Mayamycin, a cytotoxic polyketide from a Streptomyces strain isolated from the marine sponge Halichondria panicea.

Abstract

A new benz[a]anthracene derivative called mayamycin (1) was identified in cultures of Streptomyces sp. strain HB202, which was isolated from the marine sponge Halichondria panicea and selected because of its profound antibiotic activity. The ability to produce aromatic polyketides was indicated by genetic analyses, demonstrating the presence of a type II polyketide synthase. The production of mayamycin (1) was induced by variation of the culture conditions. The structure of 1 was elucidated by HPLC-UV/MS and NMR spectroscopy. Mayamycin (1) exhibited potent cytotoxic activity against eight human cancer cell lines and showed activity against several bacteria including antibiotic-resistant strains.

• Authors: Imke Schneemann, Inga Kajahn, Birgit Ohlendorf, Heidi Zinecker, Arlette Erhard, Kerstin Nagel, Jutta Wiese, Johannes F Imhoff
• Journal: Journal of natural products (J Nat Prod) Vol. 73 Issue 7 Pg. 1309-12 (Jul 23 2010) ISSN: 1520-6025 [Electronic] United States
• PMID: 20545334 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antineoplastic Agents
• Benz(a)Anthracenes
• mayamycin
• Polyketide Synthases

Topics

• Animals
• Antineoplastic Agents (chemistry, isolation & purification, pharmacology)
• Benz(a)Anthracenes (chemistry, isolation & purification, pharmacology)
• Drug Resistance, Bacterial (drug effects)
• Drug Screening Assays, Antitumor
• HT29 Cells
• Humans
• Marine Biology
• Microbial Sensitivity Tests
• Molecular Structure
• Nuclear Magnetic Resonance, Biomolecular
• Polyketide Synthases (metabolism)
• Porifera (microbiology)
• Stereoisomerism
• Streptomyces (chemistry)