New dimeric macrolide glycosides from the marine sponge Myriastra clavosa

J Nat Prod. 2002 Sep;65(9):1303-6. doi: 10.1021/np020193z.

Abstract

Clavosolides A-D (1-4), dimeric macrolides incorporating cyclopropyl, tetrahydropyranyl, and glycosidic ring systems, were isolated from the cytotoxic extract of a Philippines collection of the marine sponge Myriastra clavosa. The structures of the clavosolides, which occurred as only trace metabolites, were elucidated through extensive NMR spectroscopic analyses. Clavosolides A (1) and B (2) were recently reported metabolites from M. clavosa, while the unsymmetrical dimers clavosolides C (3) and D (4) had new structures.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Breast Neoplasms
  • Carcinoma, Non-Small-Cell Lung
  • Central Nervous System Neoplasms
  • Chromatography, High Pressure Liquid
  • Colonic Neoplasms
  • Drug Screening Assays, Antitumor
  • Female
  • Humans
  • Lung Neoplasms
  • Macrolides / chemistry
  • Macrolides / isolation & purification*
  • Macrolides / pharmacology
  • Melanoma
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Ovarian Neoplasms
  • Philippines
  • Porifera / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Stereoisomerism
  • Tumor Cells, Cultured / drug effects

Substances

  • Antineoplastic Agents
  • Macrolides
  • clavosolide A
  • clavosolide B
  • clavosolide C
  • clavosolide D