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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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