Summary: | The current study was chiefly designed to examine the antiproliferative and antioxidant activities of some novel quinazolinone(thione) derivatives <b>6</b>−<b>14</b>. The present work focused on two main points; firstly, comparing between quinazolinone and quinazolinthione derivatives. Whereas, antiproliferative (against two cell lines namely, HepG2 and MCF-7) and antioxidant (by two methods; ABTS and DPPH) activities of the investigated compounds, the best quinazolinthione derivatives were <b>6</b> and <b>14,</b> which exhibited excellent potencies comparable to quinazolinone derivatives <b>5</b> and <b>9</b>, respectively. Secondly, we compared the activity of four series of Schiff bases which included the quinazolinone moiety (<b>11a</b>−<b>d</b>). In addition, the antiproliferative and antioxidant activities of the compounds with various aryl aldehyde hydrazone derivatives (<b>11a</b>−<b>d</b>) analogs were studied. The compounds exhibited potency that increased with increasing electron donating group in <i>p</i>-position (OH > OMe > Cl) due to extended conjugated systems. Noteworthy, most of antiproliferative and antioxidant activities results for the tested compounds are consistent with the DFT calculations.
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