Evaluation of the relation between the endogenous scopoletin and scopolin level of some solanaceous and papaver cell suspensions and their ability to bioconvert scopoletin to scopolin

被引:17
作者
Fliniaux, MA
GilletManceau, F
Marty, D
Macek, T
Monti, JP
JacquinDubreuil, A
机构
[1] FAC PHARM, LAB BIOMOL, F-80037 AMIENS, FRANCE
[2] ACAD SCI CZECH REPUBL, INST ORGAN CHEM & BIOCHEM, DEPT PLANT TISSUE CULTURES, CR-16610 PRAGUE, CZECH REPUBLIC
关键词
plant cell suspensions; solanaceae; papaver; glucosylation; scopoletin; scopolin; HPLC; H-1; C-13-NMR;
D O I
10.1016/S0168-9452(96)04596-7
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
Endogenous scopolin and its aglycon scopoletin were tested in various plant cell suspensions by HPLC; The results indicate that the levels of these compounds varied greatly from one plant cell suspension to another (10(-3)-5 mg/g dry mass), Both scopoletin and scopolin were detected in the Nicotiana tabacum L. cell suspensions while only scopolin was detected in the Duboisia myoporoides R.Br., Solanum aviculare Forst. and Papaver somniferum L. cells. The identity of this scopolin was confirmed by MMR and MS data. Neither of these compounds was accumulated in the Nicotiana plumbaginifolia Viv. cell suspensions. Moreover, all the cell suspensions, except N. tabacum could bioconvert exogenous scopoletin to scopolin. The yield of the bioconversion varied from one cell suspension to another (21-92%). No correlation could be established between the capacity of the cells to bioconvert scopoletin to scopolin and the endogenous scopolin level. (C) 1997 Elsevier Science Ireland Ltd.
引用
收藏
页码:205 / 210
页数:6
相关论文
共 20 条
[1]   MASS-SPECTRAL ANALYSIS OF GLUCURONIDES [J].
BILLETS, S ;
LIETMAN, PS ;
FENSELAU, C .
JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (01) :30-33
[2]   EXTRACTION OF COUMARINS FROM PLANT-MATERIAL (LEGUMINOSAE) [J].
BOURGAUD, F ;
POUTARAUD, A ;
GUCKERT, A .
PHYTOCHEMICAL ANALYSIS, 1994, 5 (03) :127-132
[3]   BIOSYNTHESIS OF COUMARINS - SCOPOLETIN FORMATION IN TOBACCO TISSUE CULTURES [J].
FRITIG, B ;
HIRTH, L ;
OURISSON, G .
PHYTOCHEMISTRY, 1970, 9 (09) :1963-+
[4]   ABIOTIC ELICITATION OF COUMARIN PHYTOALEXINS IN SUNFLOWER [J].
GUTIERREZ, MC ;
PARRY, A ;
TENA, M ;
JORRIN, J ;
EDWARDS, R .
PHYTOCHEMISTRY, 1995, 38 (05) :1185-1191
[5]   EFFECT OF 2,4-DICHLOROPHENOXYACETIC ACID ON GLUCOSYLATION OF SCOPOLETIN TO SCOPOLIN IN TOBACCO TISSUE-CULTURE [J].
HINO, F ;
OKAZAKI, M ;
MIURA, Y .
PLANT PHYSIOLOGY, 1982, 69 (04) :810-813
[6]   PURIFICATION AND SOME PROPERTIES OF UDP-GLUCOSE - ORTHO-DIHYDROXYCOUMARIN 7-O-GLUCOSYLTRANSFERASE FROM TOBACCO CELL-CULTURES [J].
IBRAHIM, RK ;
BOULAY, B .
PLANT SCIENCE LETTERS, 1980, 18 (02) :177-184
[7]  
KUROYANAGI M, 1986, CHEM PHARM BULL, V34, P4012
[8]   MASS-SPECTRAL CHARACTERIZATION OF THE GLUCURONIDE CONJUGATES OF TERBUTRYN [2-(TERT-BUTYLAMINO)-4-(ETHYLAMINO)-6-(METHYLTHIO)-S-TRIAZINE] METABOLITES FROM RATS AND GOAT [J].
LARSEN, GL ;
BAKKE, JE .
BIOMEDICAL MASS SPECTROMETRY, 1978, 5 (06) :391-394
[9]   ORGANIC GROWTH FACTOR REQUIREMENTS OF TOBACCO TISSUE CULTURES [J].
LINSMAIER, EM ;
SKOOG, F .
PHYSIOLOGIA PLANTARUM, 1965, 18 (01) :100-+
[10]  
Macek TE, 1989, BIOTECHNOLOGY AGR FO, V7, P443