UPSI Digital Repository (UDRep)
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Abstract : Universiti Pendidikan Sultan Idris |
Background : Erythrina poeppigiana (Leguminosae) is a high-growing plant with an orange flower that is widely distributed in tropical and subtropical countries. This particular plant is widely used in traditional medicine for gynecological complications and the treatment of various diseases. There exists no previous information regarding cytotoxic compounds from this plant.
Objective : This research is to isolate cytotoxic compounds from E. poeppigiana.
Methods : The isolation step was carried out using a combination of chromatographic techniques to obtain isolated three compounds (1,2, and 3).
Results : The chemical structure of isolated compounds was elucidated by spectroscopic methods and identified as β-erythroidine (1), 8-oxo-β-erythroidine ( 2), and 8-oxo-α-erythroidine (3). Compounds (1-3) showed cytotoxic activity against MCF-7 breast cancer line with IC50 values of 36.8, 60.8 and 875.4 µM, respectively.
Conclusion : Three compounds have been successfully isolated from Erythrina poeppigiana (Leguminosae), showing cytotoxic properties against MCF-7 breast cancer line. Structure-activity relationship studies showed that the presence of enone moiety on compound 1 can reduce its cytotoxic activity towards MCF-7 breast cancer line.
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References |
[1] Zhao, H.E.; Wu, J.; Xu, F.Q.; Bao, M.F.; Jin, C.S.; Cai, X.H. Alkaloids from flowers of Erythrina corallodendron. Nat. Prod. Res., 2018, pp. 1-6. PMID: 29873265 [2] de Araújo-Júnior, J.X.; de Oliveira, M.S.G.; Aquino, P.G.V.; Alexandre-Moreira, M.S.; Sant’Ana, A.E.G. A phytochemical and ethnopharmacological review of the genus Erythrina. In: Phytochemicals - A Global Perspective of Their Role in Nutrition and Health; Rao, V. Ed.; InTech, 2012, pp. 327-352. http://dx.doi.org/10.5772/26997 [3] Nguyen, P.H.; Dao, T.T.; Kim, J.; Phong, T.; Ndinteh, D.T.; Mbafor, J.T.; Oh, W.K. New 5-deoxyflavonoids and their inhibitory effects on protein tyrosine phosphatase 1B (PTP1B) activity. Bioorg. Med. Chem., 2011, 19(11), 3378-3383. http://dx.doi.org/10.1016/j.bmc.2011.04.037 PMID: 21571537 [4] Marques, L.M.M.; Aguiar, F.A.; da Silva, D.B.; Callejon, D.R.; de Oliveira, A.R.M.; Lopes, N.P.; Lopes, J.L.C.; Guaratini, T. Microsomal metabolism of erythraline: An anxiolytic spiroalkaloid. Brazil. J. Pharmacogn., 2015, 25(5), 529-532. http://dx.doi.org/10.1016/j.bjp.2015.05.011 [5] Heyne, K. The Useful Indonesian Plants, Research and Development Agency, Ministry of Forestry: Jakarta, Indonesia, 1987, pp. 980-1031. [6] Akter, K.; Barnes, E.C.; Loa-Kum-Cheung, W.L.; Yin, P.; Kichu, M.; Brophy, J.J.; Barrow, R.A.; Imchen, I.; Vemulpad, S.R.; Jamie, J.F. Antimicrobial and antioxidant activity and chemical characteri sation of Erythrina stricta Roxb. (Fabaceae). J. Ethnopharmacol., 2016, 185, 171-181. http://dx.doi.org/10.1016/j.jep.2016.03.011 PMID: 26969405 [7] Herlina, T.; Gaffar, S.; Widowati, W. Cytotoxic activity of erypogein D from Erythrina poeppigiana (Leguminosae) against cervical cancer (HeLa), breast cancer (MCF-7) and ovarian cancer (SKOV3) cells. J. Phys. Conf. Ser., 2018, 2018(1013), 1-7. http://dx.doi.org/10.1088/1742-6596/1013/1/012198 [8] Wu, J.; Zhang, B.J.; Xiao, W.N.; Bao, M.F.; Cai, X.H. Alkaloids from the flower of Erythrina arborescens. Roy. Soc. Chem. Advances, 