Biotransformation of Paeonol and Emodin by Transgenic Crown Galls of Panax quinquefolium

被引:17
作者
Ma, W. L. [1 ]
Yan, C. Y. [1 ,2 ]
Zhu, J. H. [1 ]
Duan, G. Y. [1 ]
Yu, R. M. [1 ]
机构
[1] Jinan Univ, Coll Pharm, Guangzhou 510632, Guangdong, Peoples R China
[2] Guangdong Pharmaceut Univ, Coll Pharm, Guangzhou 510006, Guangdong, Peoples R China
关键词
Transgenic crown galls; Panax quinquefolium; Biotransformation; Paeonol; Emodin; CELL-CULTURES; ACID; ROOT; GINSENG;
D O I
10.1007/s12010-009-8655-3
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two aromatic substrates, paeonol (1) and emodin (2), were biotransformed by using transgenic crown galls of Panax quinquefolium. Four biotransformed products (3-6) were isolated and identified by physicochemical and spectral methods. A beta-glucoside (3, 73.2% of biotransformation yield) and a 1-(2,4-dimethoxyphenyl)- ethanone (4, 8.03%) were isolated from the suspension cultures after 7-day incubation of substrate 1. Upon administration of substrate 2, another beta-glucoside [emodin-6-O-beta-d-glucopyranoside (5), 19.2%] and a hydroxylated derivative, citreorosein (6, 54.6%), were also obtained. The results demonstrate that transgenic crown galls of P. quinquefolium have the capacities to catalyze glycosylation, hydroxylation, and methylation reactions in the plant cells on those aromatic compounds.
引用
收藏
页码:1301 / 1308
页数:8
相关论文
共 21 条
[1]   TERPENE EPOXIDASES AND EPOXIDE HYDRATASES FROM CULTURES OF JASMINUM-OFFICINALE [J].
BANTHORPE, DV ;
OSBORNE, MJ .
PHYTOCHEMISTRY, 1984, 23 (04) :905-907
[2]   The structures of antioxidant and cytotoxic agents from natural source:: anthraquinones and tannins from roots of Rumex patientia [J].
Demirezer, LÖ ;
Kuruüzüm-Uz, A ;
Bergere, I ;
Schiewe, HJ ;
Zeeck, A .
PHYTOCHEMISTRY, 2001, 58 (08) :1213-1217
[3]   Exploration of Emodin to treat alpha-naphthylisothiocyanate-induced cholestatic hepatitis via anti-inflammatory pathway [J].
Ding, Yan ;
Zhao, Lei ;
Mei, Hong ;
Zhang, Shu-Ling ;
Huang, Zhi-Hua ;
Duan, Yan-Ying ;
Ye, Pian .
EUROPEAN JOURNAL OF PHARMACOLOGY, 2008, 590 (1-3) :377-386
[4]   STUDIES ON PLANT-TISSUE CULTURE .59. BIOTRANSFORMATION OF 2-PHENYLPROPIONIC ACID IN ROOT CULTURE OF PANAX-GINSENG [J].
FURUYA, T ;
USHIYAMA, M ;
ASADA, Y ;
YOSHIKAWA, T .
PHYTOCHEMISTRY, 1989, 28 (02) :483-487
[5]   Biotransformation using plant cultured cells [J].
Ishihara, K ;
Hamada, H ;
Hirata, T ;
Nakajima, N .
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2003, 23 (2-6) :145-170
[6]   GLUCOSYLATION OF BUTYRIC-ACID BY CELL-SUSPENSION CULTURE OF NICOTIANA-PLUMBAGINIFOLIA [J].
KAMEL, S ;
BRAZIER, M ;
DESMET, G ;
FLINIAUX, MA ;
JACQUINDUBREUIL, A .
PHYTOCHEMISTRY, 1992, 31 (05) :1581-1583
[7]   An acetoprenone glycoside from Exacum affine [J].
Kuwajima, H ;
Shibano, N ;
Baba, T ;
Takaishi, K ;
Inoue, K ;
Shingu, T .
PHYTOCHEMISTRY, 1996, 41 (01) :289-292
[8]  
Li GL, 2003, CHINESE J ORG CHEM, V23, P375
[9]   Biotransformation of paeonol by Panax ginseng root and cell cultures [J].
Li, W ;
Koike, K ;
Asada, Y ;
Yoshikawa, T ;
Nikaido, T .
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2005, 35 (4-6) :117-121
[10]  
Mastelic J, 2004, CROAT CHEM ACTA, V77, P491