Mayamycin, a cytotoxic polyketide from a Streptomyces strain isolated from the marine sponge Halichondria panicea.
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.
Schneemann
Imke
I
Kieler Wirkstoff-Zentrum (KiWiZ) , Leibniz Institute of Marine Sciences, Am Kiel-Kanal 44, Kiel, Germany.
Kajahn
Inga
I
Ohlendorf
Birgit
B
Zinecker
Heidi
H
Erhard
Arlette
A
Nagel
Kerstin
K
Wiese
Jutta
J
Imhoff
Johannes F
JF
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001551:Benz(a)Anthracenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D024881:Drug Resistance, Bacterial / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D019073:HT29 Cells; D006801:Humans; D008386:Marine Biology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D048630:Polyketide Synthases / Q000378:metabolism; D011161:Porifera / Q000382:microbiology*; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry*
D000970:Antineoplastic Agents; D001551:Benz(a)Anthracenes; C551609:mayamycin; D048630:Polyketide Synthases