Radomir, "Total synthesis and biological evaluation of atrop-O-benzyl-desmethylabyssomicin C" in Organic and Biomolecular Chemistry, 12, no. 39 (2014):7682-7685,
https://doi.org/10.1039/c4ob01436g .,
Kon_2743 .
12
12
10

Supplementary data for article: Bihelović, F.; Karadžić, I.; Matović, R.; Saičić, R. Total Synthesis and Biological Evaluation of (-)-Atrop-Abyssomicin C. Organic and Biomolecular Chemistry 2013, 11 (33), 5413–5424. https://doi.org/10.1039/c3ob40692j

Bihelović, Filip; Karadžić, Ivanka M.; Matović, Radomir; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2013)

TY  - DATA
AU  - Bihelović, Filip
AU  - Karadžić, Ivanka M.
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3557
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic and Biomolecular Chemistry
T1  - Supplementary data for article: Bihelović, F.; Karadžić, I.; Matović, R.; Saičić, R. Total Synthesis and Biological Evaluation of (-)-Atrop-Abyssomicin C. Organic and Biomolecular Chemistry 2013, 11 (33), 5413–5424. https://doi.org/10.1039/c3ob40692j
ER  - 
@misc{
author = "Bihelović, Filip and Karadžić, Ivanka M. and Matović, Radomir and Saičić, Radomir",
year = "2013",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic and Biomolecular Chemistry",
title = "Supplementary data for article: Bihelović, F.; Karadžić, I.; Matović, R.; Saičić, R. Total Synthesis and Biological Evaluation of (-)-Atrop-Abyssomicin C. Organic and Biomolecular Chemistry 2013, 11 (33), 5413–5424. https://doi.org/10.1039/c3ob40692j"
}
Bihelović, F., Karadžić, I. M., Matović, R.,& Saičić, R.. (2013). Supplementary data for article: Bihelović, F.; Karadžić, I.; Matović, R.; Saičić, R. Total Synthesis and Biological Evaluation of (-)-Atrop-Abyssomicin C. Organic and Biomolecular Chemistry 2013, 11 (33), 5413–5424. https://doi.org/10.1039/c3ob40692j. in Organic and Biomolecular Chemistry
Royal Soc Chemistry, Cambridge..
Bihelović F, Karadžić IM, Matović R, Saičić R. Supplementary data for article: Bihelović, F.; Karadžić, I.; Matović, R.; Saičić, R. Total Synthesis and Biological Evaluation of (-)-Atrop-Abyssomicin C. Organic and Biomolecular Chemistry 2013, 11 (33), 5413–5424. https://doi.org/10.1039/c3ob40692j. in Organic and Biomolecular Chemistry. 2013;..
Bihelović, Filip, Karadžić, Ivanka M., Matović, Radomir, Saičić, Radomir, "Supplementary data for article: Bihelović, F.; Karadžić, I.; Matović, R.; Saičić, R. Total Synthesis and Biological Evaluation of (-)-Atrop-Abyssomicin C. Organic and Biomolecular Chemistry 2013, 11 (33), 5413–5424. https://doi.org/10.1039/c3ob40692j" in Organic and Biomolecular Chemistry (2013).

