Deoxymanoalides from the nudibranch Chromodoris willani

Chem Pharm Bull (Tokyo). 2009 Aug;57(8):885-7. doi: 10.1248/cpb.57.885.

Abstract

Two sesterterpenes, deoxymanoalide (1) and deoxysecomanoalide (2), were isolated from the nudibranch Chromodoris willani collected in Okinawa and their structures determined on the basis of spectroscopic data and chemical conversions. The mollusk feeds on a sponge containing manoalide (3) and secomanoalide (4) and is likely to biotransform them into 1 and 2. Both 1 and 2 showed moderate antimicrobial activity against Escherichia coli and Bacillus subtilis and inhibited snake venom phospholipase A2 at 0.2 to 0.5 microM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Bacillus subtilis / drug effects*
  • Cell Line
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Drug Evaluation, Preclinical
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Escherichia coli / drug effects*
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy / standards
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Mollusca / chemistry*
  • Phospholipase A2 Inhibitors*
  • Rats
  • Reference Standards
  • Sesterterpenes / chemistry
  • Sesterterpenes / isolation & purification
  • Sesterterpenes / pharmacology*
  • Snake Venoms / enzymology
  • Stereoisomerism

Substances

  • Anti-Bacterial Agents
  • Enzyme Inhibitors
  • Phospholipase A2 Inhibitors
  • Sesterterpenes
  • Snake Venoms
  • deoxymanoalide
  • deoxysecomanoalide