title: Synthesis of cholestane saponins as mimics of OSW-1 and their cytotoxic activities.
abstract: To fulfill the structure-activity relationship (SAR) of OSW-1, and aim at finding the simplest structural part while maintaining most of the biological activities, six cholestane saponins were synthesized by introducing OSW-1 disaccharide (2-O-4-methoxybenzoyl-β-D-xylopyranosyl-(1→3)-2-O-acetyl-α-L-arabinopyranosyl) and its 1→4-linked analogue to the 7-hydroxy or 16-hydroxy of steroidal sapogenins. Cytotoxic activities of the products were tested. Compounds 1 and 3 exhibited potent cytotoxicities against five types of human tumor cells, with minimum IC(50) of 2.0 and 75 nM, respectively. And due to its high activity and easy accessibility compound 1 could be a potential candidate for new anti-tumor agents.
authors.affiliation: Key Laboratory of Bioactivity Substance and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Materia Medica, Peking Union Medical College & Chinese Academy of Medical Sciences, Peking 100050, PR China.
authors.forename: Dan
authors.initials: D
authors.lastname: Zheng
authors.forename: Yuyao
authors.initials: Y
authors.lastname: Guan
authors.forename: Xiaozhuo
authors.initials: X
authors.lastname: Chen
authors.forename: Yanpeng
authors.initials: Y
authors.lastname: Xu
authors.forename: Xiaoguang
authors.initials: X
authors.lastname: Chen
authors.forename: Pingsheng
authors.initials: P
authors.lastname: Lei
mesh_terms: D000970:Antineoplastic Agents / 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 / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D012503:Saponins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D002776:Cholestanes; D002783:Cholestenones; D012503:Saponins; C106408:OSW 1