Biotransformation of 20(S)-protopanaxatriol by Aspergillus niger and the cytotoxicity of the resulting metabolites

被引:6
作者
Chen, Guangtong [1 ]
Song, Yan [1 ]
Ge, Hongjuan [1 ]
Ren, Jie [2 ]
Yang, Xue [1 ]
Li, Jianlin [1 ]
机构
[1] Nantong Univ, Sch Pharm, Nantong 226001, Peoples R China
[2] Changzhou Univ, Sch Pharmaceut Engn & Life Sci, Changzhou 213164, Peoples R China
基金
中国国家自然科学基金;
关键词
20(S)-Protopanaxatriol; Microbial transformation; Aspergillus niger AS 3.1858; Cytotoxicity; MICROBIAL TRANSFORMATION; DEOXYANDROGRAPHOLIDE; SAPONINS;
D O I
10.1016/j.phytol.2014.11.006
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The microbial transformation of 20(S)-protopanaxatriol by cell suspension cultures of Aspergillus niger AS 3.1858 yielded metabolites 1-13. The chemical structures of these transformed products were elucidated based on various spectroscopic analyses, including 1D and 2D NMR and HRESIMS. Metabolites 3, 11, and 13 are new compounds. Furthermore, metabolite 3 exhibited relative better activity profile toward the tested seven cancer cell lines (Du-145, Hela, K562, K562/ADR, SH-SY5Y, HepG2, and MCF-7) than substrate and preliminary structure-activity relationships were concluded. (C) 2014 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:111 / 115
页数:5
相关论文
共 19 条
[1]   Biotransformations of diterpenoids and triterpenoids: a review [J].
Bhatti, Haq Nawaz ;
Khera, Rasheed Ahmad .
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2014, 16 (01) :70-104
[2]   Microbial transformation of ginsenoside Rb1 by Acremonium strictum [J].
Chen, Guang-Tong ;
Yang, Min ;
Song, Yan ;
Lu, Zhi-Qiang ;
Zhang, Jin-Qiang ;
Huang, Hui-Lian ;
Wu, Li-Jun ;
Guo, De-An .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2008, 77 (06) :1345-1350
[3]   Microbial transformation of 20(S)-protopanaxatriol-type saponins by Absidia coerulea [J].
Chen, Guangtong ;
Yang, Min ;
Lu, Zhiqiang ;
Zhang, Jinqiang ;
Huang, Huilian ;
Liang, Yan ;
Guan, Shuhong ;
Song, Yan ;
Wu, Lijun ;
Guo, De-an .
JOURNAL OF NATURAL PRODUCTS, 2007, 70 (07) :1203-1206
[4]   Biotransformation of 20(S)-protopanaxadiol by Aspergillus niger AS 3.1858 [J].
Chen, Guangtong ;
Yang, Xue ;
Li, Jianlin ;
Ge, Hongjuan ;
Song, Yan ;
Ren, Jie .
FITOTERAPIA, 2013, 91 :256-260
[5]   Two novel hydroperoxylated products of 20(S)-protopanaxadiol produced by Mucor racemosus and their cytotoxic activities against human prostate cancer cells [J].
Chen, Guangtong ;
Yang, Xue ;
Nong, Shaojun ;
Yang, Min ;
Xu, Bohui ;
Zhang, Wei .
BIOTECHNOLOGY LETTERS, 2013, 35 (03) :439-443
[6]   Microbial transformation of 20(S)-protopanaxatriol by Absidia corymbifera and their cytotoxic activities against two human prostate cancer cell lines [J].
Chen, Guangtong ;
Yang, Xue ;
Zhai, Xuguang ;
Yang, Min .
BIOTECHNOLOGY LETTERS, 2013, 35 (01) :91-95
[7]   Microbial transformation of deoxyandrographolide and their inhibitory activity on LPS-induced NO production in RAW 264.7 macrophages [J].
Deng, Sa ;
Zhang, Bao Jing ;
Wang, Chang Yuan ;
Tian, Yan ;
Yao, Ji Hong ;
An, Lei ;
Huang, Shan Shan ;
Peng, Jin Yong ;
Liu, Ke Xin ;
Ma, Xiao Chi .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (04) :1615-1618
[8]   Prevention of growth and metastasis of murine melanoma through enhanced natural-killer cytotoxicity by fatty acid-conjugate of protopanaxatriol [J].
Hasegawa, H ;
Suzuki, R ;
Nagaoka, T ;
Tezuka, Y ;
Kadota, S ;
Saiki, I .
BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2002, 25 (07) :861-866
[9]   Biotransformation of ginsenoside Rd in the ginseng extraction residue by fermentation with lingzhi (Ganoderma lucidum) [J].
Hsu, Bo Yang ;
Lu, Ting Jang ;
Chen, Chia Hui ;
Wang, Shing Jung ;
Hwang, Lucy Sun .
FOOD CHEMISTRY, 2013, 141 (04) :4186-4193
[10]   Current Evaluation of the Millennium Phytomedicine- Ginseng (II): Collected Chemical Entities, Modern Pharmacology, and Clinical Applications Emanated from Traditional Chinese Medicine [J].
Jia, Lee ;
Zhao, Yuqing ;
Liang, Xing-Jie .
CURRENT MEDICINAL CHEMISTRY, 2009, 16 (22) :2924-2942