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New antitubulin derivatives in the combretastatin A4 series: synthesis and biological evaluation.

Abstract：

:Two series of combretastatin A4 derivatives (acrylamide=carboxamide and carbamate) were synthesized in order to improve the water solubility and stabilize the cis-configuration of the double bond. Their cytotoxic effects were evaluated against MCF-7, KB-3-1 and IGROV human cancer cell lines, as well as their inhibitory activity on tubulin polymerization. Results were compared to those of carboxamide 1, chosen as reference. Potent inhibitions were observed on both tests in the carboxamide series, particularly for compound 4d bearing a fluorine group in replacement of the 3-hydroxyl of CA4. In contrast, most of the carbamates were either inactive or displayed only moderate cytotoxicities. Interestingly, a submicromolar IC(50) was measured on MCF-7 cells for 6g, although this compound was totally devoid of antitubulin activity.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Borrel C,Thoret S,Cachet X,Guénard D,Tillequin F,Koch M,Michel S

doi

10.1016/j.bmc.2005.02.039

subject

Has Abstract

pub_date

2005-06-01 00:00:00

pages

3853-64

issue

11

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(05)00154-9

journal_volume

13

pub_type

杂志文章

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