Royal Society of Chemistry (RSC)
Organic and Biomolecular Chemistry
,  volume 21 ,  issue 30 ,  pages 6141-6150

Design of an Aryne-Platform for the Synthesis of Non-Racemic Heterocyclic Allocolchicinoids

Publication type: Journal Article
Publication date: 2023-07-13
Royal Society of Chemistry (RSC)
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
DOI:  10.1039/d3ob00827d
PubMed ID:  37458676
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
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.
Found 
Found 
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GOST |
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GOST Copy
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.
GOST all authors (up to 50) Copy
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.
RIS |
Cite this
RIS Copy
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 -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@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}
}
MLA
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MLA Copy
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.