枝状枝顶孢霉对人参皂苷Rb(1)的微生物转化

Microbial transformation of ginsenoside Rb(1) by Acremonium strictum.

作者信息

Chen Guang-Tong, Yang Min, Song Yan, Lu Zhi-Qiang, Zhang Jin-Qiang, Huang Hui-Lian, Wu Li-Jun, Guo De-An

机构信息

College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, 110016, People's Republic of China.

出版信息

Appl Microbiol Biotechnol. 2008 Jan;77(6):1345-50. doi: 10.1007/s00253-007-1258-4. Epub 2007 Nov 27.

DOI:10.1007/s00253-007-1258-4

PMID:18040682

Abstract

Preparative-scale fermentation of ginsenoside Rb(1) (1) with Acremonium strictum AS 3.2058 gave three new compounds, 12beta-hydroxydammar-3-one-20 (S)-O-beta-D -glucopyranoside (7), 12beta, 25-dihydroxydammar-(E)-20(22)-ene-3-O-beta-D -glucopyranosyl-(1-->2)-beta-D -glucopyranoside (8), and 12beta, 20 (R), 25-trihydroxydammar-3-O-beta-D -glucopyranosyl-(1-->2)-beta-D -glucopyranoside (9), along with five known compounds, ginsenoside Rd (2), gypenoside XVII (3), ginsenoside Rg(3) (4), ginsenoside F(2) (5), and compound K (6). The structural elucidation of these metabolites was based primarily on one- and two-dimensional nuclear magnetic resonance and high-resolution electron spray ionization mass spectra analyses. Among these compounds, 2-6 are also the metabolites of ginsenoside Rb(1) in mammals. This result demonstrated that microbial culture parallels mammalian metabolism; therefore, A. strictum might be a useful tool for generating mammalian metabolites of related analogs of ginsenosides for complete structural identification and for further use in pharmaceutical research in this series of compounds. In addition, the biotransformation kinetics was also investigated.

摘要

用曲霉属真菌Acremonium strictum AS 3.2058进行人参皂苷Rb(1) (1)的制备规模发酵，得到了三种新化合物，12β-羟基达玛-3-酮-20 (S)-O-β-D-吡喃葡萄糖苷(7)、12β, 25-二羟基达玛-(E)-20(22)-烯-3-O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖苷(8)和12β, 20 (R), 25-三羟基达玛-3-O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖苷(9)，以及五种已知化合物，人参皂苷Rd (2)、绞股蓝皂苷XVII (3)、人参皂苷Rg(3) (4)、人参皂苷F(2) (5)和化合物K (6)。这些代谢产物的结构解析主要基于一维和二维核磁共振以及高分辨率电子喷雾电离质谱分析。在这些化合物中，2 - 6也是人参皂苷Rb(1)在哺乳动物体内的代谢产物。这一结果表明微生物培养与哺乳动物代谢相似；因此，曲霉属真菌A. strictum可能是一种有用的工具，用于生成人参皂苷相关类似物的哺乳动物代谢产物，以进行完整的结构鉴定，并进一步用于该系列化合物的药物研究。此外，还研究了生物转化动力学。