Negombins A-I, new chlorinated polyfunctional diterpenoids from the marine sponge Negombata species

Org Lett. 2007 Jun 7;9(12):2337-40. doi: 10.1021/ol070633j. Epub 2007 May 16.

Abstract

Nine novel compounds designated negombins A-I (1-9) were isolated, together with latrunculin, from the Tanzanian sponge Negombata sp. The nine are sacculatane type diterpenes, previously only known from liverworts. The structures of the compounds were elucidated by interpretation of MS and 1D and 2D NMR spectra. A possible biogenesis initiated by the naturally rare chloronium ion is suggested, possibly hinting to a guest microorganism as the source of the compounds. Compound 4 is toxic to brine shrimp larvae.

MeSH terms

  • Animals
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Molecular Conformation
  • Porifera / chemistry*
  • Porifera / classification*
  • Species Specificity
  • Stereoisomerism

Substances

  • Diterpenes
  • negombin A
  • negombin B
  • negombin C
  • negombin D