Synthesis of Carvone-Derived 1,2,3-Triazoles Study of Their Antioxidant Properties and Interaction with Bovine Serum Albumin

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2018 Nov 21

PMID 30453471

Citations 4

Authors

Armen S Galstyan

Armen I Martiryan

Karine R Grigoryan

Armine G Ghazaryan

Melanya A Samvelyan

Tariel V Ghochikyan

Valentine G Nenajdenko

Affiliations

Soon will be listed here.

Abstract

Natural L-carvone was utilized as a starting material for an efficient synthesis of some terpenyl-derived 1,2,3-triazoles. Chlorination of carvone, followed by nucleophilic substitution with sodium azide resulted in the preparation of 10-azidocarvone. Subsequent CuAAC click reaction with propargylated derivatives provided an efficient synthetic route to a set of terpenyl-derived conjugates with increased solubility in water. All investigated compounds exhibit high antioxidant activity, which is comparable with that of vitamin C. It was also found that serum albumin and the terpenyl-1,2,3-triazoles hybrids spontaneously undergo reversible binding driven by hydrophobic interactions, suggesting that serum albumin can transport the target triazoles.

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