Absolute configuration of fusarone, a new azaphilone from the endophytic fungus Fusarium sp. isolated from Melia azedarach, and of related azaphilones.
A new azaphilone derivative, named fusarone (1), has been isolated from the ethyl acetate soluble extract of the fermentation broth of an endophytic fungus, Fusarium sp. LN-12, isolated from the leaves of Melia azedarach Linn. The structure of the new compound was established on the basis of extensive spectroscopic analysis, including 1D-NMR and 2D-NMR ((1) H-(1)H COSY, TOCSY, HSQC, HMBC, and NOESY) experiments. The absolute configurations of fusarone (1) and of a second related azaphilone were determined by means of electronic circular dichroism spectroscopy and optical rotation calculations.
Shaanxi Engineering Center of Bioresource Chemistry and Sustainable Utilization, College of Science, Northwest A&F University, Yangling, China.
Sheng-Xiang
SX
Yang
Jin-Ming
JM
Gao
Hartmut
H
Laatsch
Jun-Mian
JM
Tian
Gennaro
G
Pescitelli
D001578:Benzopyrans / Q000032:analysis / Q000737:chemistry* / Q000302:isolation & purification*; D060026:Endophytes / Q000737:chemistry* / Q000302:isolation & purification*; D005670:Fusarium / Q000737:chemistry* / Q000302:isolation & purification*; D031586:Melia azedarach / Q000382:microbiology*; D008958:Models, Molecular; D008968:Molecular Conformation; D010860:Pigments, Biological / Q000032:analysis / Q000737:chemistry* / Q000302:isolation & purification*; D012717:Sesquiterpenes / Q000032:analysis / Q000737:chemistry* / Q000302:isolation & purification*; D013237:Stereoisomerism
D001578:Benzopyrans; D010860:Pigments, Biological; D012717:Sesquiterpenes; C494154:azaphilone