Microbial transformation of 20(S)-protopanaxatriol by Absidia corymbifera and their cytotoxic activities against two human prostate cancer cell lines

被引:9
作者
Chen, Guangtong [2 ]
Yang, Xue [2 ]
Zhai, Xuguang [2 ]
Yang, Min [1 ]
机构
[1] Chinese Acad Sci, Natl Engn Lab TCM Standardizat Technol, Shanghai Res Ctr TCM Modernizat, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
[2] Nantong Univ, Sch Med, Nantong 226001, Peoples R China
基金
中国国家自然科学基金;
关键词
Absidia corymbifera; Biotransformation; Cytotoxic activity; 20(S)-Protopanaxatriol; GINSENOSIDES; LEUKEMIA; GINSENG;
D O I
10.1007/s10529-012-1053-x
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Seven hydroxylates of 20(S)-protopanaxatriol (1) transformed by Absidia corymbifera AS 3.3387 were isolated and identified by spectral methods including 2D-NMR. Among them, 7 beta-hydroxyl-20(S)-protopanaxatriol (2), 7 alpha-hydroxyl-20(S)-protopanaxatriol (3), and 7 beta, 15 alpha-dihydroxyl-20(S)-protopanaxatriol (7) are new compounds. The metabolites 2, 6, 7, and 8 showed the more potent inhibitory effects against DU-145 and PC-3 cell lines than the substrate.
引用
收藏
页码:91 / 95
页数:5
相关论文
共 12 条
[1]   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
[2]   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
[3]   Transformation of ginsenosides Rb1 and Re from Panax ginseng by food microorganisms [J].
Chi, H ;
Ji, GE .
BIOTECHNOLOGY LETTERS, 2005, 27 (11) :765-771
[4]   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
[5]   Three new triterpenoids from Panax ginseng exhibit cytotoxicity against human A549 and Hep-3B cell lines [J].
Ma, Hai-Ying ;
Gao, Hui-Yuan ;
Huang, Jian ;
Sun, Bo-hang ;
Yang, Bo .
JOURNAL OF NATURAL MEDICINES, 2012, 66 (03) :576-582
[6]   15α-Hydroxylation of a steroid (13-ethyl-gon-4-en-3,17-dione) by Penicillium raistrickii in an ionic liquid/aqueous biphasic system [J].
Mao, Shuhong ;
Hu, Xiaojie ;
Hua, Boyuan ;
Wang, Na ;
Liu, Xiaoguang ;
Lu, Fuping .
BIOTECHNOLOGY LETTERS, 2012, 34 (11) :2113-2117
[7]   20(S)-protopanaxatriol, one of ginsenoside metabolites, inhibits inducible nitric oxide synthase and cyclooxygenase-2 expressions through inactivation of nuclear factor-κB in RAW 264.7 macrophages stimulated with lipopolysaccharide [J].
Oh, GS ;
Pae, HO ;
Choi, BM ;
Seo, EA ;
Kim, DH ;
Shin, MK ;
Kim, JD ;
Kim, JB ;
Chung, HT .
CANCER LETTERS, 2004, 205 (01) :23-29
[8]   Mechanistic studies on protopanaxadiol, Rh2, and ginseng (Panax quinquefolius) extract induced cytotoxicity in intestinal Caco-2 cells [J].
Popovich, DG ;
Kitts, DD .
JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, 2004, 18 (03) :143-149
[9]   Structure-function relationship exists for ginsenosides in reducing cell proliferation and inducing apoptosis in the human leukemia (THP-1) cell line [J].
Popovich, DG ;
Kitts, DD .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2002, 406 (01) :1-8
[10]   APPRAISAL OF THE MTT ASSAY AS A RAPID TEST OF CHEMOSENSITIVITY IN ACUTE MYELOID-LEUKEMIA [J].
SARGENT, JM ;
TAYLOR, CG .
BRITISH JOURNAL OF CANCER, 1989, 60 (02) :206-210