title: Microbial conversion of mevinolin.
abstract: About 3000 microorganisms (bacteria, Actinomyces, Zygomyces, Deuteromyces) were screened for their capacity to convert mevinolin. Absidia coerulea IDR 705 was found to produce two hydroxylated derivatives of mevinolin, 2 and 3. Compound 2 is a new transformation product while compound 3 was described as a chemical modification product of mevinolin. By combination of spectroscopic techniques, the structures of 2 and 3 were identified with beta,delta-dihydroxy-7-(1,2-dihydro-2-hydroxymethyl-6-methyl-naphthal en-1-yl)-heptanoic acid delta-lactone and beta,delta-dihydroxy-7-[1,2,3,5,6,7,8,8a-octahydro-3,5-dihydroxy-2, 6-dimethyl-8-(2-methyl-butyryloxy)-naphthalen-1-yl]-hepta noi c acid delta-lactone, respectively. The inhibitory effects of the two derivatives on the enzyme 3-hydroxy-3-methylglutaryl-coenzyme A reductase were similar to that of mevinolin.
authors.affiliation: Institute for Drug Research Ltd., Budapest, Hungary.
authors.forename: A
authors.initials: A
authors.lastname: Jekkel
authors.forename: A
authors.initials: A
authors.lastname: Kónya
authors.forename: E
authors.initials: E
authors.lastname: Ilkóy
authors.forename: S
authors.initials: S
authors.lastname: Boros
authors.forename: G
authors.initials: G
authors.lastname: Horváth
authors.forename: J
authors.initials: J
authors.lastname: Sütó
mesh_terms: D000818:Animals; D001711:Biotransformation; D019161:Hydroxymethylglutaryl-CoA Reductase Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D008148:Lovastatin / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship
chemical_list: D019161:Hydroxymethylglutaryl-CoA Reductase Inhibitors; C109012:dihydroxy-7-(1,2,3,5,6,7,8,8a-octahydro-3,5-dihydroxy-2,6-dimethyl-8-(2-methylbutyryloxy)naphthalen-1-yl)heptanoic acid lactone; C109011:dihydroxy-7-(1,2-dihydro-2-hydroxymethyl-6-methylnaphthalen-1-yl)heptanoic acid; D008148:Lovastatin