Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
The structure was elucidated in this paperPublication DOI: 10.1016/j.phytol.2018.07.023Journal NLM ID: 101513432Publisher: Amsterdam: Elsevier
Correspondence: Zhang YX <zhangyxzsh
163.com>
Institutions: School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, China, School of Life Science and Biopharmaceutics, Shenyang Pharmaceutical University, Shenyang, China, Key Laboratory of Structure-Based Drug Design and Discovery, Shenyang Pharmaceutical University, Ministry of Education, Shenyang, China, Department of Pharmaceutical Engineering, Shenyang University of Chemical Technology, Shenyang, China
Rare ginsenoside Rh-4 and its aglycone are present in low levels in Panax ginseng. This study focused on achieving ginsenoside Rh-4 and its aglycone by microbial transformation of the total saponins of stems and leaves of P. ginseng (TSSLG). A total of 78 fungal strains isolated from the rhizosphere soil of P. ginseng, and one of them, Aspergillus tubingensis, was found to be capable of biotransformation of TSSLG to ginsenoside Rh4 and its aglycone with high efficiency, especially the content of ginsenoside Rh4 aglycone was enhanced 100 folds over than that in the original TSSLG. Compared with ginsenoside Rg3 (named ShenYi capsule as antitumor drug in China), ginsenoside Rh4 aglycone exhibited stronger antitumor activity against human cancer cell lines SGC-7901, KB-A-1 and HT-1080. The possible biotransformation pathways of ginsenoside Rh4 and its aglycone were speculated according to the chemical structures. The anticancer binding-target, myeloid cell leukemia 1 protein (MCL-1), was explored using molecular docking analysis and the possible combination mechanism was discussed.
antitumor activity, molecular docking, biotransformation, Panax ginseng, ginsenoside, myeloid cell leukemia 1 protein
Structure type: oligomer ; 643.4180 [M+Na]+
C
36H
60O
8Location inside paper: fig. 2 (bottom left), compound 1
Trivial name: ginsenoside Rh4
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, TLC, HPLC, extraction, HR-ESI-MS, antitumor activity assay, column chromatogaphy
Biological activity: antitumor activity against SGC-7901 tumor cells in vivo: IC50 = 38.76; HT-1080: IC50 = 52.32; KB-A-1: IC50 = 41.83
Enzymes that release or process the structure: β-D-glucosidase
Synthetic data: enzymatic in vivo
NCBI Taxonomy refs (TaxIDs): 5068
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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