Two major ginsenosides, ginsenoside-Rg1 (1) and ginsenoside-Rb1 (2), were transformed by the fungus Fusarium oxysporum f. sp. Lycopersici (Z-001). 1 was converted into five metabolites, ginsenoside-F1 (3), 6α,12β-dihydroxydammar-3-one-20(S)-O- β-D-glucopyranoside (4), 3a-oxa-3a-homo-6α,12β-dihydroxydammar- 3-one-20(S)-O-β-D-glucopyranoside (5), 20(S)-protopanaxatriol (6), and 3-oxo-20(S)-protopanaxatriol (7). 2 was converted into four metabolites, ginsenoside-Rd (8), ginsenoside-F2 (9), compound K (10), and 12β-hydroxydammar-3-one-20(S)-O-β-D-glucopyranoside (11). The structures of these metabolites were determined by the analysis of extensive spectroscopic data. Among them, 4 and 5 were two new compounds. Deglycosylation and ketonization at C-3 were recognized as the characteristic reactions of this strain.
deglycosylation, Fusarium oxysporum, ginsenosides, ketonization
Publication DOI: 10.1080/10286020.2011.585607Journal NLM ID: 100888334Publisher: Harwood Academic Publishers; London: Informa Healthcare
Correspondence: jgdai@imm.ac.cn
Institutions: Key Laboratory of Biosynthesis of Natural Products, Ministry of Public Health, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, China, Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, China
Methods: 13C NMR, 1H NMR, TLC, ESI-MS, FTIR, HPLC, extraction, CC, HR-ESI-MS
Found