Antitumor Agents. 192. Antitubulin Effect and Cytotoxicity of C(7)-Oxygenated Allocolchicinoids-Reference-Cited by-同舟云学术

Antitumor Agents. 192. Antitubulin Effect and Cytotoxicity of C(7)-Oxygenated Allocolchicinoids

Published:1999 Issue:2 Volume:64 Page:217-228
ISSN:0010-0765
Container-title:Collection of Czechoslovak Chemical Communications
language:en
Short-container-title:Collect. Czech. Chem. Commun.

Author:

Guan Jian,Zhu Xiao-Kang,Brossi Arnold,Tachibana Yoko,Bastow Kenneth F.,Verdier-Pinard Pascal,Hamel Ernest,McPhail Andrew T.,Lee Kuo-Hsiung

Abstract

Two allocolchicinoids 6 and 8, prepared from colchicine, together with allo compounds 9-11, made from 6 by reduction and regiodemethylation, were evaluated for antitubulin and antitumor activities. Structures of 6, 8, and 10 were confirmed by X-ray crystallographic analysis. Compounds 6, 8, and 9 have high tubulin binding affinity and display potent inhibitory activities against tubulin polymerization and solid human tumor cell lines. Particularly, drug-resistant KB cell lines, including KB-7d, KB-VCR, and KB-CPT, do not show marked resistance to these compounds.

Publisher

Institute of Organic Chemistry & Biochemistry

Subject

General Chemistry

Cited by 20 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Fe(III)-Triggered Radical Arylation of Arene Moieties from Cyclopropanols to Construct Dibenzocyclohepta/octanones: Synthesis of N-Acetylcolchinol-O-methyl ether;Organic Letters;2024-07-09

2. Asymmetric Total Syntheses of Colchicine, β-Lumicolchicine, and Allocolchicinoid N-Acetylcolchinol-O-methyl Ether (NCME);Organic Letters;2017-08-19

3. Lewis Acid Catalyzed Synthesis of Allocolchicinoids;Synlett;2015-07-29

4. Synthesis of Diverse 6-Oxa-allocolchicinoids by a Suzuki-Miyaura Coupling, Acid-Catalyzed Intramolecular Transacetalization Strategy;European Journal of Organic Chemistry;2015-07-08

5. Unveiling the Reactivity of Propargylic Hydroperoxides under Gold Catalysis;Journal of the American Chemical Society;2012-12-31