Microbial metabolism of pseudoprotodioscin.
Microbial transformation of the furostanol saponin pseudoprotodioscin ( 1) using Aspergillus fumigatus resulted in the isolation of two new steroidal metabolites, 3- O-[bis- alpha- L-rhamnopyranosyl-(1-->2 and 1-->4)- beta- D-glucopyranosyl]-22 R,25 R-spirost-5-ene-3 beta,20 alpha-diol ( 2) and 3- O-[bis- alpha- L-rhamnopyranosyl-(1-->2 and 1-->4)- beta- D-glucopyranosyl]-25 R-furost-5-ene-3 beta,22 alpha,26-triol ( 3), in addition to the previously reported steroidal saponins: dioscin ( 4) and progenin II ( 5). The structure elucidation of these metabolites was based primarily on 1D and 2D NMR analyses. Metabolites 2 - 5 showed significant cytotoxicity against cancer cell lines A375, L929, and HeLa with IC (50) values ranging from 1.18 microM to 17.88 microM.
Dong
Mei
M
Department of Cell Biology, Neurobiology, and Anatomy, University of Cincinnati, Cincinnati, Ohio, USA.
Feng
Xizhi
X
Wang
Ben-Xiang
BX
Ikejima
Takashi
T
Wu
Li-Jun
LJ
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000008:administration & dosage / Q000494:pharmacology*; D001232:Aspergillus fumigatus / Q000187:drug effects / Q000378:metabolism; D045744:Cell Line, Tumor / Q000187:drug effects; D027742:Dioscorea; D004144:Diosgenin / Q000008:administration & dosage / Q000031:analogs & derivatives* / Q000494:pharmacology*; D004365:Drugs, Chinese Herbal / Q000008:administration & dosage / Q000494:pharmacology*; D006367:HeLa Cells / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D051379:Mice; D008517:Phytotherapy; D027343:Rhizome; D012503:Saponins / Q000008:administration & dosage / Q000494:pharmacology*
D000972:Antineoplastic Agents, Phytogenic; D004365:Drugs, Chinese Herbal; D012503:Saponins; C459619:protodioscin; D004144:Diosgenin