Synthesis and antitumor activity of icogenin and its analogue.
Natural saponin icogenin, namely 25(S)-22-O-methyl-furost-5-en-3beta,26-dio-3-O-alpha-L-rhamnopyranosyl-(1-->2)-[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside, and one of its analogues, 25(S)-22-O-methyl-furost-5-en-3beta,26-dio-3-O-alpha-L-rhamnopyranosyl-(1-->2)-[beta-D-glucopyranosyl-(1-->3)]-alpha-D-glucopyranoside, were first synthesized via line strategy and convergent approach, respectively. It was observed that icogenin and its analogue show potent antitumor activity in vitro.
Key Laboratory of Bioactivity Substance and Resources Utilization of Chinese Herbal Medicine, Ministry of Education Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing 100050, PR China.
Shujie
S
Hou
Peng
P
Xu
Liang
L
Zhou
Dequan
D
Yu
Pingsheng
P
Lei
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D066298:In Vitro Techniques; D008968:Molecular Conformation; D012503:Saponins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
C511137:25(S)-22-O-methyl-furost-5-en-3-beta,26-dio-3-O-alpha-L-rhamnopyranosyl-(1-2)-(beta-D-glucopyranosyl-(1-3))-alpha-D-glucopyranoside; C511136:25(S)-22-O-methyl-furost-5-en-3beta,26-dio-3-O-alpha-L-rhamnopyranosyl-(1-2)-(beta-D-glucopyranosyl-(1-3))-beta-D-glucopyranoside; D000970:Antineoplastic Agents; C496798:Icogenin; D012503:Saponins; D013256:Steroids