Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia taeniata

Mar Drugs. 2015 Sep 15;13(9):5796-814. doi: 10.3390/md13095796.

Abstract

Two new nitrogen-containing verticillene diterpenoids, cespilamides A and B (1 and 2), three new nitrogen-containing sesquiterpenoids, cespilamides C-E (3-5), and five new norverticillene and verticillene diterpenoids, cespitaenins A-E (6-10), were isolated from the Taiwanese soft coral Cespitularia taeniata. Compound 1 possesses an unusual oxazo ring system at C-10 while compound 2 displays an unprecedented C-C bond cleavage between C-10 and C-11 with an N-ethylphenyl group at C-10. Biogenetic pathways of 1 and 2 are proposed. The absolute configuration of 1 was confirmed by Mosher's method and molecular mechanics calculations (MM2). The cytotoxicities of compounds 1-10 were evaluated against a small panel of human cancer cell lines.

Keywords: Cespitularia taeniata; cytotoxicity; verticillene diterpenoids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Anthozoa / metabolism*
  • Diterpenes / chemistry*
  • Diterpenes / metabolism
  • Molecular Structure
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / metabolism

Substances

  • Diterpenes
  • Sesquiterpenes