Synthesis and cytotoxicities of icogenin analogues with disaccharide residues.
For further structure-activity relationships (SAR) research of furostan saponin, two icogenin analogues: (25R)-22-O-methyl-furost-5-en-3beta,26-diol-3-O-alpha-l-rhamnopyranosyl-(1-->2)-beta-d-glucopyranoside 1 and (25R)-22-O-methyl-furost-5-en-3beta,26-diol-3-O-alpha-l-rhamnopyranosyl-(1-->2)-alpha-d-glucopyranoside 2, with valuable disaccharide moieties, were synthesized from diosgenin through eight steps. Both of the analogues behaved the similar cytotoxic activities with icogenin, towards nine types of human tumor cells herein.
Wang
Haixing
H
Ministry of Education, Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing, PR China.
Su
Fuqin
F
Zhou
Liang
L
Chen
Xiaoguang
X
Lei
Pingsheng
P
D045744:Cell Line, Tumor; D004187:Disaccharides / Q000138:chemical synthesis / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D012503:Saponins / Q000138:chemical synthesis* / Q000737:chemistry* / Q000633:toxicity*; D013256:Steroids / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D013261:Sterols / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D013329:Structure-Activity Relationship
C541588:(25R)-22-O-methyl-furost-5-en-3beta,26-diol-3-O-alpha-L-rhamnopyranosyl-(1-2)-beta-D-glucopyranoside; D004187:Disaccharides; C496798:Icogenin; D012503:Saponins; D013256:Steroids; D013261:Sterols