SYNTHESIS AND EVALUATION OF SOME MANNICH BASES OF QUINAZOLINONE NUCLEUS
DOI:
https://doi.org/10.22159/ajpcr.2018.v11i2.22644Keywords:
Mannich reaction, Quinazolinone, Antimicrobial, 2, 2-Diphenyl-1-picrylhydrazyl methodAbstract
 Objective: In the present work, a series of five Mannich bases of quinazolinone nucleus synthesized by treating quinazolinones with various aromatic amines.
Methods: A series of Mannich bases of quinazolinone synthesized by refluxing quinazolinone with anthranilic acid, amine, and formaldehyde in ethanol. The chemical structures of synthesized compounds were confirmed by thin-layer chromatography using the suitable solvent system and characterized by melting point and IR. The compounds screened for their antibacterial activity and antioxidant activity.
Results: Antioxidant activity of the synthesized compounds was done using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals scavenging method. Compounds II and III showed values at 53% and 36%, respectively, when compared to that of standard ascorbic acid 24% at 10 μg/ml. Compounds II and IV showed excellent activity against Gram-negative organism Escherichia coli using ciprofloxacin as standard.
Conclusion: All the synthesized compounds were screened for antimicrobial activity by cup plate by measuring inhibition zone using E. coli at a concentration range of 200–600 mcg/ml, and antioxidant activity was determined by DPPH method.
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HaseenaBanu B, Prasad KV, Bharathi K. Biological importance of quinazolin-4-one scaffold and its derivatives--a brief update. Int J Pharm Pharm Sci 2015;7:1-7.
Singh VK, Singh SK, Gangwar L. Synthesis and antimicrobial activity of novel fused 4-3(H) quinazolinonederivatives. Int J Sci Res 2013;2:425- 8.
Zayed MF, Hassan MH. Synthesis and biological evaluation studies of novel quinazolinone derivatives as anti-bacterial and anti-inflammatory agents. Saudi Pharm J 2014;22:157-62.
Al-Amiery AA, Kadhum AA, Shamel M, Satar M, Khalid Y, Mohamad AB. Antioxidant and antimicrobial activities of novel quinazolinones. Med Chem Res 2014;23:236-42.
Patel Rohit D, Patel Manish P, Patel Ranjan G. Synthesis, evaluation, characterization and anti-bacterial activity of some new 2,3,6-trisubstituted quinazolin-4(3H)-ones. Indian J Chem 2005;44B:1944-6.
Jatav V, Mishra P, Kashaw S, Stables JP. CNS depressant and anticonvulsant activities of some novel 3-[5-substituted 1,3,4-thiadiazole-2-yl]-2-styryl quinazoline-4 (3H)-ones. Eur J Med Chem 2008;43:1945-54.
Reddy PS, Pratap RP, Manmohan RL. Synthesis of 2,2’-bisquinazolinones. Indian J Heterocycl Chem 2002;41B:1950-2.
Ashok K, Mirdula T, Srivastava VK. Synthesis and evaluation of hypotensive activity of some newer potential quinazolinone. Indian J Chem 2003;42B:2142-5.
Preeti R, Archana, Srivastava VK, Ashok K. Synthesis and evaluated anti-inflammatory activity of some new 2,3-disubstituted-6-monosubstituted-quinazolin-4(3H)-ones. Indian J Heterocycl Chem 2002;41B:2642-6.
Balaji K, Bhatt P, Mallika D, Jha A. Design, synthesis and antimicrobial evaluation of some mannich base derivative of 2-(subtituted)-5-amino-thiadiazoles. Int J Pharm Pharm Sci 2015;7:145-9.
Pushpa, Naraboli SB, Biradar JS. Synthesis, characterization, and biological activity of novel n-phenylpropyl-3-substituted indoline-2-one derivatives. Int J Pharm Pharm Sci 2017;9:165-70.
Kumar A, Fernandes J, Kumar P. synthesis and biological evaluation of some novel schiff bases of 2- quinolones. Int J Pharm Pharm Sci 2014;6:518-21.
Khodarahmi G, Jafari E, Hakimelahi G, Abedi D, Rahmani Khajouei M, Hassanzadeh F, et al. Synthesis of some new quinazolinone derivatives and evaluation of their antimicrobial activities. Iran J Pharm Res 2012;11:789-97.
Sivakumar KK, Rajasekharan A, Rao R, Narasimhan B. Synthesis, SAR study and evaluation of mannich and schiff bases of pyrazol-5(4H)-one moiety containing 3-(Hydrazinyl)-2-phenylquinazolin-4(3H)-one. Indian J Pharm Sci 2013;75:463-75.
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