2017, 7(81), 51245-51251. http://dx.doi.org/10.1039/C7RA10827C [9] Majinda, R.R.T. An update of Erythrina alkaloids and their pharmacological activities, Springer International Publishing AG, part of Springer Nature, 2018, 107, pp. 95-159. [10] Emmanuel, T.; Joel, Y.G.A.; Laurel, M.K.A.; Pierre, A.J.; Alembert, T.; Frederich, M.; Joseph, M.T. Chemical constituents from Erythrina droogmansiana (Fabaceae), radical scavenging and antibacterial potential of some extracts and compounds. Nat. Prod.: Ind. J., 2016, 12(1), 12-20. [11] Skehan, P.; Storeng, R.; Scudiero, D.; Monks, A.; McMahon, J.; Vistica, D.; Warren, J.T.; Bokesch, H.; Kenney, S.; Boyd, M.R. New colorimetric cytotoxicity assay for anticancer-drug screening. J. Natl. Cancer Inst., 1990, 82(13), 1107-1112. http://dx.doi.org/10.1093/jnci/82.13.1107 PMID: 2359136 [12] Callejon, D.R.; Riul, T.B.; Feitosa, L.G.P.; Guaratini, T.; Silva, D.B.; Adhikari, A.; Shrestha, R.L.S.; Marques, L.M.M.; Baruffi, M.D.; Lopes, J.L.C.; Lopes, N.P. Leishmanicidal evaluation of tetrahydroprotoberberine and spirocyclic erythrina-alkaloids. Molecules, 2014, 19(5), 5692-5703. http://dx.doi.org/10.3390/molecules19055692 PMID: 24802983 [13] Ozawa, M.; Etoh, T.; Hayashi, M.; Komiyama, K.; Kishida, A.; Ohsaki, A. TRAIL-enhancing activity of Erythrinan alkaloids from Erythrina velutina. Bioorg. Med. Chem. Lett., 2009, 19(1), 234- 236. http://dx.doi.org/10.1016/j.bmcl.2008.10.111 PMID: 19026536 [14] Djiogue, S.; Halabalaki, M.; Njamen, D.; Kretzschmar, G.; Lambrinidis, G.; Hoepping, J.; Raffaelli, F.M.; Mikros, E.; Skaltsounis, A.L.; Vollmer, G. Erythroidine alkaloids: A novel class of phytoestrogens. Planta Med., 2014, 80(11), 861-869. http://dx.doi.org/10.1055/s-0034-1382861 PMID: 25116117 [15] Ozawa, M.; Kawamata, S.; Etoh, T.; Hayashi, M.; Komiyama, K.; Kishida, A.; Kuroda, C.; Ohsaki, A. Structures of new Erythrinan alkaloids and nitric oxide production inhibitors from Erythrina crista-galli. Chem. Pharm. Bull. (Tokyo), 2010, 58(8), 1119-1122. http://dx.doi.org/10.1248/cpb.58.1119 PMID: 20686273 [16] Mohammed, M.M.D.; Ibrahim, N.A.; Awad, N.E.; Matloub, A.A.; Mohamed-Ali, A.G.; Barakat, E.E.; Mohamed, A.E.; Colla, P.L. Anti-HIV-1 and cytotoxicity of the alkaloids of Erythrina abyssinica Lam. growing in Sudan. Nat. Prod. Res., 2012, 26(17), 1565-1575. http://dx.doi.org/10.1080/14786419.2011.573791 PMID: 21936641 [17] Chawla, A.S.; Jackson, A.H.; Ludgate, P. Erythrina alkaloids. Part 6, Isolation and characterization of alkaloids from Erythrina berteroana seeds and leaves: Formation of oxoerythroidines. J. Chem. Soc., Perkin Trans. 1, 1982, 0, 2903-2907. http://dx.doi.org/10.1039/p19820002903 [18] Supriatno; Nurlelasari; Herlina, T.; Harneti, D.; Maharani, R.; Hidayat, A.C.; Mayanti, T.; Supratman, U.; Azmi, M.N.; Shiono, Y. A new limonoid from stem bark of Chisocheton pentandrus. (Meliaceae). Nat. Prod. Res., 2018, 1, 1-7. [19] Niknafs, B. Induction of apoptosis and non-apoptosis in human breast cancer cell line (MCF-7) by cisplatin and caffeine. Iran. Biomed. J., 2011, 15(4), 130-133. PMID: 22395137 [20] Nakayachi, T.; Yasumoto, E.; Nakano, K.; Morshed, S.R.M.; Hashimoto, K.; Kikuchi, H.; Nishikawa, H.; Kawase, M.; Sakagami, H. Structure-activity relationships of α, β-unsaturated ketones as assessed by their cytotoxicity against oral tumor cells. Anticancer Res., 2004, 24(2B), 737-742. PMID: 15161020
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