title: HIV-1 protease inhibitory activity of L-694,746, a novel metabolite of L-689,502.
abstract: L-689,502 is a potent inhibitor of HIV-1 protease activity in vitro. Microbial biotransformations of L-689,502 by cultures belonging to the genus Streptomyces sp. were performed. Extracts of culture broths were examined for the production of metabolites of L-689,502 that could inhibit HIV-1 protease activity. One culture, MA 6804 (Streptomyces lavendulae, ATCC 55095), produced L-694,746 that, while being structurally related to L-689,502, is a novel metabolite and a potent inhibitor of HIV-1 protease.
authors.affiliation: Merck, Sharp and Dohme Research Laboratories, Rahway, New Jersey 07065.
authors.forename: R B
authors.initials: RB
authors.lastname: Lingham
authors.forename: B H
authors.initials: BH
authors.lastname: Arison
authors.forename: L F
authors.initials: LF
authors.lastname: Colwell
authors.forename: A
authors.initials: A
authors.lastname: Hsu
authors.forename: G
authors.initials: G
authors.lastname: Dezeny
authors.forename: W J
authors.initials: WJ
authors.lastname: Thompson
authors.forename: G M
authors.initials: GM
authors.lastname: Garrity
authors.forename: M M
authors.initials: MM
authors.lastname: Gagliardi
authors.forename: F W
authors.initials: FW
authors.lastname: Hartner
authors.forename: P L
authors.initials: PL
authors.lastname: Darke
mesh_terms: D000595:Amino Acid Sequence; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D017320:HIV Protease Inhibitors; D015497:HIV-1 / Q000201:enzymology*; D007700:Kinetics; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009025:Morpholines / Q000378:metabolism / Q000494:pharmacology*; D009842:Oligopeptides / Q000138:chemical synthesis / Q000378:metabolism; D010436:Pepstatins / Q000494:pharmacology; D010455:Peptides / Q000378:metabolism / Q000494:pharmacology*; D011480:Protease Inhibitors / Q000494:pharmacology*; D013302:Streptomyces / Q000378:metabolism
chemical_list: D017320:HIV Protease Inhibitors; D009025:Morpholines; D009842:Oligopeptides; D010436:Pepstatins; D010455:Peptides; D011480:Protease Inhibitors; C014195:Streptomyces pepsin inhibitor; C072111:L 689502; C072112:L 694746; C031375:pepstatin