Literature DB >> 18783207

Novel A-ring and B-ring modified combretastatin A-4 (CA-4) analogues endowed with interesting cytotoxic activity.

Daniele Simoni1, Romeo Romagnoli, Riccardo Baruchello, Riccardo Rondanin, Giuseppina Grisolia, Marco Eleopra, Michele Rizzi, Manlio Tolomeo, Giuseppe Giannini, Domenico Alloatti, Massimo Castorina, Marcella Marcellini, Claudio Pisano.   

Abstract

A novel class of combretastatins, modified at A-ring or both A- and B-rings, mainly by replacement with benzofuran or benzo[b]thiophene, were synthesized. The new heterocombretastatins showed good cytotoxic activity on BMEC and H-460 cell lines. The aminocombretastatin 9f potently inhibits cell growth of BMEC and combretastatin-resistant HT-29 cell lines, with potential interest to treat colon carcinoma. Heterocombretastatins 9a,b inhibit tubulin polymerization similarly to CA-4 by having a binding to colchicine site five times stronger.

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Year:  2008        PMID: 18783207     DOI: 10.1021/jm8005004

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  12 in total

1.  Solution-phase parallel synthesis of a multi-substituted benzo[b]thiophene library.

Authors:  Chul-Hee Cho; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  J Comb Chem       Date:  2009 Sep-Oct

2.  An efficient synthetic strategy for obtaining 4-methoxy carbon isotope labeled combretastatin A-4 phosphate and other Z-combretastatins.

Authors:  George R Pettit; Mathew D Minardi; Fiona Hogan; Pat M Price
Journal:  J Nat Prod       Date:  2010-03-26       Impact factor: 4.050

Review 3.  An overview of tubulin inhibitors that interact with the colchicine binding site.

Authors:  Yan Lu; Jianjun Chen; Min Xiao; Wei Li; Duane D Miller
Journal:  Pharm Res       Date:  2012-07-20       Impact factor: 4.200

4.  5-arylalkynyl-2-benzoyl thiophene: a novel microtubule inhibitor exhibits antitumor activity without neurological toxicity.

Authors:  Yuxin Zhuang; Guang Yang; Shaoyu Wu; Jianjun Chen; Jiayin Guo; Dongling Quan; Tingting Zhang; Zichao Yang; Shaobin Tan; Yuheng Ji; Zhipeng Chen; Lin Lv
Journal:  Am J Cancer Res       Date:  2022-01-15       Impact factor: 6.166

5.  Thiophene derivative-loaded nanoparticles mediate anticancer activity through the inhibition of kinases and microtubule assembly.

Authors:  Somaya A Abdel-Rahman; Emad I Wafa; Kareem Ebeid; Sean M Geary; Youssef W Naguib; Ashraf K El-Damasy; Aliasger K Salem
Journal:  Adv Ther (Weinh)       Date:  2021-05-05

6.  Cyclohepta[b]thiophenes as Potential Antiproliferative Agents: Design, Synthesis, In Vitro, and In Vivo Anticancer Evaluation.

Authors:  Somaya A Abdel-Rahman; Ashraf K El-Damasy; Ghada S Hassan; Emad I Wafa; Sean M Geary; Azza R Maarouf; Aliasger K Salem
Journal:  ACS Pharmacol Transl Sci       Date:  2020-08-27

7.  Synthesis, biological evaluation and molecular docking studies of trans-indole-3-acrylamide derivatives, a new class of tubulin polymerization inhibitors.

Authors:  Sultan Nacak Baytas; Nazan Inceler; Akin Yilmaz; Abdurrahman Olgac; Sevda Menevse; Erden Banoglu; Ernest Hamel; Roberta Bortolozzi; Giampietro Viola
Journal:  Bioorg Med Chem       Date:  2014-04-20       Impact factor: 3.641

8.  SuFEx Click Chemistry Enabled Late-Stage Drug Functionalization.

Authors:  Zilei Liu; Jie Li; Suhua Li; Gencheng Li; K Barry Sharpless; Peng Wu
Journal:  J Am Chem Soc       Date:  2018-02-16       Impact factor: 15.419

9.  A-ring dihalogenation increases the cellular activity of combretastatin-templated tetrazoles.

Authors:  Thomas M Beale; Daniel M Allwood; Andreas Bender; Peter J Bond; James D Brenton; D Stephen Charnock-Jones; Steven V Ley; Rebecca M Myers; James W Shearman; Jill Temple; Jessica Unger; Ciorsdaidh A Watts; Jian Xian
Journal:  ACS Med Chem Lett       Date:  2012-01-19       Impact factor: 4.345

10.  Cytotoxicity studies of novel combretastatin and pterostilbene derivatives.

Authors:  Joanna Jakubowska; Justyna Mikuła-Pietrasik; Krzysztof Książek; Hanna Krawczyk
Journal:  Biomed Res Int       Date:  2014-08-03       Impact factor: 3.411

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