Synthesis, Characterization and Biological Screening of Ferulic Acid Derivatives
Author(s)
T. Naga Ravi Kiran1*,
Ch. Sri Alekhya1,
B. V. S. Lokesh1,
A. V. S. Madhu Latha2,
Y. Rajendra Prasad1,
T. Naga Mounika1
Affiliation(s)
1 Department of Pharmaceutical Chemistry, Andhra University, Visakhapatnam, India. 2 Nalanda Institute of Pharmaceutical Sciences, Sattenapalli, Guntur, India.
1 Department of Pharmaceutical Chemistry, Andhra University, Visakhapatnam, India. 2 Nalanda Institute of Pharmaceutical Sciences, Sattenapalli, Guntur, India.
ABSTRACT
According to WHO, cancer is a leading cause of death worldwide, accounting for 8.2 million deaths in 2012. Among several factors involved in the pathogenesis of cancer, free radical formation followed by damage to DNA and cell protein is one of the causes. Natural plant products have gained enormous interest in the prevention or treatment of chronic diseases. Ferulic acid, like other phenolic acids (caffeic acid, sinapic acid) possess anti cancer activity. A series of ferulic esters (FE1 - FE11) and ferulic amides (FA1 - FA10) were synthesized and evaluated for their cytotoxic activity.
According to WHO, cancer is a leading cause of death worldwide, accounting for 8.2 million deaths in 2012. Among several factors involved in the pathogenesis of cancer, free radical formation followed by damage to DNA and cell protein is one of the causes. Natural plant products have gained enormous interest in the prevention or treatment of chronic diseases. Ferulic acid, like other phenolic acids (caffeic acid, sinapic acid) possess anti cancer activity. A series of ferulic esters (FE1 - FE11) and ferulic amides (FA1 - FA10) were synthesized and evaluated for their cytotoxic activity.
KEYWORDS
Ferulic Acid, Cytotoxicity, Hela (Cervical Cancer Cell Lines), A549 (Lung Cancer Cell Lines), HT-29 (Colorectal Cancer Cell Lines), Synthesis
Ferulic Acid, Cytotoxicity, Hela (Cervical Cancer Cell Lines), A549 (Lung Cancer Cell Lines), HT-29 (Colorectal Cancer Cell Lines), Synthesis
Cite this paper
Kiran, T. , Alekhya, C. , Lokesh, B. , Latha, A. , Prasad, Y. and Mounika, T. (2015) Synthesis, Characterization and Biological Screening of Ferulic Acid Derivatives. Journal of Cancer Therapy, 6, 917-931. doi: 10.4236/jct.2015.610100.
Kiran, T. , Alekhya, C. , Lokesh, B. , Latha, A. , Prasad, Y. and Mounika, T. (2015) Synthesis, Characterization and Biological Screening of Ferulic Acid Derivatives. Journal of Cancer Therapy, 6, 917-931. doi: 10.4236/jct.2015.610100.
References
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http://dx.doi.org/10.1016/S0955-2863(01)00215-7 [11] Kobayashi, M., Hirano, T. and Iseki, K. In Vitro and in Vivo Antioxidant Properties of Ferulic Acid: A Comparative Study with Other Natural Oxidation Inhibitors. Food Chemistry. [12] Khatkar, A., Nanda, A., Kumar, P. and Narasimhan, B. (2015) Synthesis and Antimicrobial Evaluation of Ferulic Acid Derivatives. Research on Chemical Intermediates, 41, 299-309.
http://dx.doi.org/10.1007/s11164-013-1192-2 [13] Ferrari, M., Fornasiero, M.C. and Isetta, A.M. (1990) MTT Colorimetric Assay for Testing Macrophage Cytotoxicity Activity in Vitro. Journal of Immunological Method, 131, 165-172. [14] Ciapetti, G., Cennai, E., Pratelli, L. and Pizzoferrato, A. (1993) In Vitro Evaluatio of Cell/Biomaterial Interaction by MTT Assay. Biomaterials, 14, 359-364. [15] Choi, Y.E. and Park, E. (2015) Ferulic Acid in Combination with PARP Inhibitor Sensitizes Breastcancer Cells as Chemotherapeutic Strategy. Biochemical and Biophysical Research Communications, 458, e520-e524.
