为了研究不同植物诱导剂之间的协同作用,我们以水杨酸甲酯为原料与6-O-乙酰基-2,3,4-三-O-苯甲酰基-α-D-吡喃葡萄糖苷三氯乙酰亚胺酯偶联得化合物5,然后脱去6-位乙酰基得受体化合物6,化合物6与葡聚六糖三氯乙酰亚胺酯供体7偶联,脱保护后得到葡聚七糖与水杨酸的缀合物1.生物活性研究结果表明,葡聚七糖还原端连有水杨酸的糖缀合物诱导植物抗病活性要比相应的七糖2高.
The elicitor-active heptaglucose (2) acts as a regulatory molecule in plants, which can stimulate biosynthesis of phytoalexins in quantities sufficient to inhibit growth of microbial pathogens. Salicylic acid can also stimulate plants to produce phytoalexin as a defense response to the pathogen. In order to investigate the synergic effect of the heptaglucose (2) and salicylic acid, 2-carboxylic acid phenyl gluco-heptasaccharide ( 1 ) was synthesized by condensation of the hexasaccharide donor (7) and 2-methylcarboxylate phenyl glucoside acceptor (6), which was obtained by 6-O-deacetylation of 2-methylcarboxylate phenyl 6-O-acetyl-2,3,4-tri-Obenzoyl-α-D-glucopyranoside (5). Compound 5 was synthesized by coupling of 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate (3) with methyl salicylate (4). The structures of all compounds synthesized were determined by NMR and elemental analysis. The ability of elicitor to stimulate phytoalexin accumulation in soybean tissue has been used as the basis for biological assays of its activity. Bioassay indicates that the heptaglucose derivative synthesized here has slightly more phytoalexin-elicitor activity than its corresponding heptaglucose, heptaglucose 2 and salicylic acid have a synergic effect.