title: Hydroxylation of carbazoles by Aspergillus flavus VKM F-1024.
abstract: Carbazole was metabolized by Aspergillus flavus VKM F-1024 forming few monohydroxylated products. The structure of metabolites was determined by TLC, GC, MS and (1)H NMR analyses. 3-Hydroxycarbazole was revealed as a major bioconversion product, 1-hydroxy- and 2-hydroxycarbazoles were observed as minor products. In the presence of 1-benzoylindole, the hydroxylation position shifted toward preferable accumulation of 2-hydroxycarbazole and the formation of 2,6- and 2,7-dihydroxycarbazoles. This effect and microbial formation of these metabolites have never been reported before. At the conversion of N-acetyl- and N-benzoylcarbazoles, carbazole was the major product, while 1-, 2- and 3-monohydroxycarbazoles were formed in small amounts.
authors.affiliation: G.K. Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Prospect Nauki, 5, Pushchino 142290, Russia. lobastova@ibpm.pushchino.ru
authors.forename: Tatyana G
authors.initials: TG
authors.lastname: Lobastova
authors.forename: Galina V
authors.initials: GV
authors.lastname: Sukhodolskaya
authors.forename: Vera M
authors.initials: VM
authors.lastname: Nikolayeva
authors.forename: Boris P
authors.initials: BP
authors.lastname: Baskunov
authors.forename: Konstantin F
authors.initials: KF
authors.lastname: Turchin
authors.forename: Marina V
authors.initials: MV
authors.lastname: Donova
mesh_terms: D001231:Aspergillus flavus / Q000378:metabolism*; D001711:Biotransformation; D002227:Carbazoles / Q000378:metabolism*; D006900:Hydroxylation; D025282:Mycelium / Q000378:metabolism
chemical_list: D002227:Carbazoles