Lipstatin, An inhibitor of pancreatic lipase, Produced by streptomyces toxytricini II. Chemistry and Structure Elucidation

Abstract

The structure of a new pancreatic lipase inhibitor, lipstatin, produced by Streptomyces toxytricini was determined as (2S,3 S’,5S,7Z,10Z)-5-[(S >2-formamido-4-methylpentanoyloxy]-2-hexyl-3-hydroxy-7,10-hexadecadienoic lactone by spectroscopic and chemical methods. Structurally lipstatin is closely related to the known esterase inhibitor esterastin. It contains a 7V-formyl-L-leucine side chain instead of the N-acetyl-L-asparagine in esterastin. © 1987, JAPAN ANTIBIOTICS RESEARCH ASSOCIATION. All rights reserved.