Stereoselective hydrogenation on the exocyclic and conjugated double bond of sesquiterpene lactones by Aspergillus versicolor D-1.
Aspergillus versicolor D-1 was employed to convert dehydrocostuslactone (1) and 3-hydroxy-1(10),3,11(13)-guaiatriene-12,6-olide-2-one (5) stereoselectively. The reactions occurring were specific hydrogenation on the exocyclic alpha,beta-double bond of sesquiterpene lactones with excellent conversion. Products were identified by the analysis of their spectra such as UV, IR, MS, (1)H, (13)C NMR, and NOESY, and the structure of one new compound was elucidated. The characteristic of the stereoselective hydrogenation was also discussed and suggested.
Wang
Dan
D
School of Life Science and Biopharmaceutics, Shenyang Pharmaceutical University, Shenyang, China.
Yang
Li
L
Guan
Hong
H
Chen
Yi-Nan
YN
Xu
Wei-Zhuo
WZ
You
Song
S
D001230:Aspergillus / Q000378:metabolism*; D006865:Hydrogenation; D007783:Lactones / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012717:Sesquiterpenes / Q000737:chemistry* / Q000378:metabolism; D013237:Stereoisomerism
D007783:Lactones; D012717:Sesquiterpenes; C083030:dehydrocostus lactone