Zhong Zhimei, Xing Ronge, Liu Song, Wang Lin, Cai Shengbao, Li Pengcheng
Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.
Carbohydr Res. 2008 Feb 25;343(3):566-70. doi: 10.1016/j.carres.2007.11.024. Epub 2007 Dec 4.
Three different acyl thiourea derivatives of chitosan (CS) were synthesized and their structures were characterized by FT-IR spectroscopy and elemental analysis. The antimicrobial behaviors of CS and its derivatives against four species of bacteria (Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, and Sarcina) and four crop-threatening pathogenic fungi (Alternaria solani, Fusarium oxysporum f. sp. vasinfectum, Colletotrichum gloeosporioides (Penz.) Saec, and Phyllisticta zingiberi) were investigated. The results indicated that the antimicrobial activities of the acyl thiourea derivatives are much better than that of the parent CS. The minimum value of MIC and MBC of the derivatives against E. coli was 15.62 and 62.49 microg/mL, respectively. All of the acyl thiourea derivatives had a significant inhibitory effect on the fungi in concentrations of 50-500 microg/mL; the maximum inhibitory index was 66.67%. The antifungal activities of the chloracetyl thiourea derivatives of CS are noticeably higher than the acetyl and benzoyl thiourea derivatives. The degree of grafting of the acyl thiourea group in the derivatives was related to antifungal activity; higher substitution resulted in stronger antifungal activity.
合成了三种不同的壳聚糖（CS）酰基硫脲衍生物，并通过傅里叶变换红外光谱（FT-IR）和元素分析对其结构进行了表征。研究了CS及其衍生物对四种细菌（大肠杆菌、铜绿假单胞菌、金黄色葡萄球菌和八叠球菌）和四种威胁作物的致病真菌（番茄早疫病菌、尖孢镰刀菌枯萎专化型、胶孢炭疽菌和姜叶点霉）的抗菌性能。结果表明，酰基硫脲衍生物的抗菌活性远高于母体CS。衍生物对大肠杆菌的最低抑菌浓度（MIC）和最低杀菌浓度（MBC）分别为15.62和62.49μg/mL。所有酰基硫脲衍生物在50 - 500μg/mL浓度下对真菌均有显著抑制作用；最大抑制指数为66.67%。壳聚糖的氯乙酰硫脲衍生物的抗真菌活性明显高于乙酰和苯甲酰硫脲衍生物。衍生物中酰基硫脲基团的接枝程度与抗真菌活性有关；取代度越高，抗真菌活性越强。
