Design of an Aryne-Platform for the Synthesis of Non-Racemic Heterocyclic Allocolchicinoids
Тип публикации: Journal Article
Дата публикации: 2023-07-13
scimago Q2
wos Q2
БС1
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
37458676
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
A four-step semisynthetic approach towards a highly versatile allocolchicine-related chiral aryne intermediate starting from naturally occurring colchicine was developed, and some of its synthetic transformations were studied. The in situ generated benzyne intermediate afforded a number of non-racemic heterocyclic allocolchicinoids, which were shown to exhibit potent cytotoxicity towards COLO 357, OSA and Raji cells. The proposed methodology is attractive for the synthesis of libraries of new cytotoxic tubulin inhibitors.
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Gracheva I. A. et al. Design of an Aryne-Platform for the Synthesis of Non-Racemic Heterocyclic Allocolchicinoids // Organic and Biomolecular Chemistry. 2023. Vol. 21. No. 30. pp. 6141-6150.
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Gracheva I. A., Schmalz H., Svirshchevskaya E. V., Shchegravina E. S., Fedorov A. Yu. Design of an Aryne-Platform for the Synthesis of Non-Racemic Heterocyclic Allocolchicinoids // Organic and Biomolecular Chemistry. 2023. Vol. 21. No. 30. pp. 6141-6150.
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TY - JOUR
DO - 10.1039/d3ob00827d
UR - https://xlink.rsc.org/?DOI=D3OB00827D
TI - Design of an Aryne-Platform for the Synthesis of Non-Racemic Heterocyclic Allocolchicinoids
T2 - Organic and Biomolecular Chemistry
AU - Gracheva, Iuliia A
AU - Schmalz, H.-G.
AU - Svirshchevskaya, E. V.
AU - Shchegravina, Ekaterina S.
AU - Fedorov, Alexey Yu
PY - 2023
DA - 2023/07/13
PB - Royal Society of Chemistry (RSC)
SP - 6141-6150
IS - 30
VL - 21
PMID - 37458676
SN - 1477-0520
SN - 1477-0539
ER -
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@article{2023_Gracheva,
author = {Iuliia A Gracheva and H.-G. Schmalz and E. V. Svirshchevskaya and Ekaterina S. Shchegravina and Alexey Yu Fedorov},
title = {Design of an Aryne-Platform for the Synthesis of Non-Racemic Heterocyclic Allocolchicinoids},
journal = {Organic and Biomolecular Chemistry},
year = {2023},
volume = {21},
publisher = {Royal Society of Chemistry (RSC)},
month = {jul},
url = {https://xlink.rsc.org/?DOI=D3OB00827D},
number = {30},
pages = {6141--6150},
doi = {10.1039/d3ob00827d}
}
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Gracheva, Iuliia A., et al. “Design of an Aryne-Platform for the Synthesis of Non-Racemic Heterocyclic Allocolchicinoids.” Organic and Biomolecular Chemistry, vol. 21, no. 30, Jul. 2023, pp. 6141-6150. https://xlink.rsc.org/?DOI=D3OB00827D.
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