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Chemistry for Sustainable Development

2017 year, number 4

Synthesis and Study of Antimicrobial Action of Guanidine Derivatives of Pectin and Carboxymethyl Cellulose

O. R. AKHMEDOV
Institute of Bioorganic Chemistry, Academy of Sciences of Republic Uzbekistan, Tashkent (Uzbekistan)
E-mail: ibchem@uzsci.net
Keywords: pectin, carboxymethyl cellulose, guanidine, periodate oxidation, acute toxicity, antimicrobial action
Pages: 341-345

Abstract

Polymeric guanidine derivatives occupy a special place among antimicrobial compounds. Guanidines are well soluble in water, have a wide spectrum of antimicrobial action and durable effects, nontoxic, and also meet modern medical requirements. Due to the high reactivity of guanidine to interact with various functional groups, we manage to carry out a number of new chemical modifications that allow obtaining new biologically active low and high molecular mass compounds. The present paper presents preparation of water-soluble guanidine derivatives of pectin and carboxymethyl cellulose bound between each other with the amine bond. A process for the preparation of guanidine derivatives of pectin and carboxymethyl cellulose consists of the following stages: periodate oxidation of polysaccharides, the condensation reaction of guanidine with oxidized pectin and carboxymethyl cellulose, –C=N bond reduction. The structure and composition of the resulting compounds were studied by IR spectroscopy, X-ray structural and elemental analysis (by nitrogen content). It was determined that the maximum number of guanidine groups in the resulting products was contained during the interaction of dialdehyde derivatives of pectin and carboxymethyl cellulose with guanidine in a 1.0 : 2.3 molar ratio. Antimicrobial activity of resulting guanidine derivatives of pectin and carboxymethyl cellulose against Staphylococcus aureus, Staphylococcus epidermidis, Klebsiella, Escherichia coli and Streptococcus faecalis was explored. It was found that bacteriostatic effect began to increase with an increase in the concentration of the obtained compounds. The paper gives acute toxicity studies results on guanidine derivatives of pectin and carboxymethyl cellulose, upon the results of which they can be referred to class IV slightly toxic substances.

DOI: 10.15372/CSD20170401