A FACILE GREEN SYNTHESIS OF 3-SUBSTITUTED-3-HYDROXYINDOLIN-2-ONES AND INVESTIGATION OF THEIR IN VITRO ANTIOXIDANT AND ANTIMICROBIAL POTENTIAL

Anshu Dandia, Deepti Saini, Dinesh Kumar Saini, Manas Mathur

Abstract


Potassium carbonate catalyzed synthesis of 3-substituted-3-hydroxyindolin-2-ones (A-E) by treating substituted indole-2,3-diones with substituted aryl ketones in aqueous medium under sonication with an object to develop potent antioxidant, antibacterial and antifungal agents of synthetic origin. It is revealed from the antioxidant screening results that the Compound A (3-hydroxy-3-[2-oxo-2-(4-chloro-phenyl)ethyl]indolin-2-one) and Compound E (5-Methyl-3-hydroxy-3-[2-oxo-2-(4-fluoro-phenyl)ethyl]indolin-2-one) manifested profound DPPH, ABTS•+ and NO radical scavenging activity. Compound C elicited the potent inhibitory action against all the bacterial pathogens. Compound A (3-hydroxy-3-[2-oxo-2-(4-chloro-phenyl)ethyl]indolin-2-one) and Compound C (5-Methyl-3-hydroxy-3-[2-oxo-2-(4-chloro-phenyl)ethyl]indolin-2-one) have showed equivalent activity comparable to standard drug Ampicillin against Pseudomonas aurigonosa. The advantages of this green method utilizing potassium carbonate as an inexpensive, safe, and efficient basic catalyst are high efficiency, mild reaction conditions, convenient operation and environmentally benign conditions.


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DOI: http://dx.doi.org/10.17628/ecb.2014.3.85-92

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