Microbial transformation of N-heptyl physostigmine, a semisynthetic alkaloid inhibitor of cholinesterase.
The microbiological transformation of N-heptyl physostigmine (L-693,487) (1), a semisynthetic physostigmine cholinesterase inhibitor, was investigated using Verticillium lecanii MF 5713 (ATCC 74148), Acremonium sp MF 5723 (ATCC 74164) and Actinoplanes sp MA 6559 (ATCC 53771). Nine microbial metabolites (2-10) of 1 were isolated and purified using reversed-phase HPLC. The structures of the metabolites were established using spectroscopic techniques including MS and NMR. Some of the microbial metabolites were identical to metabolites present in urine of a dog treated with 1.
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Merck Research Laboratories, Department of Fermentation Microbiology, Rahway, NJ 07065, USA.
White
R
R
Arison
B
B
Petuch
B
B
Schwartz
M S
MS
Cheng
H
H
Monaghan
R
R
Chen
T S
TS
D000164:Acremonium / Q000378:metabolism*; D001711:Biotransformation; D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000493:pharmacokinetics* / Q000494:pharmacology; D003904:Mitosporic Fungi / Q000378:metabolism*; D010830:Physostigmine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000493:pharmacokinetics / Q000494:pharmacology
D002800:Cholinesterase Inhibitors; C052450:physostigmine heptyl; D010830:Physostigmine