Majapolene A, a cytotoxic peroxide, and related sesquiterpenes from the red alga Laurencia majuscula

J Nat Prod. 1995 Dec;58(12):1848-60. doi: 10.1021/np50126a007.

Abstract

Seven new sesquiterpenes, majapolenes A [1] and B [2], majapolone [3], and majapols A [4], B [5], C [6], and D [7], were isolated from a Philippine collection of Laurencia majuscula. With the exception of majapolene B [2], all compounds were isolated as inseparable diastereomeric mixtures. Structure elucidation was achieved by spectroscopic methods. Majapolene A [1], a dioxabicyclo[2.2.2]-alkene, displayed modest activity in the NCI 60-cell line cytotoxicity screen. Majapolene A was also found as a major component of a Philippine collection of Laurencia caraibica.

MeSH terms

  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Bridged-Ring Compounds / isolation & purification*
  • Bridged-Ring Compounds / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Magnetic Resonance Spectroscopy
  • Philippines
  • Rhodophyta / chemistry*
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Bridged-Ring Compounds
  • Sesquiterpenes
  • majapolene A