Crassolides A-F, cembranoids with a trans-fused lactone from the soft coral Sarcophyton crassocaule

J Nat Prod. 2006 Nov;69(11):1554-9. doi: 10.1021/np060182w.

Abstract

Six new polyoxygenated cembrane-based diterpenoids possessing a trans-fused alpha-methylene-gamma-lactone, crassocolides A-F (1-6), have been isolated along with the known compound 7 from the ethyl acetate extract of a Taiwanese soft coral, Sarcophyton crassocaule. The structures of 1-6 have been established by detailed spectroscopic analysis, including 2D NMR (1H-1H COSY, HMQC, HMBC, and NOESY) spectroscopy, while their absolute configurations were determined using a modified Mosher's method for 1. The structure of 5 was further proven by X-ray diffraction analysis. The full assignment of NMR data of 7 is reported herein for the first time. The cytotoxicity of crassocolides 1-4, 6, and 7 against a limited panel of cancer cells was also determined.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Stereoisomerism

Substances

  • Antineoplastic Agents
  • Diterpenes