Total synthesis and biological evaluation of (-)-atrop-abyssomicin C

Bihelović, Filip; Karadžić, Ivanka M.; Matović, Radomir; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2013)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Karadžić, Ivanka M.
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1388
AB  - Enantioselective synthesis of a marine antibiotic (-)-atrop-abyssomicin C was accomplished in 21 steps, in 1.8% overall yield (4%, based on the recovered starting material). The key steps of the synthesis are the formation of the functionalized cyclohexane core by an organocatalyzed Tsuji-Trost reaction, the formation of a tricyclic spirotetronate unit by a gold-catalyzed reaction sequence and the highly efficient eleven-membered ring closure by a Nozaki-Hiyama-Kishi reaction. Biological tests showed all abyssomicin derivatives to possess strong antibacterial activity against methicillin resistant S. aureus strains; however, they also proved to be cytotoxic, both to malignant and to normal somatic cells.
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic and Biomolecular Chemistry
T1  - Total synthesis and biological evaluation of (-)-atrop-abyssomicin C
VL  - 11
IS  - 33
SP  - 5413
EP  - 5424
DO  - 10.1039/c3ob40692j
UR  - Kon_2508
ER  - 
@article{
author = "Bihelović, Filip and Karadžić, Ivanka M. and Matović, Radomir and Saičić, Radomir",
year = "2013",
abstract = "Enantioselective synthesis of a marine antibiotic (-)-atrop-abyssomicin C was accomplished in 21 steps, in 1.8% overall yield (4%, based on the recovered starting material). The key steps of the synthesis are the formation of the functionalized cyclohexane core by an organocatalyzed Tsuji-Trost reaction, the formation of a tricyclic spirotetronate unit by a gold-catalyzed reaction sequence and the highly efficient eleven-membered ring closure by a Nozaki-Hiyama-Kishi reaction. Biological tests showed all abyssomicin derivatives to possess strong antibacterial activity against methicillin resistant S. aureus strains; however, they also proved to be cytotoxic, both to malignant and to normal somatic cells.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic and Biomolecular Chemistry",
title = "Total synthesis and biological evaluation of (-)-atrop-abyssomicin C",
volume = "11",
number = "33",
pages = "5413-5424",
doi = "10.1039/c3ob40692j",
url = "Kon_2508"
}
Bihelović, F., Karadžić, I. M., Matović, R.,& Saičić, R.. (2013). Total synthesis and biological evaluation of (-)-atrop-abyssomicin C. in Organic and Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 11(33), 5413-5424.
https://doi.org/10.1039/c3ob40692j
Kon_2508
Bihelović F, Karadžić IM, Matović R, Saičić R. Total synthesis and biological evaluation of (-)-atrop-abyssomicin C. in Organic and Biomolecular Chemistry. 2013;11(33):5413-5424.
doi:10.1039/c3ob40692j
Kon_2508 .
Bihelović, Filip, Karadžić, Ivanka M., Matović, Radomir, Saičić, Radomir, "Total synthesis and biological evaluation of (-)-atrop-abyssomicin C" in Organic and Biomolecular Chemistry, 11, no. 33 (2013):5413-5424,
https://doi.org/10.1039/c3ob40692j .,
Kon_2508 .
1
25
25
24

Total Synthesis of (-)-atrop-Abyssomicin C

Bihelović, Filip; Saičić, Radomir

(Wiley-V C H Verlag Gmbh, Weinheim, 2012)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Saičić, Radomir
PY  - 2012
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1065
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Angewandte Chemie (International Edition)
T1  - Total Synthesis of (-)-atrop-Abyssomicin C
VL  - 51
IS  - 23
SP  - 5687
EP  - 5691
DO  - 10.1002/anie.201108223
UR  - Kon_2065
ER  - 
@article{
author = "Bihelović, Filip and Saičić, Radomir",
year = "2012",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Angewandte Chemie (International Edition)",
title = "Total Synthesis of (-)-atrop-Abyssomicin C",
volume = "51",
number = "23",
pages = "5687-5691",
doi = "10.1002/anie.201108223",
url = "Kon_2065"
}
Bihelović, F.,& Saičić, R.. (2012). Total Synthesis of (-)-atrop-Abyssomicin C. in Angewandte Chemie (International Edition)
Wiley-V C H Verlag Gmbh, Weinheim., 51(23), 5687-5691.
https://doi.org/10.1002/anie.201108223
Kon_2065
Bihelović F, Saičić R. Total Synthesis of (-)-atrop-Abyssomicin C. in Angewandte Chemie (International Edition). 2012;51(23):5687-5691.
doi:10.1002/anie.201108223
Kon_2065 .
Bihelović, Filip, Saičić, Radomir, "Total Synthesis of (-)-atrop-Abyssomicin C" in Angewandte Chemie (International Edition), 51, no. 23 (2012):5687-5691,
https://doi.org/10.1002/anie.201108223 .,
Kon_2065 .
15
56
49
49

One-step, inexpensive high yield strategy for Candida antarctica lipase A isolation using hydroxyapatite

Dimitrijević, Aleksandra; Veličković, Dušan; Bihelović, Filip; Bezbradica, Dejan; Jankov, Ratko M.; Milosavić, Nenad

(Elsevier Sci Ltd, Oxford, 2012)

