title: Microbial transformation of N-heptyl physostigmine, a semisynthetic alkaloid inhibitor of cholinesterase.
abstract: 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.
authors.affiliation: Merck Research Laboratories, Department of Fermentation Microbiology, Rahway, NJ 07065, USA.
authors.forename: L
authors.initials: L
authors.lastname: So
authors.forename: R
authors.initials: R
authors.lastname: White
authors.forename: B
authors.initials: B
authors.lastname: Arison
authors.forename: B
authors.initials: B
authors.lastname: Petuch
authors.forename: M S
authors.initials: MS
authors.lastname: Schwartz
authors.forename: H
authors.initials: H
authors.lastname: Cheng
authors.forename: R
authors.initials: R
authors.lastname: Monaghan
authors.forename: T S
authors.initials: TS
authors.lastname: Chen
mesh_terms: 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
chemical_list: D002800:Cholinesterase Inhibitors; C052450:physostigmine heptyl; D010830:Physostigmine