Green Synthesis of Quinazoline derivatives and evaluation of antioxidant potential
Apoorva Gupta , Avinash K. Kondalkar , Narottam Singh , Muraree Lal , Munesh Singh Bhadauria ,
ONLINE ISSN : 2456-8244ABSTRACT
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.
KEYWORDS
Quinazoline , microwave , antioxidant , DPPH , HRSA
DOI
REFERENCES
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