Synthesis, Antiproliferative, and Antioxidant Evaluation of 2-Pentylquinazolin-4(3H)-one(thione) Derivatives with DFT Study
Ismail, Mahmoud; Amr, Abd El-Galil E.; Naglah, Ahmed M; El-Hag, Amira;
Abstract
The current study was chiefly designed to examine the antiproliferative and antioxidant activities of some novel quinazolinone(thione) derivatives 6-14. 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 6 and 14, which exhibited excellent potencies comparable to quinazolinone derivatives 5 and 9, respectively. Secondly, we compared the activity of four series of Schiff bases which included the quinazolinone moiety (11a-d). In addition, the antiproliferative and antioxidant activities of the compounds with various aryl aldehyde hydrazone derivatives (11a-d) analogs were studied. The compounds exhibited potency that increased with increasing electron donating group in p-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.
Other data
Title | Synthesis, Antiproliferative, and Antioxidant Evaluation of 2-Pentylquinazolin-4(3H)-one(thione) Derivatives with DFT Study | Authors | Ismail, Mahmoud ; Amr, Abd El-Galil E. ; Naglah, Ahmed M; El-Hag, Amira | Keywords | DFT study;Schiff base;antioxidant activity;antiproliferative activity;quinazolin-4(3H)-one;quinazolin-4(3H)-thione | Issue Date | 21-Oct-2019 | Publisher | MDPI | Journal | Molecules (Basel, Switzerland) | Volume | 24 | Issue | 20 | Start page | 3787 | ISSN | 1420-3049 | DOI | 10.3390/molecules24203787 | PubMed ID | 31640238 | Scopus ID | 2-s2.0-85073729001 | Web of science ID | WOS:000496249500156 |
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