tx9b00256_si_001.pdf (2.49 MB)
Biological Potential of Novel Methoxy and Hydroxy Substituted Heteroaromatic Amides Designed as Promising Antioxidative Agents: Synthesis, 3D-QSAR Analysis, and Biological Activity
journal contribution
posted on 2019-08-19, 12:37 authored by Irena Sović, Maja Cindrić, Nataša Perin, Ida Boček, Irena Novaković, Ana Damjanović, Tatjana Stanojković, Mario Zlatović, Marijana Hranjec, Branimir BertošaThis
paper discusses antioxidative and biological activities of
25 novel amidino substituted benzamides with a variety of heteroaromatic
nuclei attached to the benzamide moiety and with a variable number
of methoxy 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
a 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.