Synthesis, Characterization and Antioxidant studies of Cd(II), Hg(II) and Pb(II) Complexes of some Synthetic curcuminoids

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Synthesis, Characterization and Antioxidant studies of Cd(II), Hg(II) and Pb(II) Complexes of some Synthetic curcuminoids

Author Affiliations

¹Department of Chemistry, University of Calicut, Thenhipalam, Kerala, INDIA
²PG Department of Chemistry, KAHM Unity Women’s College, Manjeri, Kerala, INDIA

Res.J.chem.sci., Volume 5, Issue (6), Pages 40-45, June,18 (2015)

Abstract

Cd (II), Hg (II) and Pb (II) complexes of two synthetic curcuminoid analogues derived from pentane-2,4-dione and aromatic aldehydes (furfural and naphthalene-2-carbaldehyde) have been synthesized and characterized by analytical and spectral data. In all the chelates, ligands behaved as monobasic bidentate where the hydrogen bonded enolic proton is substituted by the metal ion. Antioxidant studies of four synthetic curcuminoids (derived from benzaldehyde, cinnamaldehyde, furfural and naphthalene-2-carbaldehyde) revealed that all the ligands possess significant antioxidant activities. Maximum activity was observed with 2-naphthyl curcumin. Metal complexation enhanced the antioxidant activity of all the compounds and among these Hg(II) complexes showed highest activity.

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[ref2] Lobo V., Patil A., Phatak A. and Chandra N., Free radicals, Antioxidants and Functional Foods: Impact on Human Health, Pharmacogn. Rev.,4(8), 118–126 (2010)

[ref3] Sharma P., Jha A.B., Dubey R.S. and Pessarakli M., Reactive Oxygen Species, Oxidative Damage, and Antioxidative Defense Mechanism in Plants under Stressful Conditions, J. Bot., Article ID 217037, 26 pages (2012)

[ref4] Komethi M., Othman N, Ismail H. and Sasidharan S., Comparative Study on Natural Antioxidant as an Aging Retardant for Natural Rubber Vulcanizates, J. Appl. Polymer Sci.,124(2), 1490–1500 (2012)

[ref5] Shah R., Haidasz E.A., Valgimigli L. and Pratt D.A., Unprecedented Inhibition of Hydrocarbon Autoxidation by Diarylamine Radical-Trapping Antioxidants, J. Am. Chem. Soc., 137 (7), 2440–2443 (2015)

[ref6] Chan W.H., Lam K.S. and Yu W.K., Antioxidants in Plastic: An instrumental analysis project, J. Chem. Educ.,66(2), 172 (1989)

[ref7] Finley J.W., Kong A., Hintze K.J., Jeffery E.H., Ji L.L. and Lei X.G., Antioxidants in Foods: State of the Science Important to the Food Industry, J. Agric. Food Chem., 59 (13), 6837–6846 (2011)

[ref8] Race S., Antioxidants, The Truth about BHA, BHT, TBHQ and Other Antioxidants Used as Food Additives, Tigmor Books (2009)

[ref9] The Alpha-Tocopherol Beta Carotene Cancer Prevention Study Group, The Effect ofVitamin E and Beta Carotene on the Incidence of Lung Cancer and Other Cancers in Male Smokers, New England J. Med.,330 (15), 1029–1035 (1994)

[ref10] Rahman K., Studies on Free radicals, Antioxidants, and Co-factors, Clin. Interv. Aging,2(2), 219–236 (2007)

[ref11] Li P., Huo L., Su W., Lu R., Deng C., Liu L., Deng Y., Guo N., Lu C. and He C., Free Radical Scavenging Capacity, Antioxidant Activity and Phenolic Content of Pouzolzia zeylanica, J. Serb. Chem. Soc.,76 (5), 709–717 (2011)

[ref12] Jayaprakash G.K., Rao L.J. and Sakariah K.K., Antioxidant Activities of Curcumin, Demethoxycurcumin and Bis(demethoxy)curcumin, Food Chem.,98, 720–724 (2006)

