Synthesis, Characterization and Antioxidant Studies of Curcumin Derivatives

R. Revathi; D. Arul Ananth; A. Rameshkumar; T. Sivasudha

doi:10.14233/ajchem.2015.18529

Issue

Vol. 27 No. 4 (2015): Vol 27 Issue 4

Issue Published : February 4, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Characterization and Antioxidant Studies of Curcumin Derivatives

https://doi.org/10.14233/ajchem.2015.18529

R. Revathi

Department of Science and Humanities, Sri Ramakrishna Institute of Technology, Coimbatore-641 010, India

D. Arul Ananth

Department of Environmental Biotechnology, Bharathidasan University, Tiruchirappalli-620 024, India

A. Rameshkumar

Department of Environmental Biotechnology, Bharathidasan University, Tiruchirappalli-620 024, India

T. Sivasudha

Department of Environmental Biotechnology, Bharathidasan University, Tiruchirappalli-620 024, India

Corresponding Author(s) : R. Revathi

revathigr09@gmail.com

Asian Journal of Chemistry, Vol. 27 No. 4 (2015): Vol 27 Issue 4
Article Published : February 4, 2015

Abstract

Three curcumin derivatives having modification in active methylene group (1, 3) and keto groups (2) were successfully synthesized and characterized by ¹H NMR and FT-IR spectroscopic techniques. The substitution on the active methylene site of curcumin increases the antioxidant behaviour but it is decreased on modifications in the carbonyl group. The observed results suggest that the structural modifications will help in tuning the antioxidant behaviour of curcumin. While comparing compound 1 which have strong donating group than compound 3, the former shows higher scavenging activity. This implies the electron donating strength also plays an important role in determining the antioxidant activity. The observed results will aid in developing new curcumin derivatives for better antioxidant properties.

Keywords

Curcumin Antioxidant activity

Revathi, R., Arul Ananth, D., Rameshkumar, A., & Sivasudha, T. (2015). Synthesis, Characterization and Antioxidant Studies of Curcumin Derivatives. Asian Journal of Chemistry, 27(4), 1489–1494. https://doi.org/10.14233/ajchem.2015.18529

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References

L. Barros, M.J. Ferreira, B. Queirós, I.C.F.R. Ferreira and P. Baptista, Food Chem., 103, 413 (2006); doi:10.1016/j.foodchem.2006.07.038.

(a) A.J.A. Petrus, Asian J. Chem., 26, 4929 (2014); doi:10.14233/ajchem.2014.16547; (b) I. Gülçin, Life Sci., 78, 803 (2006); doi:10.1016/j.lfs.2005.05.103.

D. Shahwar, U. Sana and N. Ahmad, Turk. J. Chem., 37, 262 (2013).

(a) G. Rajasekhar Reddy, A.B. Morais and N.N. Gandhi, Asian J. Chem., 25, 9249 (2013); doi:10.14233/ajchem.2013.15215; (b) X.Y. Shang, Y. Zhang, Y.L. Bai, C.L. Xu, W.N. Niu and C.G. Qin, Asian J. Chem., 25, 9092 (2013); doi:10.14233/ajchem.2013.15010; (c) Y. Jin, Y. Xuan, M. Chen, J. Chen, Y. Jin, J. Piao and J. Tao, Asian J. Chem., 25, 8901 (2013); doi:10.14233/ajchem.2013.14900.

D. Yasuda, K. Takahashi, T. Ohe, S. Nakamura and T. Mashino, Bioorg. Med. Chem., 21, 7709 (2013); doi:10.1016/j.bmc.2013.10.021.

A.R. Garrett, E.G. Weagel, A.D. Martinez, M. Heaton, R.A. Robison and K.L. O’Neill, Food Chem., 158, 490 (2014); doi:10.1016/j.foodchem.2014.02.102.

(a) S. Baytas, E. Kapcak, T. Coban and H. Ozbilge, Turk. J. Chem., 36, 867 (2012); (b) J.P. Raval, T.N. Akhaja, D.M. Jaspara, K.N. Myangar and N.H. Patel, J. Saudi Chem. Soc., 18, 101 (2014); doi:10.1016/j.jscs.2011.05.019.

M. Cousins, J. Adelberg, F. Chen and J. Rieck, Ind. Crops Prod., 25, 129 (2007); doi:10.1016/j.indcrop.2006.08.004.

B.B. Aggarwal, I.D. Bhatt, H. Ichikawa, K.S. Ahn, G. Sethi, S.K. Sandur, N. Chitra, N. Seeram and S. Shishodia, Curcumin Biological and Medicinal Properties, In: Turmeric: The Genus Curcuma, CRC Press, New York, vol. 45, p. 297 (2006).

S. Shishodia, G. Sethi and B.B. Aggarwal, Ann. N.Y. Acad. Sci., 1056, 206 (2005); doi:10.1196/annals.1352.010.

B.B. Aggarwal, C. Sundaram, N. Malani and H. Ichikawa, Adv. Exp. Med. Biol., 595, 1 (2006)

F.L. Yen, T.-H. Wu, C.-W. Tzeng, L.-T. Lin and C.-C. Lin, J. Agric. Food Chem., 58, 7376 (2010); doi:10.1021/jf100135h.

K.I. Priyadarsini, D.K. Maity, G.H. Naik, M.S. Kumar, M.K. Unnikrishnan, J.G. Satav and H. Mohan, Free Radic. Biol. Med., 35, 475 (2003); doi:10.1016/S0891-5849(03)00325-3.

S.V. Jovanovic, C.W. Boone, S. Steenken, M. Trinoga and R.B. Kaskey, J. Am. Chem. Soc., 123, 3064 (2001); doi:10.1021/ja003823x.

S. Mishra, U. Narain, R. Mishra and K. Misra, Bioorg. Med. Chem., 13, 1477 (2005); doi:10.1016/j.bmc.2004.12.057.

M. Kelkel, C. Jacob, M. Dicato and M. Diederich, Molecules, 15, 7035 (2010); doi:10.3390/molecules15107035.

R.M. Silverstein and F.X. Webster, Spectrometric Identification of Organic Compounds, John Wiley & Sons, New Delhi, edn 5 (2005).

S. Sumathi, P. Tharmaraj, C.D. Sheela and R. Ebenezer, J. Coord. Chem., 65, 506 (2012); doi:10.1080/00958972.2012.655727.

J. Lal, S.K. Gupta, D. Thavaselvam and D.D. Agarwal, Eur. J. Med. Chem., 64, 579 (2013); doi:10.1016/j.ejmech.2013.03.012.

A. Rameshkumar and T. Sivasudha, Asian Pacific J. Trop. Biomed., 2, S895 (2012); doi:10.1016/S2221-1691(12)60332-3.

Issue

Vol. 27 No. 4 (2015): Vol 27 Issue 4

Synthesis, Characterization and Antioxidant Studies of Curcumin Derivatives

Corresponding Author(s) : R. Revathi

Abstract

Keywords

Full Article

Download Citation

References

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