Literature DB >> 27987923

Design, synthesis of novel starch derivative bearing 1,2,3-triazolium and pyridinium and evaluation of its antifungal activity.

Wenqiang Tan1, Qing Li2, Zhenpeng Gao3, Shuai Qiu4, Fang Dong2, Zhanyong Guo5.   

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.
Copyright © 2016 Elsevier Ltd. All rights reserved.

Entities:  

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)

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Year:  2016        PMID: 27987923     DOI: 10.1016/j.carbpol.2016.09.093

Source DB:  PubMed          Journal:  Carbohydr Polym        ISSN: 0144-8617            Impact factor:   9.381


  4 in total

1.  Novel Water Soluble Chitosan Derivatives with 1,2,3-Triazolium and Their Free Radical-Scavenging Activity.

Authors:  Qing Li; Xueqi Sun; Guodong Gu; Zhanyong Guo
Journal:  Mar Drugs       Date:  2018-03-28       Impact factor: 5.118

2.  Novel Amino-Pyridine Functionalized Chitosan Quaternary Ammonium Derivatives: Design, Synthesis, and Antioxidant Activity.

Authors:  Qing Li; Caili Zhang; Wenqiang Tan; Guodong Gu; Zhanyong Guo
Journal:  Molecules       Date:  2017-01-18       Impact factor: 4.411

Review 3.  The Expanding Role of Pyridine and Dihydropyridine Scaffolds in Drug Design.

Authors:  Yong Ling; Zhi-You Hao; Dong Liang; Chun-Lei Zhang; Yan-Fei Liu; Yan Wang
Journal:  Drug Des Devel Ther       Date:  2021-10-13       Impact factor: 4.162

4.  Preparation and Characterization of Novel Cationic Chitosan Derivatives Bearing Quaternary Ammonium and Phosphonium Salts and Assessment of Their Antifungal Properties.

Authors:  Wenqiang Tan; Qing Li; Fang Dong; Qiuhong Chen; Zhanyong Guo
Journal:  Molecules       Date:  2017-08-31       Impact factor: 4.411

  4 in total

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