TY  - JOUR
AU  - Dimitrijević, Aleksandra
AU  - Veličković, Dušan
AU  - Bihelović, Filip
AU  - Bezbradica, Dejan
AU  - Jankov, Ratko M.
AU  - Milosavić, Nenad
PY  - 2012
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1264
AB  - Lipase A from Candida antarctica (CAL A) was purified to apparent homogeneity in a single step using hydroxyapatite (HAP) chromatography. CAL A bound to HAP was eluted with 10 mM Na-phosphate buffer, pH 7.0 containing 0.5% Triton X-100. The protocol resulted in a 3.74-fold purification with 94.7% final recovery and 400.83 U/mg specific activity. Silver staining after SDS-PAGE revealed the presence a single band of 45 kDa. The enzyme exhibited a temperature optimum of 60 degrees C, was unaffected by monovalent metal ions, but was destabilized by divalent metal ions (Zn2+, Ca2+, Mg2+, Cu2+, Mn2+) and stimulated by 50 mM Fe2+. Detergents at 0.1% concentrations did not affect lipase activity. Except for Triton X-100, detergent concentrations of 1% had a destabilizing effect. (C) 2011 Elsevier Ltd. All rights reserved.
PB  - Elsevier Sci Ltd, Oxford
T2  - Bioresource Technology
T1  - One-step, inexpensive high yield strategy for Candida antarctica lipase A isolation using hydroxyapatite
VL  - 107
SP  - 358
EP  - 362
DO  - 10.1016/j.biortech.2011.11.077
UR  - Kon_2287
ER  - 
@article{
author = "Dimitrijević, Aleksandra and Veličković, Dušan and Bihelović, Filip and Bezbradica, Dejan and Jankov, Ratko M. and Milosavić, Nenad",
year = "2012",
abstract = "Lipase A from Candida antarctica (CAL A) was purified to apparent homogeneity in a single step using hydroxyapatite (HAP) chromatography. CAL A bound to HAP was eluted with 10 mM Na-phosphate buffer, pH 7.0 containing 0.5% Triton X-100. The protocol resulted in a 3.74-fold purification with 94.7% final recovery and 400.83 U/mg specific activity. Silver staining after SDS-PAGE revealed the presence a single band of 45 kDa. The enzyme exhibited a temperature optimum of 60 degrees C, was unaffected by monovalent metal ions, but was destabilized by divalent metal ions (Zn2+, Ca2+, Mg2+, Cu2+, Mn2+) and stimulated by 50 mM Fe2+. Detergents at 0.1% concentrations did not affect lipase activity. Except for Triton X-100, detergent concentrations of 1% had a destabilizing effect. (C) 2011 Elsevier Ltd. All rights reserved.",
publisher = "Elsevier Sci Ltd, Oxford",
journal = "Bioresource Technology",
title = "One-step, inexpensive high yield strategy for Candida antarctica lipase A isolation using hydroxyapatite",
volume = "107",
pages = "358-362",
doi = "10.1016/j.biortech.2011.11.077",
url = "Kon_2287"
}
Dimitrijević, A., Veličković, D., Bihelović, F., Bezbradica, D., Jankov, R. M.,& Milosavić, N.. (2012). One-step, inexpensive high yield strategy for Candida antarctica lipase A isolation using hydroxyapatite. in Bioresource Technology
Elsevier Sci Ltd, Oxford., 107, 358-362.
https://doi.org/10.1016/j.biortech.2011.11.077
Kon_2287
Dimitrijević A, Veličković D, Bihelović F, Bezbradica D, Jankov RM, Milosavić N. One-step, inexpensive high yield strategy for Candida antarctica lipase A isolation using hydroxyapatite. in Bioresource Technology. 2012;107:358-362.
doi:10.1016/j.biortech.2011.11.077
Kon_2287 .
Dimitrijević, Aleksandra, Veličković, Dušan, Bihelović, Filip, Bezbradica, Dejan, Jankov, Ratko M., Milosavić, Nenad, "One-step, inexpensive high yield strategy for Candida antarctica lipase A isolation using hydroxyapatite" in Bioresource Technology, 107 (2012):358-362,
https://doi.org/10.1016/j.biortech.2011.11.077 .,
Kon_2287 .
16
14
18

Novel glycoside of vanillyl alcohol, 4-hydroxy-3-methoxybenzyl-alpha-d-glucopyranoside: study of enzymatic synthesis, in vitro digestion and antioxidant activity

Veličković, Dušan; Dimitrijević, Aleksandra; Bihelović, Filip; Bezbradica, Dejan; Knezevic-Jugovic, Zorica; Milosavić, Nenad

(Springer, New York, 2012)