[ref13] Nagpal M. and Sood S., Role of Curcumin in Systemic and Oral Health: An Overview, J. Nat. Sci. Biol. Med., 4(1), 3–7 (2013)

[ref14] Asouri M., Ataee R., Ahmadi A.A., Amini A.H. and Moshaei M.R., Antioxidant and Free Radical Scavenging Activities of Curcumin, Asian J. Chem., 25(13), 7593–7595 (2013)

[ref15] Borra S.K., Gurumurthy P., Mahendra J., Jayamathi K.M., Cherian C.N. and Chand R., Antioxidant and Free Radical Scavenging Activity of Curcumin Determined by Using Different in vitro and ex vivo Models, J. Med. Plants Res., 7(36), 2680–2690, (2013)

[ref16] Kalpana C. and Menon V.P., Protective Effect of Curcumin on Circulatory Lipid Peroxidation and Antioxidant Status during Nicotine-induced Toxicity, Toxicol. Mech. Methods,14(6)339–43 (2004)

[ref17] Sreejayan and Rao M.N.A. Curcuminoids as Potent Inhibitors of Lipid Peroxidation, J. Pharm. Pharmacol., 46, 1013–16 (1994)

[ref18] Pallikkavil R., Ummathur M.B. and Krishnankutty K., Synthesis, Characterization and Fluorescence Study of Phthalhydrazidylazo Derivative of an Unsaturated Diketone and its Metal Complexes, Turk. J. Chem.,37(6), 889–895 (2013)

[ref19] Pallikkavil R., Ummathur M.B., Sreedharan S. and Krishnankutty K., Synthesis, Characterization and Antimicrobial Studies of Cd(II), Hg(II), Pb(II), Sn(II) and Ca(II) Complexes of Curcumin, Main Group Met. Chem.,36(3-4), 123–127 (2013)

[ref20] John V.D., Ummathur M.B. and Krishnankutty K., Synthesis, Characterization and Antitumour Studies of Some Synthetic Curcuminoid Analogues and Their Aluminium Complexes, J. Coord. Chem., 66(9), 1508–1518 (2013)

[ref21] Pallikkavil R., Ummathur M.B. and Krishnankutty K., Cd(II), Hg(II) and Pb(II) Complexes of Some Synthetic Curcuminoid Analogues, Sci. Revs. Chem. Commun.,3(1), 75–80 (2013)

[ref22] Krishnankutty K. and Venugopalan P., Metal Chelates of Curcuminoids, Synth. React. Inorg. Met.-Org. Chem., 28(8), 1313–1325 (1998)

[ref23] John V.D., Kuttan G. and Krishnankutty K., Anti-tumour Studies of Metal Chelates of Synthetic Curcuminoids, J.Exp. Clin. Cancer Res., 21(2), 219–224 (2002)

[ref24] John V.D.and Krishnankutty K., Antitumour Activity of Synthetic Curcuminoid Analogues (1,7-Diaryl-1,6-heptadiene-3,5-diones) and Their Copper Complexes, Appl. Organomet. Chem.,20(8), 477–482 (2006)

[ref25] Rezaeizadeh A., Zuki A., Abdollahi M., Goh Y.M., Noordin M.M., Hamid M. and Azmi T.I, Determination of antioxidant activity in Methanolic and Chloroformic Extracts of Momordica charantia, African J. Biotech.,10(24), 4932–4940 (2011)

[ref26] Nakamoto K., Infrared Spectra of Inorganic and Coordination Compounds, Wiley, New York (1970)

[ref27] Sabah M.M., Synthesis and Characterization of Co+2, Ni+2, Cu+2, Zn+2 and Hg+2 Complexes with 1,1,2,2-tetrakis (Sodium Thioproponate) ethylene, Res. J. Chem. Sci.,3(7), 9-14 (2013)