title: Design, synthesis of novel starch derivative bearing 1,2,3-triazolium and pyridinium and evaluation of its antifungal activity.
abstract: Based on cuprous-catalyzed azide-alkyne cycloaddition (CuAAC), starch derivative bearing 1,2,3-triazole and pyridine (II) was prepared and subsequently followed by alkylation with iodomethane to synthesize starch derivative bearing 1,2,3-triazolium and pyridinium (III). The antifungal activities of starch derivatives against Colletotrichum lagenarium, Watermelon fusarium, and Phomopsis asparagi, were then assayed by hypha measurement in vitro. Apparently, starch derivatives showed enhanced antifungal activity against three fungi at the tested concentrations compared with starch. Especially, the best inhibitory index of starch derivative (III) against Colletotrichum lagenarium attained 97% above at 1.0mg/mL. Meanwhile, starch derivative (III) had stronger antifungal activity than starch derivative (II), which was reasonable to propose that the alkylation of 1,2,3-triazole and pyridine was significant for enhanced antifungal activity. As this novel starch derivative bearing 1,2,3-triazolium and pyridinium could be prepared efficiently and exhibited superduper antifungal activity, this material might provide an effective way and notion to prepare novel antifungal agents.
authors.affiliation: Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China; University of Chinese Academy of Sciences, Beijing 100049, China.
authors.forename: Wenqiang
authors.initials: W
authors.lastname: Tan
authors.affiliation: Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China.
authors.forename: Qing
authors.initials: Q
authors.lastname: Li
authors.affiliation: School of Marine Science and Technology, Harbin Institute of Technology at Weihai, Weihai 264209, China.
authors.forename: Zhenpeng
authors.initials: Z
authors.lastname: Gao
authors.affiliation: College of Life Sciences, Yantai University, Yantai 264005, China.
authors.forename: Shuai
authors.initials: S
authors.lastname: Qiu
authors.affiliation: Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China.
authors.forename: Fang
authors.initials: F
authors.lastname: Dong
authors.affiliation: Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China. Electronic address: zhanyongguo@hotmail.com.
authors.forename: Zhanyong
authors.initials: Z
authors.lastname: Guo
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects*; D013213:Starch / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000935:Antifungal Agents; D014230:Triazoles; D013213:Starch
keywords: 1,2,3-Triazolium; Antifungal activity; Click chemistry; Iodomethane (PubChem CID: 6328); N-bromosuccinimide (PubChem CID: 67184); Nicotinoyl chloride hydrochloride (PubChem CID: 88438); Propargyl amine (PubChem CID: 239041); Pyridinium; Sodium azide (PubChem CID: 33557); Soluble starch (PubChem CID: 439341); Starch derivative; Triphenylphosphine (PubChem CID: 11776)