Microbial transformation of N-heptyl physostigmine, a semisynthetic alkaloid inhibitor of cholinesterase

J Ind Microbiol. 1995 Aug;15(2):108-11. doi: 10.1007/BF01569808.

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.

MeSH terms

  • Acremonium / metabolism*
  • Biotransformation
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / pharmacokinetics*
  • Cholinesterase Inhibitors / pharmacology
  • Mitosporic Fungi / metabolism*
  • Physostigmine / analogs & derivatives*
  • Physostigmine / chemistry
  • Physostigmine / pharmacokinetics
  • Physostigmine / pharmacology

Substances

  • Cholinesterase Inhibitors
  • physostigmine heptyl
  • Physostigmine