[1] Sultana, R. (2012) Ferulic Acid Ethyl Ester as a Potential Therapy in Neurodegenerative Disorders. Biochimica et Biophysica Acta, 1822, 748-752.
http://dx.doi.org/10.1016/j.bbadis.2011.10.015 [2] LeBlanc, L.M., Paré, A.F., Jean-Francois, J., Hébert, M.J.G., Surette, M.E. and Touaibia, M. (2012) Synthesis and Antiradical/Antioxidant Activities of Caffeic Acid Phenethyl Ester and Its Related Propionic, Acetic, and Benzoic Acid Analogues. Molecules, 17, 14637-14650.
http://dx.doi.org/10.3390/molecules171214637 [3] Mancuso, C. and Santangelo, R. (2014) Ferulic Acid: Pharmacological and Toxicological Aspects. Food and Chemical Toxicology, 65, 185-195.
http://dx.doi.org/10.1016/j.fct.2013.12.024 [4] Kumar, N. and Pruthi, V. (2014) Potential Applications of Ferulic Acid from Natural Sources. Biotechnology Reports, 4, 86-93.
http://dx.doi.org/10.1016/j.btre.2014.09.002 [5] Lin, F.-H., Lin, J.-Y., Gupta, R.D., Tournas, J.A., Burch, J.A., Angelica Selim, M., Monteiro-Riviere, N.A., Grichnik, J.M., Zielinski, J. and Pinnell, S.R. Ferulic Acid Stabilizes a Solution of Vitamins C and E and Doubles Its Photoprotection of Skin. The Society for Investigative Dermatology. [6] Choi, R., et al. (2011) Effect of Ferulic Acid on Diabetic Nephropathyin Rat Model of Type2 Diabetes. EMM Experimental and Molecular Medicine, 43, 676-683.
http://dx.doi.org/10.3858/emm.2011.43.12.078 [7] Zhang, P.-X., Lin, H., Qu, C., Tang, Y.-P., Li, N.-G., Kai, J., Shang, G.X., Li, B.Q., Zhang, L., Yan, H., Liu, P. and Duan, J.-A. (2015) Design, Synthesis, and in Vitro Antiplatelet Aggregation Activities of Ferulic Acid Derivatives. Journal of Chemistry, 2015, Article ID: 376527. [8] Bian, Y.-Y., Guo, J., Majeed, H., Zhu, K.-X., Guo, X.-N., Peng, W. and Zhou, H.-M. (2015) Ferulic Acid Renders Protection to HEK293 Cells against Oxidative Damage and Apoptosis Induced by Hydrogen Peroxide. In Vitro Cellular & Developmental Biology-Animal, 51, 722-729.
http://dx.doi.org/10.1007/s11626-015-9876-0 [9] Srinivasan, M., Sudheer, A.R. and Menon, V.P. (2007) Ferulic Acid: Therapeutic Potential through It’s Anti Oxidant Activity. Journal of Clinical Biochemistry and Nutrition, 40, 92-100. [10] Kanski, J., Aksenova, M., Stoyanova, A. and Allan Butterfield, D. (2002) Ferulic Acid Antioxidant Protection against Hydroxyl and Peroxyl Radical Oxidation in Synaptosomal and Neuronal Cell Culture Systems in Vitro: Structure-Activity Studies. Journal of Nutritional Biochemistry, 13, 273-281.
http://dx.doi.org/10.1016/S0955-2863(01)00215-7 [11] Kobayashi, M., Hirano, T. and Iseki, K. In Vitro and in Vivo Antioxidant Properties of Ferulic Acid: A Comparative Study with Other Natural Oxidation Inhibitors. Food Chemistry. [12] Khatkar, A., Nanda, A., Kumar, P. and Narasimhan, B. (2015) Synthesis and Antimicrobial Evaluation of Ferulic Acid Derivatives. Research on Chemical Intermediates, 41, 299-309.
http://dx.doi.org/10.1007/s11164-013-1192-2 [13] Ferrari, M., Fornasiero, M.C. and Isetta, A.M. (1990) MTT Colorimetric Assay for Testing Macrophage Cytotoxicity Activity in Vitro. Journal of Immunological Method, 131, 165-172. [14] Ciapetti, G., Cennai, E., Pratelli, L. and Pizzoferrato, A. (1993) In Vitro Evaluatio of Cell/Biomaterial Interaction by MTT Assay. Biomaterials, 14, 359-364. [15] Choi, Y.E. and Park, E. (2015) Ferulic Acid in Combination with PARP Inhibitor Sensitizes Breastcancer Cells as Chemotherapeutic Strategy. Biochemical and Biophysical Research Communications, 458, e520-e524.