Steroidal glycosides and aromatic compounds from Smilax riparia.
Two new steroidal glycosides named riparosides A (1) and B (2), and two aromatic compounds (3, 4), together with four known flavonoid derivatives have been isolated from the EtOH extract of the rhizomes and roots of Smilax riparia A. DC. The structure of riparoside A (1) was determined to be 3-O-alpha-L-rhamnopyranosyl-(1-->2)-[alpha-L-rhamnopyranosyl-(1-->6)]-beta-D-glucopyranosyl 3beta,20alpha-dihydroxy-5alpha-furost-22(23)-ene 26-O-beta-D-glucopyranoside. Riparoside B (2) was characterized as 3-O-alpha-L-rhamnopyranosyl-(1-->2)-[alpha-L-rhamnopyranosyl-(1-->6)]-beta-D-glucopyranosyl 3beta,16beta-dihydroxy-5alpha-pregnan-20-one 16-O-[5-O-beta-D-glucopyranosyl 5-hydroxy-4-methyl-pentanoic acid]-ester 26-O-beta-D-glucopyranoside. Compounds 3 and 4 were elucidated as a sucrosyl ferulic acid ester and 7-O-methyl-10-oxythymol gentiobioside, respectively.
Li
Jun
J
Department of Medical and Pharmaceutical Sciences, Kumamoto University, Kumamoto, Japan. lijun79@hotmail.com
Bi
Xiaoli
X
Zheng
Guohua
G
Hitoshi
Yoshimitsu
Y
Ikeda
Tsuyoshi
T
Nohara
Toshihiro
T
D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D006841:Hydrocarbons, Aromatic / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008968:Molecular Conformation; D018517:Plant Roots / Q000737:chemistry; D012015:Reference Standards; D012680:Sensitivity and Specificity; D032281:Smilax / Q000737:chemistry*; D013237:Stereoisomerism; D013256:Steroids / Q000737:chemistry* / Q000302:isolation & purification
D006027:Glycosides; D006841:Hydrocarbons, Aromatic; D013256:Steroids; C516237:riparoside A; C516238:riparoside B