TY  - JOUR
AU  - Veličković, Dušan
AU  - Dimitrijević, Aleksandra
AU  - Bihelović, Filip
AU  - Bezbradica, Dejan
AU  - Knezevic-Jugovic, Zorica
AU  - Milosavić, Nenad
PY  - 2012
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1325
AB  - Novel glucoside of physiological active vanillyl alcohol was synthesized for the first time using maltase from Saccharomyces cerevisiae as catalyst, and established its structure as 4-hydroxy-3-methoxybenzyl-alpha-d-glucopyranoside. The key reaction factors for this transglucosylation reaction were optimized using response surface methodology and the highest yield so far in maltase catalyzed transglucosylation reaction was obtained. It was found out that optimum temperature of reaction was 37 A degrees C, optimal maltose concentration was 60% (w/v), optimal pH was 6.6, and optimal concentration of vanillyl alcohol was 158 mM. Under these conditions, yield of glucoside was 90 mM with no by product formation. It was shown that this compound posses good antioxidant activity as well as stability in gastrointestinal tract. It was demonstrated that it is hydrolyzed on brush border membrane of enterocytes, so it can serve in protecting gastrointestinal system from oxidation, as well as source of anticonvulsive drug after the hydrolysis of glucoside on brush border membrane of small intestine.
PB  - Springer, New York
T2  - Bioprocess and Biosystems Engineering
T1  - Novel glycoside of vanillyl alcohol, 4-hydroxy-3-methoxybenzyl-alpha-d-glucopyranoside: study of enzymatic synthesis, in vitro digestion and antioxidant activity
VL  - 35
IS  - 7
SP  - 1107
EP  - 1115
DO  - 10.1007/s00449-012-0695-3
UR  - Kon_2349
ER  - 
@article{
author = "Veličković, Dušan and Dimitrijević, Aleksandra and Bihelović, Filip and Bezbradica, Dejan and Knezevic-Jugovic, Zorica and Milosavić, Nenad",
year = "2012",
abstract = "Novel glucoside of physiological active vanillyl alcohol was synthesized for the first time using maltase from Saccharomyces cerevisiae as catalyst, and established its structure as 4-hydroxy-3-methoxybenzyl-alpha-d-glucopyranoside. The key reaction factors for this transglucosylation reaction were optimized using response surface methodology and the highest yield so far in maltase catalyzed transglucosylation reaction was obtained. It was found out that optimum temperature of reaction was 37 A degrees C, optimal maltose concentration was 60% (w/v), optimal pH was 6.6, and optimal concentration of vanillyl alcohol was 158 mM. Under these conditions, yield of glucoside was 90 mM with no by product formation. It was shown that this compound posses good antioxidant activity as well as stability in gastrointestinal tract. It was demonstrated that it is hydrolyzed on brush border membrane of enterocytes, so it can serve in protecting gastrointestinal system from oxidation, as well as source of anticonvulsive drug after the hydrolysis of glucoside on brush border membrane of small intestine.",
publisher = "Springer, New York",
journal = "Bioprocess and Biosystems Engineering",
title = "Novel glycoside of vanillyl alcohol, 4-hydroxy-3-methoxybenzyl-alpha-d-glucopyranoside: study of enzymatic synthesis, in vitro digestion and antioxidant activity",
volume = "35",
number = "7",
pages = "1107-1115",
doi = "10.1007/s00449-012-0695-3",
url = "Kon_2349"
}
Veličković, D., Dimitrijević, A., Bihelović, F., Bezbradica, D., Knezevic-Jugovic, Z.,& Milosavić, N.. (2012). Novel glycoside of vanillyl alcohol, 4-hydroxy-3-methoxybenzyl-alpha-d-glucopyranoside: study of enzymatic synthesis, in vitro digestion and antioxidant activity. in Bioprocess and Biosystems Engineering
Springer, New York., 35(7), 1107-1115.
https://doi.org/10.1007/s00449-012-0695-3
Kon_2349
Veličković D, Dimitrijević A, Bihelović F, Bezbradica D, Knezevic-Jugovic Z, Milosavić N. Novel glycoside of vanillyl alcohol, 4-hydroxy-3-methoxybenzyl-alpha-d-glucopyranoside: study of enzymatic synthesis, in vitro digestion and antioxidant activity. in Bioprocess and Biosystems Engineering. 2012;35(7):1107-1115.
doi:10.1007/s00449-012-0695-3
Kon_2349 .
Veličković, Dušan, Dimitrijević, Aleksandra, Bihelović, Filip, Bezbradica, Dejan, Knezevic-Jugovic, Zorica, Milosavić, Nenad, "Novel glycoside of vanillyl alcohol, 4-hydroxy-3-methoxybenzyl-alpha-d-glucopyranoside: study of enzymatic synthesis, in vitro digestion and antioxidant activity" in Bioprocess and Biosystems Engineering, 35, no. 7 (2012):1107-1115,
https://doi.org/10.1007/s00449-012-0695-3 .,
Kon_2349 .
10
10
12

