Hydroxylation of carbazoles by Aspergillus flavus VKM F-1024.
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.
Lobastova
Tatyana G
TG
G.K. Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Prospect Nauki, 5, Pushchino 142290, Russia. lobastova@ibpm.pushchino.ru
Sukhodolskaya
Galina V
GV
Nikolayeva
Vera M
VM
Baskunov
Boris P
BP
Turchin
Konstantin F
KF
Donova
Marina V
MV
D001231:Aspergillus flavus / Q000378:metabolism*; D001711:Biotransformation; D002227:Carbazoles / Q000378:metabolism*; D006900:Hydroxylation; D025282:Mycelium / Q000378:metabolism
D002227:Carbazoles