Synthesis and antifungal activity of thiadiazole-functionalized chitosan derivatives
Synthesis and antifungal activity of thiadiazole-functionalized chitosan derivatives
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噻二唑功能化壳聚糖衍生物的合成及其抗真菌活性
DOI：
10.1016/j.carres.2013.03.001
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发表时间：
2013-05-24
影响因子：
3.1
通讯作者：
Guo, Zhanyong
中科院分区：
文献类型：
--
作者：
Li, Qing;Ren, Jianming;Guo, Zhanyong
合成了一类含1，3，4-噻二唑基的新型水溶性壳聚糖衍生物，包括1，3，4-噻二唑(TPCTS)、2-甲基-1，3，4-噻二唑(MTPCTS)和2-苯基-1，3，4-噻二唑(PTPCTS)。体外菌丝测定结果表明，所合成的壳聚糖衍生物对三种植物病原菌均有较好的抑菌活性。在所有合成的壳聚糖衍生物中，MTPCTS对供试植物病原菌的抑制效果最好，对炭疽病菌的抑制指数分别为75.3%、82.5%和65.8%。Et Halst、芦笋拟南星Phomopsis astopli(Sacc.)Bubak和果色假单胞菌Monilinia fructicola(Wint.)蜂蜜浓度分别为1.0 mg/m L。这些指标均高于壳聚糖。这些数据还表明，噻二唑中的疏水基团(烷基和苯基)和烷基取代基的长度往往会影响壳聚糖衍生物的抗真菌活性。推测噻二唑基团使合成的壳聚糖具有明显的抗真菌活性和良好的水溶解性。(C)2013爱思唯尔有限公司。保留所有权利。
A groups of novel water soluble chitosan derivatives containing 1,3,4-thiadiazole group were synthesized including 1,3,4-thiadiazole (TPCTS), 2-methyl-1,3,4-thiadiazole (MTPCTS), and 2-phenyl-1,3,4-thiadiazole (PTPCTS). Their antifungal activity against three kinds of phytopathogens was estimated by hypha measurement in vitro, and the fungicidal assessment shows that the synthesized chitosan derivatives have excellent activity against tested fungi. Of all the synthesized chitosan derivatives, MTPCTS inhibited the growth of the tested phytopathogens most effectively with inhibitory indices of 75.3%, 82.5%, and 65.8% against Colletotrichum lagenarium (Pass) Ell. et halst, Phomopsis asparagi (Sacc.) Bubak, and Monilinia fructicola (Wint.) Honey respectively at 1.0 mg/mL. These indices are higher than those of chitosan. These data also demonstrate that the hydrophobic moiety (alkyl and phenyl) and the length of alkyl substituent in thiadiazole tend to affect the antifungal activity of chitosan derivatives. It is hypothesized that thiadiazole groups enable the synthesized chitosan to possess obviously better antifungal activity and good solubility in water. (C) 2013 Elsevier Ltd. All rights reserved.