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Synthesis and cytotoxicity of 3-aryl acrylic amide derivatives of the simplified saframycin-ecteinascidin skeleton prepared from L-dopa.

Abstract：

:Twenty four compounds with diversified 3-aryl acrylic amide side chains of the simplified saframycin-ecteinascidin pentacyclic skeleton were synthesized via a 14-step stereospecific route starting from L-dopa. The cytotoxicities of these compounds were tested against eight human tumor cell lines including HCT-8, BEL-7402, BGC-803, A549, A2780, MCF-7, MX-1, and MDA-MB-231. Most of these compounds exhibited potent antitumor activity, and a preliminary structure-activity relationship (SAR) was discussed. Compound 28 with 3-thiophenyl acrylic amide side chain exhibited selective cytotoxicity against MDA-MB-231 cell line with the IC50 value of 50 nM.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Guo J,Dong W,Liu W,Yan Z,Wang N,Liu Z

doi

10.1016/j.ejmech.2013.01.033

subject

Has Abstract

pub_date

2013-04-01 00:00:00

pages

670-6

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(13)00061-5

journal_volume

62

pub_type

杂志文章

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