Biological potential of novel methoxy and hydroxy substituted heteroaromatic amides designed as promising antioxidative agents: Synthesis, 3D-QSAR analysis and biological activity

Sović, Irena; Cindrić, Maja; Perin, Nataša; Boček, Ida; Novaković, Irena; Damjanović, Ana; Stanojković, Tatjana; Zlatović, Mario; Hranjec, Marijana; Bertoša, Branimir

doi:10.1021/acs.chemrestox.9b00256

Pregled bibliografske jedinice broj: 1014941

Biological potential of novel methoxy and hydroxy substituted heteroaromatic amides designed as promising antioxidative agents: Synthesis, 3D-QSAR analysis and biological activity

Sović, Irena; Cindrić, Maja; Perin, Nataša; Boček, Ida; Novaković, Irena; Damjanović, Ana; Stanojković, Tatjana; Zlatović, Mario; Hranjec, Marijana; Bertoša, Branimir

Biological potential of novel methoxy and hydroxy substituted heteroaromatic amides designed as promising antioxidative agents: Synthesis, 3D-QSAR analysis and biological activity // Chemical research in toxicology, 32 (2019), 9; 1880-1892 doi:10.1021/acs.chemrestox.9b00256 (međunarodna recenzija, članak, znanstveni)

CROSBI ID: 1014941 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Biological potential of novel methoxy and hydroxy substituted heteroaromatic amides designed as promising antioxidative agents: Synthesis, 3D-QSAR analysis and biological activity

Autori
Sović, Irena ; Cindrić, Maja ; Perin, Nataša ; Boček, Ida ; Novaković, Irena ; Damjanović, Ana ; Stanojković, Tatjana ; Zlatović, Mario ; Hranjec, Marijana ; Bertoša, Branimir

Izvornik
Chemical research in toxicology (0893-228X) 32 (2019), 9; 1880-1892

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
amides ; benzimidazoles ; benzothiazoles , 3D-QSAR ; antioxidative activity ; antiproliferative activity in vitro ; antimicrobial activity

Sažetak
This paper discusses antioxidative and biological activity of 25 novel amidino substituted benzamides with a variety of heteroaromatic nuclei attached to the benzamide moiety and with a variable number of methoxy and/or hydroxy substituents. Targeted compounds, bearing either amidino or 2- imidazolinyl substituent, were obtained in the Pinner reaction from cyano precursors. 3D-QSAR models were generated to predict antioxidative activity of the 25 novel aromatic and heteroaromatic benzamide derivatives. The compounds were tested for antioxidative activity using in vitro spectrophotometric assays. Direct validation of 3D-QSAR approach for predicting activities of novel benzamide derivatives was carried out by comparing experimental and computationally predicted antioxidative activity. Experimentally determined activities for all novel compounds were found to be within standard deviation of error of the models. Following this, structure- activity relationships among the synthesized compounds are discussed. Furthermore, antiproliferative activity in vitro against HeLa cells as well as antibacterial and antifungal activity was tested to confirm the other biological activities of the prepared compounds.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti

Napomena
Institute of Chemistry, Technology and Metallurgy, University of Belgrade ; Faculty of Chemistry, University of Belgrade ; Institute of Oncology and Radiology

POVEZANOST RADA

Projekti:
HRZZ-IP-2018-01-4379 - Istraživanje antioksidativnog djelovanja benzazolskog skeleta u dizajnu novih antitumorskih agensa (AntioxPot) (Hranjec, Marijana, HRZZ - 2018-01) ( CroRIS)

Ustanove:
Prirodoslovno-matematički fakultet, Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Profili:

Branimir Bertoša (autor)