Anti-AIDS agents 87. New bio-isosteric dicamphanoyl-dihydropyranochromone (DCP) and dicamphanoyl-khellactone (DCK) analogues with potent anti-HIV activity.
Journal Article (Journal Article)
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.
Full Text
Duke Authors
Cited Authors
- Liu, H-S; Xu, S-Q; Cheng, M; Chen, Y; Xia, P; Qian, K; Xia, Y; Yang, Z-Y; Chen, C-H; Morris-Natschke, SL; Lee, K-H
Published Date
- October 1, 2011
Published In
Volume / Issue
- 21 / 19
Start / End Page
- 5831 - 5834
PubMed ID
- 21871800
Pubmed Central ID
- PMC3171603
Electronic International Standard Serial Number (EISSN)
- 1464-3405
Digital Object Identifier (DOI)
- 10.1016/j.bmcl.2011.07.105
Language
- eng
Conference Location
- England