1. Academic Validation
  2. Panclicins, novel pancreatic lipase inhibitors. II. Structural elucidation

Panclicins, novel pancreatic lipase inhibitors. II. Structural elucidation

  • J Antibiot (Tokyo). 1994 Dec;47(12):1376-84. doi: 10.7164/antibiotics.47.1376.
K Yoshinari 1 M Aoki T Ohtsuka N Nakayama Y Itezono M Mutoh J Watanabe K Yokose
Affiliations

Affiliation

  • 1 Nippon Roche Research Center, Kamakura, Japan.
Abstract

Panclicins A-E are novel and potent pancreatic Lipase inhibitors produced by Streptomyces sp. NR 0619. Their structures have been elucidated based on NMR and FAB-MS experiments. The relative configurations have also been determined by NMR experiments. The absolute stereochemistry has been determined by the chiral HPLC analysis of the hydrolysates of panclicins A and B and by modified Mosher's method on a derivative of panclicin A. They are structurally related to beta-lactone esterase inhibitors of microbial origin, lipstatin, valilactone, ebelactones and esterastin. Panclicins also contain a beta-lactone structure with two alkyl chains, one of which has an N-formylalanyloxy or N-formylglycyloxy substituent.

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