Skip to Main content Skip to Navigation
Journal articles

Synthesis and Biological Evaluation of Furanoallocolchicinoids

Yuliya Voitovich Ekaterina Shegravina Nikolay Sitnikov Vladimir Faerman Valery Fokin Hans-Gunther Schmalz Sébastien Combes 1 Diane Allegro 2 Pascale Barbier 2 Irina Beletskaya 3 Elena Svirshchevskaya 4 Alexey Yu Fedorov Alexey Yu. Fedorov
1 ICR - Institut de Chimie Radicalaire
2 CRO2 - Centre de Recherches en Oncologie biologique et Oncopharmacologie
3 MSU - Lomonosov Moscow State University
4 Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry
Abstract : A series of conformationally flexible furan-derived allocolchicinoids was prepared from commercially available colchicine in good to excellent yields using a three-step reaction sequence. Cytotoxicity studies indicated the potent activity of two compounds against human epithelial and lymphoid cell lines (AsPC-1, HEK293, and Jurkat) as well as against Wnt-1 related murine epithelial cell line W1308. The results of in vitro experiments demonstrated that the major effect of these compounds was the induction of cell cycle arrest in the G2/M phase as a direct consequence of effective tubulin binding. In vivo testing of the most potent furanoallocolchicinoid 10c using C57BL/6 mice inoculated with Wnt-1 tumor cells indicated significant inhibition of the tumor growth.
Document type :
Journal articles
Complete list of metadata
https://hal-amu.archives-ouvertes.fr/hal-01744566
Contributor : Ludovic Leloup Connect in order to contact the contributor
Submitted on : Tuesday, March 27, 2018 - 2:49:03 PM
Last modification on : Thursday, October 21, 2021 - 3:58:41 AM

Identifiers

Collections

UNIV-AMU | CNRS | INC-CNRS | PHARMA-AMU | INP-CSNP | INP

Citation

Yuliya Voitovich, Ekaterina Shegravina, Nikolay Sitnikov, Vladimir Faerman, Valery Fokin, et al.. Synthesis and Biological Evaluation of Furanoallocolchicinoids. Journal of Medicinal Chemistry, American Chemical Society, 2014, 58 (2), pp.692 - 704. ⟨10.1021/jm501678w⟩. ⟨hal-01744566⟩

Export

BibTeX TEI DC DCterms EndNote

Share

Metrics

Record views

205