Please use this identifier to cite or link to this item: https://open.uns.ac.rs/handle/123456789/30323
Title: ANTIOXIDANT AND CYTOTOXIC ACTIVITY OF MONO- AND BIS-SALICYLIC ACID DERIVATIVES
АНТИОКСИДАТИВНА И ЦИТОТОКСИЧНА АКТИВНОСТ МОНО-И БИС- ДЕРИВАТА САЛИЦИЛНЕ КИСЕЛИНЕ
Authors: Đurendić Evgenija
Savic (Zavis) Marina 
Jovanović-Šanta Suzana 
Sakač Marija
Kojić Vesna 
Mihály Szécsi
Okljesa Aleksandar 
Posa Mihalj
Penov Katarina
Keywords: salicylic acid derivatives, antioxidant activity, cytotoxic activity, QSAR study
Issue Date: 2014
Journal: Acta Periodica Technologica
Abstract: A simple synthesis of mono- and bis-salicylic acid derivatives 1-10 by the transesterificationof methyl salicylate (methyl 2-hydroxybenzoate) with 3-oxapentane-1,5-diol, 3,6-dioxaoctane-1,8-diol, 3,6,9-trioxaundecane-1,11-diol, propane-1,2-diol or 1-aminopropan-2-olin alkaline conditions is reported. All compounds were tested in vitro on threemalignant cell lines (MCF-7, MDA-MB-231, PC-3) and one non-tumor cell line (MRC-5). Strong cytotoxicity against prostate PC-3 cancer cells expressed compounds 3, 4, 6, 9and 10, all with the IC50 less than 10 µmol/L, which were 11-27 times higher than thecytotoxicity of antitumor drug doxorubicin. All tested compounds were not toxic againstthe non-tumor MRC-5 cell line. Antioxidant activity of the synthesized derivatives wasalso evaluated. Compounds 2, 5 and 8 were better OH radical scavengers than commercialantioxidants BHT and BHA. The synthesized compounds showed satisfactory scavengeractivity, which was studied by QSAR modeling. A good correlation between the experimentalvariables IC50DPPH and IC50OH and MTI (molecular topological indices) moleculardescriptors and CAA (accessible Connolly solvent surface area) for the new compounds1, 3, and 5 was observed.
URI: https://open.uns.ac.rs/handle/123456789/30323
ISSN: 1450-7188
DOI: 10.2298/APT1445173D
Appears in Collections:MDF Publikacije/Publications

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