PANCLICINS, NOVEL PANCREATIC LIPASE INHIBITORS .2. STRUCTURAL ELUCIDATION

Panclicins A similar to E are novel and potent pancreatic lipase inhib itors produced by Streptomyces sp. NR 0619. Their structures have been elucidated based on NMR and FAB-MS experiments. The relative configur ations have also been determined by NMR experiments. The absolute ster eochemistry has been determined by the chiral HPLC analysis of the hyd rolysates of panclicins A and B and by modified Mosher's method on a d erivative of panclicin A. They are structurally related to beta-lacton e esterase inhibitors of microbial origin, lipstatin, valilactone, ebe lactones and esterastin. Panclicins also contain a beta-lactone struct ure with two alkyl chains, one of which has an N-formylalanyloxy or N- formylglycyloxy substituent.