Conversion of 1-benzoylindole by Aspergillus strains.
Biotransformation of 1-benzoylindole (BI) by the strains Aspergillus flavus VKM F-1024 and Aspergillus oryzae VKM F-44 was studied. The major metabolites isolated were identified as 4-hydroxyindole (4-HI), 5-hydroxyindole (5-HI), 4-hydroxy- -benzoylindole, 4-hydroxy-1-(4'-hydroxy)-benzoylindole and indole. The structure of the metabolites was determined by mass spectrometry and proton nuclear magnetic resonance spectroscopy. The pathways of BI metabolism via initial monohydroxylation at C-4 and C-5 followed by cleavage of the benzoyl substituent to yield 4-HI and 5-HI were proposed. Indole was formed as a by-product, and its role as a potent inhibitor of BI hydroxylation at C-4 and C-5 is discussed.
Sukhodolskaya
G V
GV
G.K. Skryabin Institute of Biochemistry and Physiology of Microorganisms, Russian Academy of Sciences, Pushchino.
Nikolayeva
V M
VM
Donova
M V
MV
Gulevskaya
S A
SA
Baskunov
B P
BP
Koshcheyenko
K A
KA
Turchin
K F
KF
D001230:Aspergillus / Q000378:metabolism*; D001231:Aspergillus flavus / Q000378:metabolism; D001236:Aspergillus oryzae / Q000378:metabolism; D001555:Benzene Derivatives / Q000378:metabolism*; D001711:Biotransformation; D006900:Hydroxylation; D007211:Indoles / Q000378:metabolism*; D008956:Models, Chemical
D001555:Benzene Derivatives; D007211:Indoles; C000164:1-benzylindole