Lyngbyastatins 8-10, elastase inhibitors with cyclic depsipeptide scaffolds isolated from the marine cyanobacterium Lyngbya semiplena

Mar Drugs. 2009 Nov 3;7(4):528-38. doi: 10.3390/md7040528.

Abstract

Investigation of an extract from the marine cyanobacterium Lyngbya semiplena, collected in Tumon Bay, Guam, led to the identification of three new cyclodepsipeptides, lyngbyastatins 8-10 (1-3). The structures of 1-3 were determined by NMR, MS, ESIMS fragmentation and chemical degradation. Compounds 1-3 are closely related to lyngbyastatins 4-7. Like the latter compounds, we found 1-3 to inhibit porcine pancreatic elastase, with IC(50) values of 123 nM, 210 nM and 120 nM, respectively.

Keywords: Lyngbya semiplena; cyanobacteria; cyclic depsipeptides; elastase inhibitors; lyngbyastatins.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Cyanobacteria / chemistry*
  • Depsipeptides / chemistry
  • Depsipeptides / isolation & purification*
  • Dose-Response Relationship, Drug
  • Guam
  • Magnetic Resonance Spectroscopy
  • Pancreatic Elastase / antagonists & inhibitors*
  • Spectrometry, Mass, Electrospray Ionization
  • Swine

Substances

  • Depsipeptides
  • lyngbyastatin 10
  • lyngbyastatin 8
  • lyngbyastatin 9
  • Pancreatic Elastase