Synthesis of cholestane glycosides bearing OSW-1 disaccharide or its 1-->4-linked analogue and their antitumor activities.
For further structure-activity relationship (SAR) research of OSW saponins, a cholestane glycoside, namely 3beta, 16beta, 26-trihydroxycholest-5-en-22-one 16-O-(2-O-4-methoxybenzoyl-beta-D-xylopyranosyl)-(1-->3)-2-O-acetyl-alpha-L-arabinopyranoside (1) together with two 1-->4-linked disaccharide analogues (2 and 3) were synthesized. Their cytotoxic activities were evaluated by the standard MTT assay. Compound 1 showed potent cytotoxicity against five types of human tumor cells, with IC50 ranging between 1.3 and 73 nM.
Zheng
Dan
D
Key Laboratory of Bioactivity Substance and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Materia Medica, Department of Pharmacology, Peking Union Medical College & Chinese Academy of Medical Sciences, Peking 100050, PR China.
Zhou
Liang
L
Guan
Yuyao
Y
Chen
Xiaozhuo
X
Zhou
Wanqi
W
Chen
Xiaoguang
X
Lei
Pingsheng
P
D000970:Antineoplastic Agents; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002776:Cholestanes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002783:Cholestenones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D003603:Cytotoxins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D008958:Models, Molecular; D009369:Neoplasms / Q000188:drug therapy; D031442:Ornithogalum / Q000737:chemistry; D012503:Saponins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D000972:Antineoplastic Agents, Phytogenic; D002776:Cholestanes; D002783:Cholestenones; D003603:Cytotoxins; D006027:Glycosides; D012503:Saponins; C106408:OSW 1