Cytotoxic alkaloids from the bulbs of Fritillaria hupehensis.
Phytochemical investigation of the bulbs of Fritillaria hupehensis resulted in the isolation and structural elucidation of four new steroidal penta- and hexacyclic veratraman- and cevan-based alkaloids, respectively, compounds 1-4. They were obtained together with the known constituents ebeinine (5) and zhebeinine (6), which were isolated for the first time from this plant. The structures of the new isolates were established by spectroscopic and mass-spectrometric analyses, in combination with chemical methods. All compounds were assayed for their cytotoxic effects towards HeLa and HepG2 cell lines. Compounds 1 and 2 showed significant inhibitory effects against both types of tumor cells, with IC(50) values in the range 2.52-0.23 microM, similar as those for 5-fluorouracil used as positive control.
Zhang
Yong-Hui
YH
Faculty of Pharmaceutical Sciences, Tongji Medical College of Huazhong University of Science and Technology, Wuhan 430030, PR China.
Yang
Xi-Liang
XL
Zhang
Peng
P
Zhou
Xue-Feng
XF
Ruan
Han-Li
HL
Pi
Hui-Fang
HF
Wu
Ji-Zhou
JZ
Sun
Han-Dong
HD
D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002595:Cevanes / Q000737:chemistry / Q000302:isolation & purification; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D031410:Fritillaria / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008968:Molecular Conformation; D035281:Plant Tubers / Q000737:chemistry*; D012015:Reference Standards; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D013055:Spectrophotometry, Infrared / Q000379:methods; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000470:Alkaloids; D000972:Antineoplastic Agents, Phytogenic; D002595:Cevanes; C014242:verticine