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Synthesis, characterization and catalytic optimization of Schiff bases containing 8- methyl-quinazolinones as potent anti-inflammatory and antimicrobial scaffolds

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Title Synthesis, characterization and catalytic optimization of Schiff bases containing 8- methyl-quinazolinones as potent anti-inflammatory and antimicrobial scaffolds
 
Creator Ramani, Naimish P
Modasiya, Ishita J
Patel, Bonny Y
 
Subject Quinazolinone
Schiff base
Catalytic optimization
Anti-inflammatory
Antimicrobial
 
Description 903-913
A set of twelve new quinazoline arylidene/heteroarylidene motifs have been synthesized by forming Schiff bases from
the 3-amino-8-methyl-2-(p-tolyl)quinazolin-4(3H)-one intermediate. These compounds have been analyzed and tested for
their anti-inflammatory and antimicrobial potential. The in vitro results for anti-inflammatory activity show that compound
6g (2-Br) exhibits the most potent activity with an inhibition of 96.89±0.83 against the standard medication. Compound 6d
(4-OH) has the second-highest anti-inflammatory inhibition of 92.64±0.38. In terms of antimicrobial activity, compound 6d
shows the highest inhibitory impact ranging from 12.5 to 50 μg/mL against specific bacterial and fungal pathogens.
Compound 6g also demonstrates good action against E. coli, Klebsiella sp., B. megaterium, S. aureus, and A. niger species.
Compounds 6e, 6j and 6k have strong antibacterial activity but only modest antifungal efficacy in antimicrobial activity
tests. According to the SAR study, compounds 6d, 6e and 6k that have EDGs such as hydroxyl at the ortho, meta and para
positions have both potent antimicrobial and anti-inflammatory activities. Moreover, compounds 6c, 6g, and 6j which have
EWGs (–Cl, –Br, and –NO2) in the ortho and para positions exhibit better anti-inflammatory activity as compared to the
meta-derivative 6b. Further evaluation of compounds 6d and 6g with standard antibiotics is crucial for treating harmful
microorganisms.
 
Date 2024-09-24T12:18:28Z
2024-09-24T12:18:28Z
2024-09
 
Type Article
 
Identifier 2583-1321 (Online); 0019-5103 (Print)
http://nopr.niscpr.res.in/handle/123456789/64589
https://doi.org/10.56042/ijc.v63i9.11802
 
Language en
 
Publisher NIScPR-CSIR,India
 
Source IJC Vol.63(09) [September 2024]