Journal of Natural Products p. 1203 - 1206 (2007)
Update date:2022-08-29
Topics:
Chen, Guangtong
Yang, Min
Lu, Zhiqiang
Zhang, Jinqiang
Huang, Huilian
Liang, Yan
Guan, Shuhong
Song, Yan
Wu, Lijun
Guo, De-An
Three 20(S)-protopanaxatriol-type saponins, ginsenoside-Rg1 (1), notoginsenoside-R1 (2), and ginsenoside-Re (3), were transformed by the fungus Absidia coerulea (AS 3.3389). Compound 1 was converted into five metabolites, ginsenoside-Rh4 (4), 3β,2β,25- trihydroxydammar-(E)-20(22)-ene-6-O-β-D-glucopyranoside (5), 20(S)-ginsenoside-Rh1 (6), 20(R)-ginsenoside-Rh1 (7), and a mixture of 25-hydroxy-20(S)-ginsenoside-Rh1 and its C-20(R) epimer (8). Compound 2 was converted into 10 metabolites, 20(S)-notoginsenoside-R 2 (9), 20(R)-notoginsenoside-R2 (10), 3β,12β,25- trihydroxydammar-(E)-20(22)-ene-6-O-β-D-xylopyranosyl-(1→2) -β-D-glucopyranoside (11), 3β,12β-dihydroxydammar-(E)-20(22),24- diene-6-O-β-D-xylopyranosyl-(1→2)-β-D-glucopyranoside (12), 3β,12β,20,25-tetrahydroxydammaran-6-O-β-D-xylopyranosyl- (1→2)-β-D-glucopyranoside (13), and compounds 4-8. Compound 3 was metabolized to 20(S)-ginsenoside-Rg2 (14), 20(R)-ginsenoside-Rg 2 (15), 3β,12β,25-trihydroxydammar-(E)-20(22)-ene-6-O- α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside (16), 3β,12β-dihydroxydammar-(E)-20(22),24-diene-6-O-α-L- rhamnopyranosyl-(1→2)-β-D-glucopyranoside (17), 3β,12β,20, 25-tetrahydroxydammaran-6-O-α-L-rhamnopyranosyl-(1→2) -β-D-glucopyranoside (18), and compounds 4-8. The structures of five new metabolites, 10-13 and 16, were established by spectroscopic methods.
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