海洋科学2024，Vol.48Issue(1)：44-55,12.DOI:10.11759/hykx20220721001
烟酰化壳寡糖季铵盐的制备及抑菌活性研究
Niacinated chitooligosaccharide quaternary ammonium salt:synthesis and antimicrobial activity
摘要
Abstract
Natural bioactive compounds present in marine organisms can exert antimicrobial functions.Hence,the development of marine organism-derived antimicrobials has become a novel area of interest among marine biology industries and holds innovative potential for new antimicrobial development.Chitosan is the deacetylated product of chitin,a renewable resource in the ocean.Chitooligosaccharide is the degraded product of chitosan with better water solubility and biological activity,displaying broader application prospects in the food and biomedicine fields.To enhance the antimicrobial activity of chitooligosaccharide,a chitooligosaccharide-niacin acid derivative was synthesized using N,N'-carbonyldiimidazole as a catalyst,and its cationic derivatives were obtained through a fur-ther nucleophilic reaction between the chitooligosaccharide-niacin acid derivative and bromoalkanes.The structure of chitooligosaccharide and its derivatives was analyzed using Fourier-transform infrared spectroscopy and nuclear magnetic resonance,and its antimicrobial efficacy against two harmful bacteria was assessed using broth dilution methods and three plant-threatening fungi by hyphal measurement.The results indicated that the end products had enhanced antimicrobial activity compared with chitooligosaccharide.In particular,the chitooligosaccharide deriva-tive containing n-hexane displayed great antimicrobial effects against marine pathogens(MIC=0.125 mg/mL;MBC=0.25 mg/mL)and plant-threatening fungi(65.7%against Botrytis cinerea and 51.5%against Glomerella cingulate at 1.0 mg/mL).These results indicated that the preparation of niacinate chitooligosaccharide quaternary ammonium salt by introducing linear alkyls into chitooligosaccharides can significantly enhance antimicrobial ac-tivity.Such chitooligosaccharides will possess great application potential in food,biomedicine,and other industries.关键词
壳寡糖/烟酰化反应/阳离子化/直链烷基/抑菌活性Key words
chitooligosaccharide/nicotinylation/cationization/linear alkyl/antimicrobial activity分类
海洋科学引用本文复制引用
林琮皓,袁玉婷,谭文强,郭占勇,姜爱莉..烟酰化壳寡糖季铵盐的制备及抑菌活性研究[J].海洋科学,2024,48(1):44-55,12.基金项目
中国科学院青年创新促进会(2020219) （2020219）
国家重点研发计划(2019YFD0900705)Youth Innovation Promotion Association CAS,No.2020219 （2019YFD0900705）
National Key R&D Program of China,No.2019YFD0900705 （）
