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Synthesis of Some Novel Flavanones and Evaluation of Antioxidant Activities


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1 Department of Pharmaceutical Chemistry, NGSM Institute of Pharmaceutical Sciences, Mangalore-575018, Karnataka, India
     

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The novel series of substituted flavanones were synthesized by reacting various 2-hydroxy chalcones. The intermediate 2-hydroxy chalcones were synthesized by Claisen-Schmidt condensation reaction. Flavanones were prepared by refluxing 2-hydroxychalcones in ethanol in presence of conc. H2SO4. All the synthesized compounds (RF1-RF9) were assigned on the basis of IR, 1H-NMR and MASS spectral data. These synthesized compounds were evaluated for their antioxidant activity by two different methods, DPPH and nitric oxide method. The compounds RF1, RF2, RF6, and RF7, RF8 showed very good activity when compared to the standard.

Keywords

2-Hydroxy Chalcones, Flavanones, Antioxidant, DPPH, Nitric Oxide.
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  • Yin B T, Yan C Y, Peng X M, Zhang S L, Rasheed S, . Synthesis and biological evaluation of α- triazolyl chalcones as a new type of potential antimicrobial agents and their interaction with calf thymus. DNA and human serum albumin. Eur. J. Med. Chem. 2014; 71: 148-159.
  • Murti Y, Mishra P. Synthesis and evaluation of flavanones as anticancer agents. Indian J. Pharm. Sci. 2014; 76(2): 163-166.
  • Cabrera M, Simoens M, Falchi G, Lavaagi ML, Piro OE, Synthetic chalcones, flvanones and flavones as anti-tumoral activity. Biological evaluation and structure-activity relationships. Bioorg. Med. Chem. 2007; 15: 3356-3367.
  • Bandgar BP, Sachin A, Patil, RN, Korbad BL. Synthesis and biological evaluation of nitrogen containing chalcones as possible anti-inflammatory and antioxidant. Bioorg. Med. Chem. 2015; 20(2): 730-733.
  • Kalirajan R, Sivakumar SU, Jubie S, Gowramma B Suresh B. Synthesis and biological evaluation of some heterocyclic derivatives of chalcones. Int. J ChemTech Res. 2009; 1(1): 27-34.
  • Mahapatra DK, Asati V, Bhatra SK. Chalcones and their therapeutic targets for the management of diabetes: Structural and pharmacological perspectives. Eur J Med Chem 2015; 92: 839-865.
  • Smit FJ, Biljon RA, Birkholtz L M, David D. Synthesis and in vitro biological evaluation of Dihydro artemisinyl -chalcone esters. Eur. J. Med. Chem. 2015; 90: 33-44.
  • Sharma M, Akhtar, N, Sambhav. Emerging potential of citrus flavanones as antioxidant in diabetes and its Complications Curr. Med.Chem. 2015; 15(2): 187-195.
  • Shakil NA, Singh MK, Kumars, J. Microvave accelerated solvent-free synthesis and antifungal evaluations of flavanones. Arch. Phytopathol. Pflanzenschutz. 2011; 44(20): 1958-1965
  • Bandgar BP, Gawande SS, Bodade RG, Totre JV, Khobragade CN. Synthesis and biological evaluation of simple methoxylated chalcones as anticancer, anti-inflammatory and antioxidant agents. Bioorg. Med. Chem. 2010; 18; 1364-1370.
  • Xie, Yixi, Y, Weijie, T, Antibacterial activities of flavonoids: Structure activity relationship and Mechanism. Curr. Med. Chem. 2015; 22(1): 132-149.
  • Gupta S, Shivahare R, Korthikunta V, Singh R, Gupta S, Synthesis and biological evaluation of chalcones as potential antileishmanial agents.. Eur. J. Med. Chem. 2014; 81: 359-366.
  • Dyrager C, Wickstrom M, Friden S M, Friberg A, Dahlen K, Inhibitors and promoters of tubulin polymerisation: Synthesis and biological evaluation of chalcones and related dienones as potential anticancer agent. Bioorg. Med. Chem. 2011; 19: 2659-2655.
  • Shailasree S, Sampath K, Niranjana SR, Prakash SH. In-vitro antioxidant activity, lipoxygenase, cycoxygenase -2 inhibition and DNA protection properties of memecylon species Int. J. Pharm Sci 2013; 5(2): 257-262.
  • Kumar P, Kumar A, Pinto J S, Akshata G, Bhashini, Synthesis and biological evaluation of pyrimidine derivatives via pyrrolyl chalcones. Res.J Pharm and Tech. 2017; 10(5).1392-1394
  • Blois MS. Antioxidant determinations by the use of a stable free radical. Nature 1958; 26: 1199-1200
  • Susanta KM, Goutam C, Gupta M, Mazumder UK, et al. in-vitro antioxidant activity of Dispyrosmalabarica Kostal bark. Ind J Exp Biol. 2004; 44: 39-44.

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  • Synthesis of Some Novel Flavanones and Evaluation of Antioxidant Activities

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Authors

K. Ishwar Bhat
Department of Pharmaceutical Chemistry, NGSM Institute of Pharmaceutical Sciences, Mangalore-575018, Karnataka, India
Ranee Kumari
Department of Pharmaceutical Chemistry, NGSM Institute of Pharmaceutical Sciences, Mangalore-575018, Karnataka, India
Abhishek kumar
Department of Pharmaceutical Chemistry, NGSM Institute of Pharmaceutical Sciences, Mangalore-575018, Karnataka, India
Pankaj Kumar
Department of Pharmaceutical Chemistry, NGSM Institute of Pharmaceutical Sciences, Mangalore-575018, Karnataka, India

Abstract


The novel series of substituted flavanones were synthesized by reacting various 2-hydroxy chalcones. The intermediate 2-hydroxy chalcones were synthesized by Claisen-Schmidt condensation reaction. Flavanones were prepared by refluxing 2-hydroxychalcones in ethanol in presence of conc. H2SO4. All the synthesized compounds (RF1-RF9) were assigned on the basis of IR, 1H-NMR and MASS spectral data. These synthesized compounds were evaluated for their antioxidant activity by two different methods, DPPH and nitric oxide method. The compounds RF1, RF2, RF6, and RF7, RF8 showed very good activity when compared to the standard.

Keywords


2-Hydroxy Chalcones, Flavanones, Antioxidant, DPPH, Nitric Oxide.

References