The Influence of Synthesis Methods Against Anti-Cancer Activity of Curcumin Analogous
Cancer Research Journal
Volume 3, Issue 4, July 2015, Pages: 68-75
Received: Jun. 1, 2015; Accepted: Jun. 18, 2015; Published: Jul. 4, 2015
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Authors
Imanuel Berly Delvis Kapelle, Chemistry Department, Mathematic and Natural Science Faculty, Pattimura University, Maluku, Indonesia; Agricultural Industry Technology Department, Agriculture Technology Faculty, Bogor Agricultural Institute, Bogor, Indonesia
Tun Tedja Irawadi, Chemistry Department, Mathematic and Natural Science Faculty, Bogor Agricultural Institute, Bogor, Indonesia
Meika Syahbana Rusli, Agricultural Industry Technology Department, Agriculture Technology Faculty, Bogor Agricultural Institute, Bogor, Indonesia
Djumali Mangunwidjaja, Agricultural Industry Technology Department, Agriculture Technology Faculty, Bogor Agricultural Institute, Bogor, Indonesia
Zainal Alim Mas’ud, Chemistry Department, Mathematic and Natural Science Faculty, Bogor Agricultural Institute, Bogor, Indonesia
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Abstract
Activity anticancer of curcumin analogous influenced by the structure, substituent and geometric isomeric. The purpose of this research was to determine the influence of curcumin analog synthesis methods against anti-cancer activity. The value of IC50 tested in vitro against breast cancer cells T47D uses the MTT method for samples aks (1,5-bis-benzo[1.3]dioxol-5-yl-penta-1,4-dien-3-one) with a method of the process of microwave 257,798 µg/ml better than conventional method 555,276 µg/ml. The results IC50 for samples akas (5-benzo 1.3 dioxol-5-yl-1-phenyl-penta-2,4-dien-1-one) with a method of microwave 7,247 µg/ml better than conventional method 125,300 µg/ml. Microwave method produces a product with a lower melting point and provide the results of anti-cancer activity against breast cancer cells T47D.
Keywords
Anticancer Activity, In Vitro, curcumin analogous
To cite this article
Imanuel Berly Delvis Kapelle, Tun Tedja Irawadi, Meika Syahbana Rusli, Djumali Mangunwidjaja, Zainal Alim Mas’ud, The Influence of Synthesis Methods Against Anti-Cancer Activity of Curcumin Analogous, Cancer Research Journal. Vol. 3, No. 4, 2015, pp. 68-75. doi: 10.11648/j.crj.20150304.12
References
[1]
Thomas S L, Jing Zhao, Zijian Li, Bin Lou, Yuhong Du, Jamie Purcell, James P. Snyder, Khuri F R, Liotta D, Fu H. 2010. Activation of the p38 pathway by a novel monoketone curcumin analog, EF24, suggests a potential combination strategy. Journal Biochemical Pharmacology. 80 (1309–1316)
[2]
Moorthi C, Kathiresan K. 2013. Curcumin–piperine/curcumin–quercetin/ curcumin–silibinin dual drug-loaded nanoparticulate combination therapy: a novel approach to target and treat multidrug-resistant cancers. Journal of Medical Hypotheses and Ideas. 7:15–20.
[3]
Anand P, Bokyung S, Kunnumakkara AB, Kallikat N, Rajasekharan, Aggarwal BB. 2011. Suppression of pro-inflammatory and proliferative pathways by diferuloylmethane (curcumin) and its analogues dibenzoylmethane, dibenzoylpropane, and dibenzylideneacetone: Role of Michael acceptors and Michael donors. Journal Biochemical Pharmacology. 82:1901–1909.
[4]
Anand P, Bokyung S, Kunnumakkara AB, Kallikat N, Rajasekharan, Aggarwal BB. 2011. Suppression of pro-inflammatory and proliferative pathways by diferuloylmethane (curcumin) and its analogues dibenzoylmethane, dibenzoylpropane, and dibenzylideneacetone: Role of Michael acceptors and Michael donors. Journal Biochemical Pharmacology. 82:1901–1909.
[5]
Chandru.H, Sharada.A.C, Bettadaiah.B.K, Kumar.C.S.A, Rangappa.K.S, Sunila, Jayashree.K., 2007. In vivo growth inhibitory and anti-angiogenic effects ofvsynthetic novel dienone cyclopropoxy curcumin analogs on mouse Ehrlich ascites tumor Bioorganic & Medicinal Chemistry 15 ( 7696–7703).
