Azamerone, a terpenoid phthalazinone from a marine-derived bacterium related to the genus Streptomyces (Actinomycetales).
A novel meroterpenoid, azamerone, was isolated from the saline culture of a new marine-derived bacterium related to the genus Streptomyces. Azamerone is composed of an unprecedented chloropyranophthalazinone core with a 3-chloro-6-hydroxy-2,2,6-trimethylcyclohexylmethyl side chain. The structure was rigorously determined by NMR spectroscopy and X-ray crystallography. A possible biosynthetic origin of this unusual ring system is proposed. [structure: see text]
Cho
Ji Young
JY
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California-San Diego, La Jolla, CA 92093-0204, USA.
Kwon
Hak Cheol
HC
Williams
Philip G
PG
Jensen
Paul R
PR
Fenical
William
W
D000818:Animals; D018360:Crystallography, X-Ray; D008264:Macrophages / Q000187:drug effects; D008386:Marine Biology; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013154:Spleen / Q000166:cytology; D013302:Streptomyces / Q000737:chemistry* / Q000235:genetics; D013601:T-Lymphocytes / Q000187:drug effects; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology
D013729:Terpenes; C518269:azamerone