Structure and biosynthesis of norneolambertellin produced by Lambertella sp. 1346.
Norneolambertellin (1) was isolated from a mycoparasite Lambertella sp. 1346. Combined analysis of the NMR spectra and chemical shift prediction based on molecular orbital calculation successfully revealed a novel pyrano[3,2-c]chromene-2,5-dione structure, which was further confirmed by X-ray crystallographic analysis. Isotopomer distribution analysis of the sample, prepared under labeling conditions, deduced its biosynthetic pathway.
Murakami
Takanori
T
Department of Agriculture and Bioscience, Hirosaki University, 3-Bunkyo-cho, Hirosaki, Aomori 036-8561, Japan.
Takada
Noboru
N
Hehre
Warren
W
Hashimoto
Masaru
M
D001203:Ascomycota / Q000378:metabolism*; D002244:Carbon / Q000737:chemistry; D002626:Chemistry, Pharmaceutical / Q000379:methods; D018360:Crystallography, X-Ray / Q000379:methods*; D015195:Drug Design; D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods; D007477:Ions; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry / Q000379:methods; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
D007477:Ions; D009281:Naphthalenes; D013141:Spiro Compounds; D002244:Carbon; C504281:lambertellin