Structural revision of methyl tortuoate D, a bis-cembranoid from Hainan Sarcophyton tortuosum and its absolute stereochemistry

J Asian Nat Prod Res. 2013;15(5):566-73. doi: 10.1080/10286020.2013.787988. Epub 2013 May 3.

Abstract

Methyl tortuoate D (1), together with five other known related bis-cembranoids, was isolated from Hainan soft coral Sarcophyton tortuosum. The structure of methyl tortuoate D (1a), firstly isolated and reported by Li et al. from the title organism, was corrected as 1 by an extensive analysis of its one-dimensional and two-dimensional nuclear magnetic resonance data and by comparison with those reported in the literature. In addition, lobophytone K (1b), recently isolated from Hainan soft coral Lobophytum pauciflorum by Lin et al., was proved to be the same compound as 1 and 1a. The absolute configuration of 1 was determined by comparing its electronic circular dichroism curve with that of co-occurring ximaolide A (2).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification*
  • Drug Screening Assays, Antitumor
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oceans and Seas

Substances

  • Diterpenes
  • methyl tortuoate D