The structures of aplysinamisines I, II, and III; new bromotyrosine-derived alkaloids from the Caribbean sponge Aplysina cauliformis

J Nat Prod. 1993 Jun;56(6):907-14. doi: 10.1021/np50096a014.

Abstract

Three new bromotyrosine-derived alkaloids, aplysinamisines I [4], II [5], and III [6], were isolated from the sponge Aplysina cauliformis collected in Puerto Rico and their chemical structures elucidated on the basis of spectroscopic methods. Compounds 4-6 showed marginal antimicrobial activity, and aplysinamisines II [5] and III [6] displayed modest cytotoxicity.

Publication types

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

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Bacteria / drug effects
  • Drug Screening Assays, Antitumor
  • Humans
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Oxazoles / chemistry*
  • Oxazoles / pharmacology
  • Porifera / metabolism*
  • Spiro Compounds / chemistry*
  • Spiro Compounds / pharmacology
  • Tumor Cells, Cultured
  • Tyrosine / analogs & derivatives*
  • Tyrosine / chemistry

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Oxazoles
  • Spiro Compounds
  • aplysinamisine I
  • aplysinamisine II
  • aplysinamisine III
  • Tyrosine
  • 3,5-dibromotyrosine