title: Fluorophore-appended steroidal saponin (dioscin and polyphyllin D) derivatives.
abstract: The synthesis of three fluorophore-appended derivatives of dioscin and polyphyllin D is reported herein. Starting from trillin, dansyl derivatives A-C were prepared in overall yields of 7-12% over 7-10 steps. A study of their behavior in a variety of polar solvents suggests that dansyl derivatives A-C are capable of micellar self-assembly and can maintain cytotoxicities (IC50 = 15-18 muM) against the HeLa carcinoma cell line evaluated by standard MTT assay. [structure: see text]
authors.affiliation: Shanghai-Hong Kong Joint Laboratory on Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
authors.forename: Zhiqi
authors.initials: Z
authors.lastname: Yang
authors.forename: Ella Lai-Ming
authors.initials: EL
authors.lastname: Wong
authors.forename: Tina Yuen-Ting
authors.initials: TY
authors.lastname: Shum
authors.forename: Chi-Ming
authors.initials: CM
authors.lastname: Che
authors.forename: Yongzheng
authors.initials: Y
authors.lastname: Hui
mesh_terms: D002236:Carbohydrate Conformation; D002470:Cell Survival / Q000187:drug effects; D004144:Diosgenin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity; D005459:Fluorides; D006031:Glycosylation; D006367:HeLa Cells; D006801:Humans; D008958:Models, Molecular; D012503:Saponins / Q000138:chemical synthesis / Q000737:chemistry*; D013256:Steroids / Q000138:chemical synthesis; D014312:Trisaccharides / Q000737:chemistry
chemical_list: D012503:Saponins; D013256:Steroids; D014312:Trisaccharides; C121203:polyphyllin D; C019357:dioscin; D004144:Diosgenin; D005459:Fluorides