New structures and bioactivity patterns of bengazole alkaloids from a choristid marine sponge

J Nat Prod. 1993 Dec;56(12):2034-40. doi: 10.1021/np50102a002.

Abstract

New bengazoles 3-9 as inseparable mixtures are reported from the sponge Jaspis cf. coricea collected in Papua New Guinea. These compounds contain a new variation of the unusual bisoxazole core present in bengazole A [1]. The B-ring oxazole hexatetraol side chain is varyingly substituted with either myristic acid or 13-methylmyristic acid. Hydrolysis of three different bengazole mixtures each yielded an identical tetraol, bengazole Z [11].

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Animals
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Colonic Neoplasms / drug therapy
  • Drug Screening Assays, Antitumor
  • Humans
  • Hydrolysis
  • Melanoma / drug therapy
  • Oxazoles / chemistry*
  • Oxazoles / isolation & purification
  • Oxazoles / pharmacology
  • Porifera / chemistry*
  • Tumor Cells, Cultured

Substances

  • Alkaloids
  • Antineoplastic Agents
  • Oxazoles
  • bengazole A