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Anti-AIDS Agents 87. New Bio-isosteric Dicamphanoyl-dihydropyranochromone (DCP) and Dicamphanoyl-khellactone (DCK) Analogues with Potent Anti-HIV Activity

Overview
Journal Bioorg Med Chem Lett
Specialty Biochemistry
Date 2011 Aug 30
PMID 21871800
Citations 3
Authors
Hong-Shan Liu
Shi-Qing Xu
Ming Cheng
Ying Chen
Peng Xia
Keduo Qian
Yi Xia
Zheng-Yu Yang
Chin-Ho Chen
Susan L Morris-Natschke
Kuo-Hsiung Lee
Affiliations
Soon will be listed here.
Abstract

Six 3'R,4'R-di-O-(S)-camphanoyl-2',2'-dimethyldihydropyrano[2,3-f]chromone (DCP) and two 3'R,4'R-di-O-(S)-camphanoyl-(+)-cis-khellactone (DCK) derivatives were designed, synthesized, and evaluated for inhibition of HIV-1(NL4-3) replication in TZM-bl cells. 2-Ethyl-2'-monomethyl-1'-oxa- and -1'-thia-DCP (5a, 6a), as well as 2-ethyl-1'-thia-DCP (7a) exhibited potent anti-HIV activity with EC(50) values of 30, 38 and 54 nM and therapeutic indexes of 152.6, 48.0 and 100.0, respectively, which were better than or comparable to those of the lead compound 2-ethyl-DCP in the same assay. 4-Methyl-1'-thia-DCK (8a) also showed significant inhibitory activity with an EC(50) of 128 nM and TI of 237.9.

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