Isolation and structural elucidation of a new cyclohexenone compound from Lasiodiplodia theobromae.
A new cyclohexenone compound was isolated as a mixture of enantiomers from a culture filtrate of Lasiodiplodia theobromae. The relative structure was determined to be 4,5-dihydroxy-3-methyl-cyclohex-2-enone on the basis of MS, (1)H-NMR, and (13)C-NMR spectroscopic analyses, including 2D-NMR experiments. Resolution of the enantiomers was conducted by a coupling reaction with (S)-MTPA-Cl followed by HPLC separation.
Kitaoka
Naoki
N
Division of Applied Bioscience, Research Faculty of Agriculture, Hokkaido University, Sapporo, Japan.
Nabeta
Kensuke
K
Matsuura
Hideyuki
H
D001203:Ascomycota / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D003512:Cyclohexanones / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D036226:Seedlings / Q000187:drug effects / Q000254:growth & development; D013237:Stereoisomerism; D014026:Nicotiana / Q000187:drug effects / Q000254:growth & development
C545096:4,5-dihydroxy-3-methylcyclohex-2-enone; D003512:Cyclohexanones; C036468:cyclohexanone