Anti-AIDS agents 66: Syntheses and anti-HIV activity of phenolic and aza 3′, 4′-di-O-(−)-camphanoyl-(+)-cis-khellactone (DCK) derivatives

M Suzuki, D Yu, SL Morris-Natschke, PC Smith…

Index: Suzuki, Madoka; Yu, Donglei; Morris-Natschke, Susan L.; Smith, Philip C.; Lee, Kuo-Hsiung Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 21 p. 6852 - 6858

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Citation Number: 7

Abstract

New phenolic and aza 3′, 4′-di-O-(−)-camphanoyl-(+)-cis-khellactone (DCK) analogs were synthesized and assayed for inhibition of HIV-1 IIIB replication in H9 lymphocytes. Compound 16, 4-methyl-1′-aza-DCK (4-methyl-aza-DCK), was less lipophilic than 4- methyl-DCK, and retained sub-micromolar anti-HIV activity with EC50 and TI values of 0.77 μM and> 42, respectively. Moreover, it showed moderately improved metabolic stability. ...