A highly efficient diastereoselective synthesis of alpha-isosalicin by maltase from Saccharomyces cerevisiae

Veličković, Dušan; Dimitrijević, Aleksandra; Bihelović, Filip; Bezbradica, Dejan; Jankov, Ratko M.; Milosavić, Nenad

(Elsevier Sci Ltd, Oxford, 2011)

TY  - JOUR
AU  - Veličković, Dušan
AU  - Dimitrijević, Aleksandra
AU  - Bihelović, Filip
AU  - Bezbradica, Dejan
AU  - Jankov, Ratko M.
AU  - Milosavić, Nenad
PY  - 2011
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1186
AB  - In this report, alpha-isosalicin, a potent anticoagulant and skin whitening agent, was synthesized by a highly efficient chemoselective and diastereoselective reaction, catalyzed by maltase from bakers' yeast (Saccharomyces cerevisiae). The highest yield of this one-step transglucosylation reaction was achieved with 50 mM of salicyl alcohol as a glucose acceptor. The key reaction factors were optimized using response surface methodology (RSM) with an enzyme concentration of 10 U/mL. The optimum temperature of the reaction was determined as 36.5 degrees C, the optimal maltose concentration was 40% (w/v), the optimal pH was 6.5, and the optimal reaction time was 16 h. Under these conditions 75% of alpha-isosalicin was obtained, with a yield of 10 g/L, and no by product formation was observed.
PB  - Elsevier Sci Ltd, Oxford
T2  - Process Biochemistry
T1  - A highly efficient diastereoselective synthesis of alpha-isosalicin by maltase from Saccharomyces cerevisiae
VL  - 46
IS  - 8
SP  - 1698
EP  - 1702
DO  - 10.1016/j.procbio.2011.05.007
UR  - Kon_2208
ER  - 
@article{
author = "Veličković, Dušan and Dimitrijević, Aleksandra and Bihelović, Filip and Bezbradica, Dejan and Jankov, Ratko M. and Milosavić, Nenad",
year = "2011",
abstract = "In this report, alpha-isosalicin, a potent anticoagulant and skin whitening agent, was synthesized by a highly efficient chemoselective and diastereoselective reaction, catalyzed by maltase from bakers' yeast (Saccharomyces cerevisiae). The highest yield of this one-step transglucosylation reaction was achieved with 50 mM of salicyl alcohol as a glucose acceptor. The key reaction factors were optimized using response surface methodology (RSM) with an enzyme concentration of 10 U/mL. The optimum temperature of the reaction was determined as 36.5 degrees C, the optimal maltose concentration was 40% (w/v), the optimal pH was 6.5, and the optimal reaction time was 16 h. Under these conditions 75% of alpha-isosalicin was obtained, with a yield of 10 g/L, and no by product formation was observed.",
publisher = "Elsevier Sci Ltd, Oxford",
journal = "Process Biochemistry",
title = "A highly efficient diastereoselective synthesis of alpha-isosalicin by maltase from Saccharomyces cerevisiae",
volume = "46",
number = "8",
pages = "1698-1702",
doi = "10.1016/j.procbio.2011.05.007",
url = "Kon_2208"
}
Veličković, D., Dimitrijević, A., Bihelović, F., Bezbradica, D., Jankov, R. M.,& Milosavić, N.. (2011). A highly efficient diastereoselective synthesis of alpha-isosalicin by maltase from Saccharomyces cerevisiae. in Process Biochemistry
Elsevier Sci Ltd, Oxford., 46(8), 1698-1702.
https://doi.org/10.1016/j.procbio.2011.05.007
Kon_2208
Veličković D, Dimitrijević A, Bihelović F, Bezbradica D, Jankov RM, Milosavić N. A highly efficient diastereoselective synthesis of alpha-isosalicin by maltase from Saccharomyces cerevisiae. in Process Biochemistry. 2011;46(8):1698-1702.
doi:10.1016/j.procbio.2011.05.007
Kon_2208 .
Veličković, Dušan, Dimitrijević, Aleksandra, Bihelović, Filip, Bezbradica, Dejan, Jankov, Ratko M., Milosavić, Nenad, "A highly efficient diastereoselective synthesis of alpha-isosalicin by maltase from Saccharomyces cerevisiae" in Process Biochemistry, 46, no. 8 (2011):1698-1702,
https://doi.org/10.1016/j.procbio.2011.05.007 .,
Kon_2208 .
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