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Design, synthesis and antiproliferative activities of biarylolefins based on polyhydroxylated and carbohydrate scaffolds.

Abstract：

:A series of diversely substituted biarylolefins based on carbohydrate and dihydroxyethylene scaffolds were synthesized and evaluated for antiproliferative activity against a panel of human tumor cell lines. Among the thirty-five yet unknown biarylolefins prepared, six displayed potent antiproliferative activities with IC(50) values in the micromolar and submicromolar range. As a new type of antiproliferative agent, the most potent compound 26 showed an IC(50) value of 70 nM against SK-OV3 cell line (ovarian cancer). All the synthesized compounds exhibited a poor or modest tubulin polymerization inhibitory activity suggesting another mode of action for these compounds. Molecular docking simulations to the colchicine binding site of tubulin of representative compounds have been used to explain the lack of activity as inhibitors of tubulin polymerization.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Novoa A,Pellegrini-Moïse N,Bourg S,Thoret S,Dubois J,Aubert G,Cresteil T,Chapleur Y

doi

10.1016/j.ejmech.2011.05.021

subject

Has Abstract

pub_date

2011-09-01 00:00:00

pages

3570-80

issue

9

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(11)00383-7

journal_volume

46

pub_type

杂志文章

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