通过壳聚糖与咪唑衍生物的加成反应合成了五种新型的咪唑官能化壳聚糖衍生物3a-3e。通过FTIR证实了壳聚糖中咪唑部分的部分掺入,UV,1HNMR,XRD,SEM和GPC。同时,对三种常见植物病原真菌的抗真菌活性:烟草疫霉(P。烟草),镰刀菌(F.谷草)和枯萎病(R.solani),通过菌丝测量在体外测定0.5和1.0mg/mL,咪唑基团的引入会影响其抗真菌活性。在0.5mg/mL时,3e抑制烟草P.nicotianae生长达42%,并且具有50%的对S.solani的抑制指数。衍生物3e比未修饰的壳聚糖更有效,未修饰的壳聚糖对烟草P的抗真菌指数为17%,对R.solani的抗真菌指数为22%。令我们惊讶的是,在1.0mg/mL时,3e对R.solani的抑制率可达99%,而壳聚糖的抑制率仅为38%。这些结果表明,一些具有增强抗真菌活性的咪唑壳聚糖衍生物可以作为潜在的生物材料用于抗真菌应用。
Five novel
imidazole-functionalized chitosan derivatives 3a-3e were synthesized via addition reactions of chitosan with
imidazole derivatives. The partial incorporation of
imidazole moiety in chitosan were confirmed by FTIR, UV, 1H NMR, XRD, SEM and GPC. Meanwhile, the antifungal activity against three common plant pathogenic fungi: Phytophthora nicotianae (P. nicotianae), Fusarium graminearum (F. graminearum) and Rhizoctonia solani (R. solani), was assayed in vitro at 0.5 and 1.0 mg/mL by hyphal measurement, and the introduction of
imidazole group can influence the antifungal activity. At 0.5 mg/mL, 3e inhibited P. nicotianae growth by 42 % and had an inhibitory index against R. solani of 50 %. Derivative 3e was more effective than unmodified chitosan whose antifungal index was 17 % against P. nicotianae and 22 % against R. solani. To our surprise, at 1.0 mg/mL, the inhibition rate of 3e against R. solani can reach 99 %, while the inhibition rate of chitosan is only 38 %. These results indicated that some
imidazole chitosan derivatives with enhanced antifungal activities could serve as potential biomaterial for antifungal application.