Halicylindramides A-C, antifungal and cytotoxic depsipeptides from the marine sponge Halichondria cylindrata

J Med Chem. 1995 Jan 20;38(2):338-43. doi: 10.1021/jm00002a015.

Abstract

Halicylindramides A-C (1-3) have been isolated from the Japanese marine sponge Halichondria cylindrata. They are tetradecapeptides with the N-terminus blocked by a formyl group and the C-terminus lactonized with a threonine residue. Their total structures including absolute stereochemistry were determined by a combination of spectral and chemical methods. Halicylindramides A-C were antifungal against Mortierella ramanniana and cytotoxic against P388 murine leukemia cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Cytotoxins / chemistry
  • Cytotoxins / isolation & purification*
  • Lactones
  • Leukemia P388
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Sequence Data
  • Peptides, Cyclic / pharmacology*
  • Porifera / chemistry*
  • Spectrum Analysis
  • Tumor Cells, Cultured

Substances

  • Antifungal Agents
  • Antineoplastic Agents
  • Cytotoxins
  • Lactones
  • Peptides, Cyclic