title: Anti-HIV agents. Part 55: 3'R,4'R-Di-(O)-(-)-camphanoyl-2',2'-dimethyldihydropyrano[2,3-f]chromone (DCP), a novel anti-HIV agent.
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.
authors.affiliation: Natural Products Laboratory, School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599, USA.
authors.forename: Donglei
authors.initials: D
authors.lastname: Yu
authors.forename: Arnold
authors.initials: A
authors.lastname: Brossi
authors.forename: Nicole
authors.initials: N
authors.lastname: Kilgore
authors.forename: Carl
authors.initials: C
authors.lastname: Wild
authors.forename: Graham
authors.initials: G
authors.lastname: Allaway
authors.forename: Kuo-Hsiung
authors.initials: KH
authors.lastname: Lee
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002164:Camphor / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D002867:Chromones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015195:Drug Design; D015497:HIV-1 / Q000187:drug effects / Q000254:growth & development; D006801:Humans; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008214:Lymphocytes / Q000187:drug effects / Q000821:virology; D013329:Structure-Activity Relationship; D014779:Virus Replication; D015215:Zidovudine / Q000494:pharmacology
chemical_list: C479985:3'R,4'R-di-O-(-)-camphanoyl-(+)-cis-khellactone; C479984:3'R,4'R-di-O-(-)-camphanoyl-2',2'-dimethyldihydropyrano(2,3-f)chromone; D019380:Anti-HIV Agents; D002867:Chromones; D007783:Lactones; D015215:Zidovudine; D002164:Camphor