Anti-AIDS agents. 33. Synthesis and anti-HIV activity of mono-methyl substituted 3',4'-di-O-(-)-camphanoyl-(+)-cis-khellactone (DCK) analogues

  • Bioorg Med Chem Lett. 1998 Aug 18;8(16):2151-6. doi: 10.1016/s0960-894x(98)00367-9.
L Xie  1 ,  Y Takeuchi ,  L M Cosentino ,  K H Lee
Affiliations
  • 1. Natural Products Laboratory, School of Pharmacy, University of North Carolina, Chapel Hill 27599, USA.
PMID: 9873504 DOI: 10.1016/s0960-894x(98)00367-9
Abstract

Four isomeric methyl substituted DCK analogues (2-5) were asymmetrically synthesized from different starting Materials. 3-Methyl, 4-methyl, and 5-methyl-3',4'-di-O-(-)-camphanoyl-(+)-cis-khellactone (2-4) all were extremely potent against HIV-1 replication in H9 lymphocyte cells with EC50 and therapeutic index values of < 4.23 x 10(-7) microM and > 3.72 x 10(8), respectively, which are much better than those of DCK and AZT in this assay.