Catechol-substituted L-chicoric acid analogues as HIV integrase inhibitors.

Abstract:

:HIV integrase catalyzes the integration of HIV DNA copy into the host cell DNA, which is essential for the production of progeny viruses. L-Chicoric acid and dicaffeoylquinic acids, isolated from plants, are well known potent inhibitors of HIV integrase. The common structural features of these inhibitors are caffeic acid derivatives connected to tartaric acid or quinic acid through ester bonds. In the present study, we have synthesized and tested the inhibitory activities of a new type of HIV IN inhibitors, which has catechol groups in place of caffeoyl groups in the structure of L-chicoric acid. Upon substitution of catechol groups at succinic acid, pyrrole-dicarboxylic acid, maleimide or maleic anhydride, the inhibitory activities (IC(50)=3.8-23.6 microM) were retained or remarkably increased when compared to parent compound L-chicoric acid (IC(50)=13.7 microM).

journal_name

Bioorg Med Chem Lett

authors

Lee JY,Yoon KJ,Lee YS

doi

10.1016/j.bmcl.2003.09.046

subject

Has Abstract

pub_date

2003-12-15 00:00:00

pages

4331-4

issue

24

eissn

0960-894X

issn

1464-3405

pii

S0960894X03010230

journal_volume

13

pub_type

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