SYNTHESIS OF ARYL GLYCOSIDES AS VIR GENE INDUCERS OF AGROBACTERIUM-TUMEFACIENS

被引：4

作者：

DELAY, D ^{[1
]}

CIZEAU, J ^{[1
]}

DELMOTTE, F ^{[1
]}

机构：

[1] UNIV ORLEANS,F-45071 ORLEANS,FRANCE

来源：

CARBOHYDRATE RESEARCH | 1992年 / 225卷 / 02期

关键词：

D O I：

10.1016/S0008-6215(00)90495-6

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：

Aryl-beta-glycopyranosides have been synthesized by coupling syringaldehyde (3-methoxyvanillin) with L-fucose, D-galactose, and maltose; acetosyringone (4-hydroxy-3,5-dimethoxyacetophenone) with L-fucose and maltose; acetovanillone (4-hydroxy-3-methoxyacetophenone) with L-fucose; and syringic acid (4-hydroxy-3,5-dimethoxybenzoic acid) with D-galactose. The procedure using peracetylated glycosyl halides and sodium phenolates in aqueous acetone afforded the acetylated-beta-glycosides, which were deacetylated.

引用

页码：179 / 188

页数：10

共 14 条

[1] FORMATION OF BETA-PELTATIN-A METHYL-ETHER AND CONIFERIN BY ROOT CULTURES OF LINUM-FLAVUM [J].

BERLIN, J ;

WRAY, V ;

MOLLENSCHOTT, C ;

SASSE, F .

JOURNAL OF NATURAL PRODUCTS, 1986, 49 (03) :435-439

[2] NEW SYNTHESES OF PLANT ARYL GLYCOSIDES AS POTENTIAL GENE INDUCERS [J].

DELAY, D ;

DELMOTTE, F .

CARBOHYDRATE RESEARCH, 1990, 198 (02) :223-234

[3] AGROBACTERIUM VIR-INDUCING ACTIVITIES OF GLYCOSYLATED ACETOSYRINGONE, ACETOVANILLONE, SYRINGALDEHYDE AND SYRINGIC ACID-DERIVATIVES [J].

DELMOTTE, FM ;

DELAY, D ;

CIZEAU, J ;

GUERIN, B ;

LEPLE, JC .

PHYTOCHEMISTRY, 1991, 30 (11) :3549-3552

[4] STRUCTURAL-ANALYSIS OF PHENOLIC GLUCOSIDES FROM SALICACEAE BY NMR-SPECTROSCOPY [J].

DOMMISSE, RA ;

VANHOOF, L ;

VLIETINCK, AJ .

PHYTOCHEMISTRY, 1986, 25 (05) :1201-1204

[5]

MAUTHNER F, 1930, J PRAKT CHEM, P313

[6] IDENTIFICATION OF AN AGROBACTERIUM-TUMEFACIENS VIRULENCE GENE INDUCER FROM THE PINACEOUS GYMNOSPERM PSEUDOTSUGA-MENZIESII [J].

MORRIS, JW ;

MORRIS, RO .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1990, 87 (09) :3614-3618

[7]

Nester E. W., 1991, Advances in molecular genetics of plant-microbe interactions. Volume I. Proceedings of the 5th International Symposium, Interlaken, Switzerland, 9-14 September 1990., P3

[8] HOT-WATER EXTRACTIVES OF LEAVES OF POPULUS-HETEROPHYLLA L [J].

PEARL, IA ;

DARLING, SF .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1977, 25 (04) :730-734

[9] ANALYSIS OF PHENOLIC-ACIDS AND ALDEHYDES BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY - A COMPARATIVE-ANALYSIS OF HIGH MOUNTAIN SOILS AND THEIR VEGETATION [J].

SERVE, L ;

PIOVETTI, L ;

LONGUEMARD, N .

JOURNAL OF CHROMATOGRAPHY, 1983, 259 (02) :319-328

[10] SPECIFICITY OF SIGNAL COMPOUNDS DETECTED BY AGROBACTERIUM-TUMEFACIENS [J].

SPENCER, PA ;

TOWERS, GHN .

PHYTOCHEMISTRY, 1988, 27 (09) :2781-2785

← 1 2 →