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Biological evaluation of donor-acceptor aminonaphthoquinones as antitumor agents.

Abstract：

:Several members of the phenylamino-1,4-naphthoquinone series were prepared in order to investigate structure-activity relationships (SAR) and to explore the antitumor effects associated with this scaffold. The cytotoxic effects of the aminoquinones (EC50) against a panel of cancer cell lines (MCF7, DU145 and T24 cells) and healthy fibroblasts (BALB/3T3) were assessed in vitro using the MTT reduction assay 48 h after drug exposure. SAR analysis of the aminonaphthoquinone series showed that insertion of a chlorine atom in the acceptor quinone nucleus and/or insertion of a methyl group at the nitrogen atom of the donor phenylamino group induced significant changes in cytotoxic activity. Quinones 7 and 9, which exhibited the highest selective indexes (5.73 and 6.29, respectively), were further characterized using the following assays: Colony formation, caspase-3 activity, and ATP content. The results showed that aminoquinone 7 strongly influenced ATP levels and impaired the proliferative capacity of T24 cells without activating caspase-3.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Benites J,Valderrama JA,Bettega K,Pedrosa RC,Calderon PB,Verrax J

doi

10.1016/j.ejmech.2010.10.006

subject

Has Abstract

pub_date

2010-12-01 00:00:00

pages

6052-7

issue

12

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(10)00746-4

journal_volume

45

pub_type

杂志文章

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