Fluorophore-appended steroidal saponin (dioscin and polyphyllin D) derivatives.
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]
Yang
Zhiqi
Z
Shanghai-Hong Kong Joint Laboratory on Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
Wong
Ella Lai-Ming
EL
Shum
Tina Yuen-Ting
TY
Che
Chi-Ming
CM
Hui
Yongzheng
Y
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
D012503:Saponins; D013256:Steroids; D014312:Trisaccharides; C121203:polyphyllin D; C019357:dioscin; D004144:Diosgenin; D005459:Fluorides