23487-12-9Relevant articles and documents
Biotransformation of lignans: A specific microbial oxidation of (+)-eudesmin and (+)-magnolin by Aspergillus niger
Miyazawa,Kasahara,Kameoka
, p. 1501 - 1507 (1993)
-
Effects of O-Methylation and O-Glucosylation on Carbon-13 Nuclear Magnetic Resonance Chemical Shifts of Matairesinol, (+)-Pinoresinol and (+)-Epipinoresinol
Nishibe, Sansei,Tsukamoto, Hiroki,Hisada, Sueo
, p. 4653 - 4657 (2007/10/02)
The effects of O-methylation and O-glucosylation on the carbon-13 nuclear magnetic resonance chemical shifts of matairesinol (1), (+)-pinoresinol (6) and (+)-epipinoresinol (11) are discussed.The chemical shifts of carbons on the 2,3-dibenzylated butyrolactone and 2,6-diarylated 3,7-dioxabicyclooctane rings are not affected by methylation and glucosylation of hydroxy groups on the aromatic rings.As regards the chemical shifts of aromatic carbons caused by O-methylation, all the 1'(1''),3'(3''), and 4'(4'') carbons of the guaiacyl unit are characteristically shifted downfield by 1.6+/-0.1, 1.3+/-0.1, and 2.4+/-0.1 ppm, respectively, while the 5'(5'') carbons are shifted upfield by 3.5+/-0.1 ppm.In the case of the chemical shifts of aromatic carbons caused by O-glucosylation, all the 1'(1'')and 3'(3'') carbons of the guaiacyl unit are characteristically shifted downfield by 3.0+/-0.1 and 1.3+/-0.1 ppm, respectively.Keywords - 13C-NMR; O-methylation shift; O-glucosylation shift; ligan; matairesinol; (+)-pinoresinol; (+)-epipinoresinol; guaiacyl group