Abstract
3'R,4'R-Di-O-(-)-camphanoyl-2',2'-dimethyldihydropyrano[2,3-f]chromone (DCP) (2) was designed and synthesized on the basis of a structure-activity relationship study of 3'R,4'R-di-O-(-)-camphanoyl-(+)-cis-khellactone DCK (1) and its analogues. DCP (2), a pyranochromone, and DCK (1), a pyranocoumarin, have different skeletons. Compound 2 showed potent in vitro inhibition of HIV-1 replication in H9 lymphocyte cells with an EC(50) of 6.78 x 10(-4) microM and TI of 14,500. These values are comparable with those for DCK (1) and better than those of AZT in the same assay.
Publication types
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Comparative Study
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Anti-HIV Agents / chemical synthesis*
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Anti-HIV Agents / pharmacology
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Camphor / analogs & derivatives
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Camphor / chemical synthesis
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Camphor / chemistry
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Camphor / pharmacology*
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Cell Line
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Chromones / chemical synthesis
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Chromones / chemistry
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Chromones / pharmacology*
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Drug Design
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HIV-1 / drug effects
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HIV-1 / growth & development
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Humans
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Lactones / chemical synthesis
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Lactones / chemistry
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Lactones / pharmacology*
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Lymphocytes / drug effects
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Lymphocytes / virology
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Structure-Activity Relationship
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Virus Replication
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Zidovudine / pharmacology
Substances
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3'R,4'R-di-O-(-)-camphanoyl-(+)-cis-khellactone
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3'R,4'R-di-O-(-)-camphanoyl-2',2'-dimethyldihydropyrano(2,3-f)chromone
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Anti-HIV Agents
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Chromones
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Lactones
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Zidovudine
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Camphor