Journal of the Serbian Chemical Society 2017 Volume 82, Issue 1, Pages: 1-12
https://doi.org/10.2298/JSC151222088B
Full text ( 489 KB)
Cited by
Synthesis and biological evaluation of (3-arylisoxazol-5-yl) methyl 6-fluoro-4-oxo-4H-chromene-2-carboxylates as antioxidant and antimicrobial agents
Battula Kumaraswamy (Kakatiya University, Department of Chemistry, Warangal, Telangana, India)
Narsimha Sirassu (Kakatiya University, Department of Chemistry, Warangal, Telangana, India)
Nagavelli Vasudeva Reddy (Kakatiya University, Department of Chemistry, Warangal, Telangana, India)
Srinivasa Rao Mutheneni (Indian Institute of Chemical Technology, Chemical Biology Laboratory, Hyderabad, India)
A series of novel (3-aryl-1,2-oxazol-5-yl) methyl 6-fluoro-4-oxo-4H-
-chromene-2-carboxylate derivatives (C1-C12) were synthesized by Cu (I)
catalyzed reaction of in situ generated nitrile oxides with prop-2-yn-1-yl
6-fluoro-4-oxo-4H-chromene-2-carboxylate in good yields and investigated
their antioxidant and antimicrobial activities. Among all the synthesized
compounds, C1 (IC50: 16.43 ± 0.57 μM) and C12 (IC50:15.98 ± 0.72 μM) have
registered good antioxidant activity as compared to the standard drug Trolox.
Compound-C1, C3, and C6 have registered very good inhibition against all
gram-positive and gram-negative bacterial strains with MIC values ranging
from 9.375 to 37.5 (μg mL-1). Compound-C7, C8, C9, C10, and C11 have
registered good inhibition against B. subtilis and S. aureus with MIC values
ranging from 18.75 to 37.5 (μg mL-1). Compound-C10 and C11 against P.
aero-ginosa have shown prominent activity than the standard drug Penicillin
(MIC: 12.5 μg mL-1) with MIC 9.375 μg mL-1 (~ 1.33 fold potent than
Penicillin). Compound-C7, C8, and C9 have registered good to moderate
antifungal activity against four tested fungal strains with MIC values
ranging from 18.75 and 37.5 μg mL-1
Keywords: isoxazole, chromene, antioxidant, antimicrobial activity