In the present work newer antioxidants based on qui- nalzoline nucleus were synthesized and evaluated. The confirma- tion of the structure of the synthesized compounds was done by IR, 1HNMR and mass spectral studies. The antioxidant potential of the synthesized compounds was also evaluated and the the data reveals IC50 value of 17.4 to 32.6 µg/mL against DPPH radical and 18.3 to 37.4 µg/mL against hydroxy radical. The compounds 4d & 4e exhibited the best antioxidant activity against DPPH and HRSA assays. The results revealed that higher electron withdrawing po- tential in the benzene substituent resulted in higher antioxidant capacity. On the other hand compound 4a with an aliphatic chain exhibited the least antioxidant activity in both the assays.
NAMES:
ONLINE ISSN:2456-8244
Keywords: Quinazoline , microwave , antioxidant , DPPH , HRSA
DOI:
1. Hassan, S.; Mueller, T. J. Advanced Synthe-sis & Catalysis 2015, 357, 617-666.
2. Chen, Z.; Liu, Z.; Cao, G.; Li, H.; Ren, H. Advanced Synthesis & Catalysis 2017, 359, 202-224.
3. Sokolova, N. V.; Nenajdenko, V. G. RSC Ad-vances 2013, 3, 16212-16242.
4. Cao SL, Feng YP, Jiang YY. Synthesis and in vitro antitumor activity of 4(3H)-quinazolinone derivatives with dithiocarba-
mate side chains. Bio Org Med Chem 2005; 15:1915-1917.
5. Giri RS, Thaker HM, Giordano T, Williams J. Design, synthesis and characterization of novel 2-(2,4-disubstituted-thiazole-5-yl)-3-aryl-3H-quinazoline-4-one derivatives as inhibitors of NF-kappaB and AP-1 mediated transcription activation and as potential anti-inflammatory agents. European J Med Chem 2009; 44:2184–2189.
6. Helby, Abdel MH. Design and synthesis of some new derivatives of 3H-quinazolin-4-one with promising anticonvulsant activity. Acta Pharma 2003; 53:127–138.
7. Kadi AA, Azab AS, Alafeefy AM, Abdel SG. Synthesis and biological screening of some new substituted 2-mercapto-4(3H)
quinazolinone analogues as anticonvulsant agents. J. Pharma. Sci. 2006; 34:147-158.
8. Jatav V, Mishra P, Kashaw S. CNS depres-sant and anticonvulsant activities of some novel 3-[5-substituted 1,3,4-thiadiazole-2-yl]-2-styryl quinazoline-4(3H)-ones. Europe-an J Med Chem 2008; 43:1945-1951.
9. Xia Y, Yang ZY, Hour MJ, Kuo SC. Anti-tumour agents.Part 204: Synthesis and bio-logical evaluation of substituted 2-aryl quinazolinones. Bioorg Med Chem Lett 2001; 11:1193–1196.
10. Jessy EM, Sambanthan AT, Alex J, Sridevi CH, Srinivasan KK. Synthesis and biological evaluation of some novel quinazolones. In-dian J Pharm Sci 2007; 69:476-478.
11. Alagarsamy V, Thangathiruppathy A, Man-dal SC, Rajasekaran S. Pharmacological evaluation of 2-substituted (1,3,4) thiadia-zolo quinazolines. Indian J Pharm Sci 2006; 68:108-111
12. Chen K, Wang K, Kirichian AM et al. In sili-co design, synthesis, and biological evalua-tion of radioiodinated quinazolinone deriva-tives for alkaline phosphatase-mediated cancer diagnosis and therapy. Mol Cancer Ther 2006; 5:3001–13.
13. Dash B, Dash S, Laloo D, Chakraborty J. Design, synthesis and in vivo antitumor ac-tivity of novel 3, 4 disubstituted quinazoline derivatives. Int J Pharm Chem 2017, 7(1): 20-30
14. Rahman M, Rathore A, Siddqui AA, Parveen G, Yar MS. Synthesis and Antihypertensive Screening of New Derivatives of Quinazolines Linked with Isoxazole. BioMed Research International 2014, http://dx.doi.org/10.1155/2014/739056
15. Munteanu IG, Apetrei C. Analytical Methods Used in Determining Antioxidant Activity: A Review. International J Molecular Sciences. 2021; 22: 3380. doi: 10.3390/ijms22073380
16. Blois MS. Antioxidant determinations by the use of a stable free radical. Nature. 1958; 181 (4617): 1199-1200