The antioxidant and antifungal activity of chitosan derivatives bearing Schiff bases and quaternary ammonium salts
Wei, LJ; Tan, WQ; Wang, G; Li, Q; Dong, F; Guo, ZY
Source PublicationCARBOHYDRATE POLYMERS
ISSN0144-8617
2019-12-15
Volume226Pages:UNSP 115256
KeywordChitosan Schiff bases Quaternary ammonium salts Antifungal activity Antioxidant activity
MOST Discipline CatalogueChemistry, Applied ; Chemistry, Organic ; Polymer Science
DOI10.1016/j.carbpol.2019.115256
Contribution Rank[Wei, Lijie; Tan, Wenqiang; Wang, Gang; Li, Qing; Dong, Fang; Guo, Zhanyong] Chinese Acad Sci, Yantai Inst Coastal Zone Res, Key Lab Coastal Biol & Bioresource Utilizat, Yantai 264003, Peoples R China; [Wei, Lijie; Guo, Zhanyong] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Corresponding AuthorGuo, Zhanyong(zhanyongguo@hotmail.com)
Department海岸带生物资源高效利用研究与发展中心
AbstractIn order to improve the antioxidant and antifungal activity of chitosan, eight chitosan derivatives containing Schiff bases and quaternary ammonium salts were synthesized via an intermediate 6-O-chloroacetyl-2-N,N,N-trimethyl quaternary ammonium salt chitosan. Detailed structural characterization was carried out using FTIR and H-1 NMR spectroscopy, and elemental analysis. The antifungal activity against F. oxysporum f sp. cucumerium, B. cinerea, and F. oxysponim f sp. niveum was evaluated using a mycelium growth rate test. The results indicated that the chitosan derivatives exhibited enhanced antifungal activity when compared to chitosan, especially at 1.0 mg/mL. 644-(2,3-dihydroxyl-benzimide) pyridine] acetyl-2-N,N,N-trimethyl-chitosan chloride (2.3HBPATC), 6-[4-(2,3,4-trihydroxyl-benzimide) pyridine] acetyl-2-N,N,N-trimethyl-chitosan chloride (2.3.4HBPATC), 6-[4-(2-fluorine-benzimide) pyridine] acetyl-2-N,N,N-trimethyl-chitosan chloride (FBPATC), 644-(2-chlorine-benzimide) pyridine] acetyl-2-N,N,N-trimethyl-chitosan chloride (CBPATC), 6-[4-(2-bromine-benzimide) pyridine] acetyl-2-N,N,N-trimethyl-chitosan chloride (BBPATC), and 644-(2-hydroxyl-4-chlorine-benzimide) pyridine] acetyl-2-N,N,N-trimethyl-chitosan chloride (HCBPATC) showed inhibitory indices > 90.0% at 1.0 mg/mL against F. oxysporum f sp. cucumerium and B. cinerea. Furthermore, the chitosan derivatives showed stronger antioxidant activity than chitosan, especially 2.3HBPATC and 2.3.4HBPATC with inhibitory indices of 100.0% at 1.6 mg/mL against DPPH and superoxide radicals. Based on these data, it is reasonable to suggest that the introduction of phenolic hydroxyl and halogen groups enhances the antifungal and antioxidant activity of chitosan.
SubtypeArticle
Funding OrganizationNational Natural Science Foundation of ChinaNational Natural Science Foundation of China [41576156] ; seed project of Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences [YIC Y755031011] ; Natural Science Foundation of Shandong Province of ChinaNatural Science Foundation of Shandong Province [ZR2017BD015] ; Science and Technology Service Network Initiative of Chinese Academy of sciences [KFJ-STSZDTP-023]
Indexed BySCI
Language英语
WOS KeywordN-SUBSTITUTED CHITOSAN ; ACTIVITY IN-VITRO ; INULIN DERIVATIVES ; ANTIBACTERIAL ; NANOPARTICLE
WOS Research AreaChemistry, Applied ; Chemistry, Organic ; Polymer Science
WOS IDWOS:000488245300007
Citation statistics
Cited Times:36[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.yic.ac.cn/handle/133337/24789
Collection海岸带生物学与生物资源利用重点实验室_海岸带生物资源高效利用研究与发展中心
海岸带生物学与生物资源利用重点实验室_海岸带生物学与生物资源保护实验室
Affiliation1.Chinese Acad Sci, Yantai Inst Coastal Zone Res, Key Lab Coastal Biol & Bioresource Utilizat, Yantai 264003, Peoples R China;
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Wei, LJ,Tan, WQ,Wang, G,et al. The antioxidant and antifungal activity of chitosan derivatives bearing Schiff bases and quaternary ammonium salts[J]. CARBOHYDRATE POLYMERS,2019,226:UNSP 115256.
APA Wei, LJ,Tan, WQ,Wang, G,Li, Q,Dong, F,&Guo, ZY.(2019).The antioxidant and antifungal activity of chitosan derivatives bearing Schiff bases and quaternary ammonium salts.CARBOHYDRATE POLYMERS,226,UNSP 115256.
MLA Wei, LJ,et al."The antioxidant and antifungal activity of chitosan derivatives bearing Schiff bases and quaternary ammonium salts".CARBOHYDRATE POLYMERS 226(2019):UNSP 115256.
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