Fe(iii)-Catalyzed synthesis of steroidal imidazoheterocycles as potent antiproliferative agents
Тип публикации: Journal Article
Дата публикации: 2020-07-10
scimago Q2
wos Q2
БС1
SJR: 0.6
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
32662797
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
An efficient and practical method has been developed for the synthesis of steroidal imidazoheterocycles via cost-effective and environmentally benign FeCl3-catalyzed oxidative amination. A library of steroidal imidazo[1,2-a]pyridines was directly synthesized from readily available 2-aminopyridines and steroidal ketones in aerobic conditions. The synthesized compounds were screened for activity on human microsomal cytochrome P450s CYP7, CYP17 and CYP21. Antiproliferative activity of two lead compounds 3ia and 3la was additionally evaluated against the human MCF-7 (breast cancer), SKOV3 (ovarian cancer), and 22Rv1 (prostate cancer) cell lines. Steroidal imidazo[1,2-a]pyridine 3la which is a substrate molecule for CYP17A1 with IC50 = 1.7 μM (MCF-7), 3.0 (SKOV3), and 6.0 μM (22Rv1) has proved to be more active than reference drug cisplatin.
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Samanta S. et al. Fe(iii)-Catalyzed synthesis of steroidal imidazoheterocycles as potent antiproliferative agents // Organic and Biomolecular Chemistry. 2020. Vol. 18. No. 29. pp. 5571-5576.
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Samanta S., Ghosh A. K., Ghosh S., Ilina A. A., Volkova Y., Zavarzin I. V., Scherbakov A. M., Salnikova D. I., Dzichenka Y. U., Sachenko A. B., Shirinian V. Z., Hajra A. Fe(iii)-Catalyzed synthesis of steroidal imidazoheterocycles as potent antiproliferative agents // Organic and Biomolecular Chemistry. 2020. Vol. 18. No. 29. pp. 5571-5576.
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TY - JOUR
DO - 10.1039/D0OB01241F
UR - https://xlink.rsc.org/?DOI=D0OB01241F
TI - Fe(iii)-Catalyzed synthesis of steroidal imidazoheterocycles as potent antiproliferative agents
T2 - Organic and Biomolecular Chemistry
AU - Samanta, Sadhanendu
AU - Ghosh, Asim Kumar
AU - Ghosh, Sumit
AU - Ilina, Anastasia A.
AU - Volkova, Yulia
AU - Zavarzin, Igor V.
AU - Scherbakov, Alexander M.
AU - Salnikova, Diana I
AU - Dzichenka, Yaraslau U
AU - Sachenko, Anton B
AU - Shirinian, V. Z.
AU - Hajra, Alakananda
PY - 2020
DA - 2020/07/10
PB - Royal Society of Chemistry (RSC)
SP - 5571-5576
IS - 29
VL - 18
PMID - 32662797
SN - 1477-0520
SN - 1477-0539
ER -
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@article{2020_Samanta,
author = {Sadhanendu Samanta and Asim Kumar Ghosh and Sumit Ghosh and Anastasia A. Ilina and Yulia Volkova and Igor V. Zavarzin and Alexander M. Scherbakov and Diana I Salnikova and Yaraslau U Dzichenka and Anton B Sachenko and V. Z. Shirinian and Alakananda Hajra},
title = {Fe(iii)-Catalyzed synthesis of steroidal imidazoheterocycles as potent antiproliferative agents},
journal = {Organic and Biomolecular Chemistry},
year = {2020},
volume = {18},
publisher = {Royal Society of Chemistry (RSC)},
month = {jul},
url = {https://xlink.rsc.org/?DOI=D0OB01241F},
number = {29},
pages = {5571--5576},
doi = {10.1039/D0OB01241F}
}
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Samanta, Sadhanendu, et al. “Fe(iii)-Catalyzed synthesis of steroidal imidazoheterocycles as potent antiproliferative agents.” Organic and Biomolecular Chemistry, vol. 18, no. 29, Jul. 2020, pp. 5571-5576. https://xlink.rsc.org/?DOI=D0OB01241F.
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