[6]
Hahm ER, Gho YS, Park S, Park C, Kim KW, Yang CH. 2004. Synthetic curcumin analogs inhibit activator protein-1 transcription and tumor-induced angiogenesis. Biochemical and Biophysical Research Communications. 321:337–344.
[7]
Labbozzetta M, Baruchello R, Marchetti P, Gueli MC, Poma P, Notarbartolo M, Simoni D, D’Alessandroa N. 2009. Chemico-Biological Interactions. 181:29–36.
[8]
Anand P, Chitra S, Sonia J, Kunnumakkara AB, Aggarwal BB. 2008. Curcumin and cancer: An ‘‘old-age” disease with an ‘‘age-old” solution. Cancer Letters. 267:133–164.
[9]
Liang G, Shao L, Wang Y, Zhao C, Chu Y, Xiao J, Zhao Y, Li X, Yang S. 2009. Exploration and synthesis of curcumin analogues with improved structural stability both in vitro and in vivo as cytotoxic agents. Journal Bioorganic & Medicinal Chemistry. 17:2623–2631.
[10]
Xiang YM, Li Y, Yin H, Zhang J. 2012. Curcumin: updated molecular mechanisms and intervention targets in human lung cancer. International Journal of Molecular Sciences. 13:3959-3978.
[11]
Devasena T, Rajasekaran K N, Menon VP. 2002. Bis-1,7-(2-hydroxyphenyl)-hepta-1,6-diene-3,5-dione (a curcumin analog) ameliorates dmh-induced hepatic oxidative stress during colon carcinogenesis. Pharmacological research. 46:1
[12]
Srinivasan.M, Sudheer.A.R, Rajasekaran.K.N, Menon.V.P., 2008. Effect of curcumin analog on γ-radiation-induced cellular changes in primary culture of isolated rat hepatocytes in vitro. journal Chemico-Biological Interactions 176 (1–8)
[13]
Zhao C, Yang J, Wang Y, Liang D, Yang X, Li X, Wu J, Wu X, Yang S, Li X, Liang G. 2010. Synthesis of mono-carbonyl analogues of curcumin and their effects on inhibition of cytokine release in LPS-stimulated RAW 264.7 macrophages. Journal Bioorganic & Medicinal Chemistry. 18:2388–2393.
[14]
Zhang Q, Zhong Y, Yan LN, Sun X, Gong T, Zhang ZR. 2011. Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents. Journal Bioorganic & Medicinal Chemistry Letters. 21:1010–1014.
[15]
Yin.S, Zheng.X, Yao.X, Wang.Y, Liao.D, 2013. Synthesis and Anticancer Activity of Mono-Carbonyl Analogues of Curcumin. Journal of Cancer Therapy 4 (113-123)
[16]
Elavarasan S, Bhakiaraj D, Elavarasan T, Gopalakrishnan M. 2013. An efficient green procedure for synthesis of some fluorinated curcumin analogues catalyzed by calcium oxide under microwave irradiation and its antibacterial evaluation. Journal of chemistry. ID 640936.
[17]
Nogrady Thomas. 1992. Kimia Medisinal. ITB, Bandung.
[18]
Lüllmann Heinz, Hein Lutz, Mohr Klaus, Bieger Detlef. 2005. Color Atlas of Pharmacology. 3rd edition, revised and expanded. Thieme, Stuttgart, New York.
[19]
Tellez HM, Alquisira JP, Alonso CR, Cortes JGL, Toledano CA. 2011. Comparative kinetic study and microwaves non-thermal effects on the formation of poly(amic acid) 4,4′-(hexafluoroisopropylidene)diphthalic anhydride (6fda) and 4,4′-(hexafluoroisopropylidene)bis(-phenyleneoxy) dianiline (baphf). Reaction activated by microwave, ultrasound and conventional heating. Int. J. Mol. Sci. 12:6703-6721.
[20]
Lam SS, Chase HA. 2012. A review on waste to energy processes using microwave pyrolysis. Energies. 5:4209-4232.
[21]
Tori Motoo. 2015. Relative Stability of cis- and trans-Hydrindanones. Molecules. 20:1509-1518.
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