Daryamides A-C, weakly cytotoxic polyketides from a marine-derived actinomycete of the genus Streptomyces strain CNQ-085

J Nat Prod. 2006 Dec;69(12):1756-9. doi: 10.1021/np0603828.

Abstract

In the course of our continuing search for new antitumor-antibiotics from marine-derived actinomycete bacteria, four new cytotoxic compounds, designated as daryamides A (1), B (2), and C (3) and (2E,4E)-7-methylocta-2,4-dienoic acid amide (4), were isolated from the culture broth of a marine-derived Streptomyces strain CNQ-085. The structures of these new compounds were assigned by detailed interpretation of spectroscopic data. The relative configuration of 1 was determined by comprehensive NMR analysis, while the absolute configuration of 1 was determined as 4S,5R using the modified Mosher method. The daryamides show weak to moderate cytotoxic activity against the human colon carcinoma cell line HCT-116 and very weak antifungal activities against Candida albicans.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Antibiotics, Antineoplastic / chemistry
  • Antibiotics, Antineoplastic / isolation & purification*
  • Antibiotics, Antineoplastic / pharmacology
  • California
  • Candida albicans / drug effects
  • Drug Screening Assays, Antitumor
  • Humans
  • Methicillin Resistance / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Polyenes / chemistry
  • Polyenes / isolation & purification*
  • Polyenes / pharmacology
  • Polyunsaturated Alkamides / chemistry
  • Polyunsaturated Alkamides / isolation & purification*
  • Polyunsaturated Alkamides / pharmacology
  • Staphylococcus aureus / drug effects
  • Streptomyces / chemistry*
  • Tumor Cells, Cultured

Substances

  • Antibiotics, Antineoplastic
  • Polyenes
  • Polyunsaturated Alkamides
  • daryamide A
  • daryamide B
  • daryamide C