New paeonilactone-A adducts formed by anaerobic incubation of paeoniflorin with Lactobacillus brevis in the presence of arylthiols.
During the course of preparing anticonvulsant paeonimetabolin-I adducts, new paeonilactone-A adducts: 9-phenylthiopaeonilactone-A, 9-(o-tolylthio)paeonilactone-A, 9-(m-tolylthio)paeonilactone-A, 9-(p-tolylthio)-paeonilactone-A and 9-(2-naphthylthio)paeonilactone-A, were obtained along with expected paeonimetabolin-I adducts by anaerobic incubation of paeoniflorin from peony roots with Lactobacillus brevis in the presence of the aromatic thiols, phenylthiol, o-tolylthiol, m-tolylthiol, p-tolylthiol and 2-naphthylthiol. The structures of these compounds were determined by spectroscopic methods including two dimensional (2D) NMR.
Abdel-Hafez
A A
AA
Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, Sugitani, Japan.
Meselhy
M R
MR
Nakamura
N
N
Hattori
M
M
El-Gendy
M A
MA
Mahfouz
N M
NM
Mohamed
T A
TA
D000693:Anaerobiosis; D001565:Benzoates; D001952:Bridged-Ring Compounds; D002240:Carbohydrate Sequence; D002855:Chromatography, Thin Layer; D005960:Glucosides / Q000378:metabolism*; D007202:Indicators and Reagents; D007778:Lactobacillus / Q000378:metabolism*; D007783:Lactones / Q000737:chemistry / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D039821:Monoterpenes; D029596:Paeonia / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D006027:Glycosides
D001565:Benzoates; D001952:Bridged-Ring Compounds; D005960:Glucosides; D007202:Indicators and Reagents; D007783:Lactones; D039821:Monoterpenes; D013438:Sulfhydryl Compounds; C408125:paeonilactone A; C015423:peoniflorin; D006027:Glycosides