New beta-caryophyllene-derived terpenoids from the soft coral Sinularia nanolobata

J Nat Prod. 2004 Apr;67(4):592-7. doi: 10.1021/np030286w.

Abstract

Two new norsesquiterpenoids, nanonorcaryophyllenes A (1) and B (2), two new diterpenoids, nanolobatins A (3) and B (4), and a novel norditerpenoid, nanolobatin C (5), were isolated from the n-hexane extract of the Taiwanese soft coral Sinularia nanolobata. Also, two new furanone derivatives, 6 and 7, were isolated for the first time from natural sources. The structures of 1-5 were elucidated on the basis of extensive spectroscopic analyses and by comparison of the spectral data with those of the related metabolites. Nanonorcaryophyllenes A (1) and B (2) were characterized as 13-norcaryophyllenes that lack a methyl group at C-11, while nanolobatin C (5) represents the first example of a xeniaphyllane-based 17-norditerpenoid. The cytotoxicity of 1-6 against the growth of a limited panel of cancer cell lines is also described.

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
  • KB Cells
  • Molecular Structure
  • Oceans and Seas
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Taiwan
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Diterpenes
  • Sesquiterpenes
  • nanolobatin A
  • nanolobatin B
  • nanonorcaryophyllene A
  • nanonorcaryophyllene B