Water-soluble triazole chitin derivative and its based nanoparticles: Synthesis, characterization, catalytic and antibacterial properties

In this work, we treated chitin with 2-(azidomethyl)oxirane and successfully involved the resultant azido chitin derivatives in the ultrasound-assisted Cu(I)-catalyzed azido-alkyne click (CuAAC) reaction with propargylic ester of N,N,N-trimethyl glycine. Thus, we obtained novel water-soluble triazole chitin derivatives. The triazole chitin derivatives and their nanoparticles are characterized by a high in vitro antibacterial activity, which is the same or even higher than that of commercial antibiotics ampicillin and gentamicin. The obtained derivatives are non-toxic. Moreover, the obtained water-soluble polymers are highly efficient green catalysts for the aldol reaction in green solvent water. The catalysts can be easily extracted from the reaction mixture by its precipitation with green solvent ethanol followed by centrifugation and they can be reused at least 10 times. © 2021 Elsevier Ltd

Authors
Kritchenkov A.S. 1, 2, 3 , Egorov A.R. 1 , Abramovich R.A. 1 , Kurliuk A.V.4 , Shakola T.V.4 , Kultyshkina E.K. 1 , Ballesteros Meza M.J. , Pavlova A.V. 1 , Suchkova E.P.2 , Le Nhat Thuy G. , Van Tuyen N. , Khrustalev V.N. 1, 6
Publisher
Elsevier Ltd
Language
English
Status
Published
Number
117593
Volume
257
Year
2021
Organizations
  • 1 Peoples’ Friendship University of Russia (RUDN University), Miklukho-Maklaya St. 6, Moscow, 117198, Russian Federation
  • 2 Saint Petersburg National Research University of Information Technologies, Mechanics, and Optics, Kronverkskii pr. 49, St. Petersburg, 197101, Russian Federation
  • 3 Institute of Technical Acoustics NAS of Belarus, Ludnikova Prosp. 13, Vitebsk, 210009, Belarus
  • 4 Vitebsk State Medical University, Frunze av. 27, Vitebsk, 210009, Belarus
  • 5 Institute of Chemistry, Vietnam Academy of Science and Technology, Viet Nam
  • 6 Zelinsky Institute of Organic Chemistry RAS, Leninsky Prosp. 47, Moscow, 119991, Russian Federation
Keywords
Aldol reaction; Azido chitin derivatives; Betaine; Chitin; Chitin; Chitosan; Click-chemistry; Copper(II) sulfate pentahydrate; diisopropylethylamine (DIEA); Ionic gelation method; Lithium chloride; Nanoparticles; Propargyl alcohol; Propargylic ester of N,N,N-trimethyl glycine; Thionyl chloride 2-(azidomethyl)oxirane; Tripolyphosphate (TPP)
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