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Evaluation of HIV-1 inhibition by stereoisomers and analogues of the sesquiterpenoid hydroquinone peyssonol A.

Abstract：

:Peyssonol A, a brominated natural product with documented anti-HIV-1 activity, was synthesized racemically along with 6 isomers and 15 truncated analogues and synthetic precursors. These compounds were screened in a cell-based assay against a recombinant HIV-1 strain to investigate structure-activity relationships. The results obtained suggest that both the aliphatic and aromatic domains of peyssonol A are responsible for its potency, while the stereochemical configuration of the substituents on the aliphatic domain, including their bromine atom, are largely irrelevant. Although none of the analogues tested were as potent as the parent natural product, several exhibited greater therapeutic indices due to reduced cytotoxicity, noting that nearly all compounds tested were measurably cytotoxic.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Treitler DS,Li Z,Krystal M,Meanwell NA,Snyder SA

doi

10.1016/j.bmcl.2013.01.098

subject

Has Abstract

pub_date

2013-04-01 00:00:00

pages

2192-6

issue

7

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(13)00131-5

journal_volume

23

pub_type

杂志文章

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