Isolation and evaluation of the antioxidant actity of phenolic constituents of the Garcinia sizygiifolia

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Muharni Muharni, Elfita Elfita, Didi Pratama

Abstract


Garcinia sizygiifolia  is  a native plant to the South Sulawesi region popularly known as sula and has been cultivated in several regions in Indonesia.  The plant by local community use as a food and source of wood, but has not found information on chemical content and biological activity.  Therefore, this study was carried out to Isolation and evaluation of the antioxidant activity of the phenolic constituent of the G. sizygiifolia.  A 30.0 g portion of ethyl acetate extract of the stembark G. sizygiifolia were separated by column chromatography method using silica G 60 F254 (230-400 mesh), eluted gradient polarity mixtures of n-hexane-ethyl acetate were collected and sorted into fractions. Fraction  F 1 (5.2 g) were separated and purified again by chromatography method until pure compound obtained. The structure of the isolated compound was determined using UV, IR, and NMR spectroscopy. The antioxidant activity was tested by DPPH method. The isolated  pure compound was a yellow solid with melting point 148-149 oC. Base on spectroscopy data and by comparison with data from the literature, isolated compound is a known compound 2,4-dihydroxyphenylethanone. The compound exhibited antioxidant activity with IC50 96 µg/mL against DPPH.

Keywords


Antioxidant; Phenolic; Garcinia sizygiifolia; dihydroxyphenylethanone

References


Castardo, J. C., Prudente, A. S., Ferreira, J., Guimarães, C. L., Monache, F. D., Filho, V. C., Otuki, M. F., and Cabrini, D. A. 2008. Anti-inflammatory effects of ydroalcoholic extract and two biflavonoids from Garcinia gardneriana leaves in mouse paw oedema. Journal of Ethnopharmacology, 118, 405–411.

Coelho, L. P., Serra, M. F., Pires, A. L. A., Cordeiro, R. S. B., Rodrigues Silva, P. M.,

Santos, M. H., and Martins, M. A.2008. 7-Epiclusianone, a tetraprenylated benzophenone, relaxes airway smooth muscle through activation of the nitric oxide-cGMP pathway. The Journal of Pharmacology and Experimental Therapeutics, 327(1), 206–214.

Creswell, C.J., Runquist, O.A., and Campbell, M.M. 1982. Analisa Spektrum Senyawa Organik. Bandung; Institut Teknologi Bandung.

Cui, J., Hu, W., Cai, Z., Liu, Y., Li, S., Tao, W., et al. 2010. New medicinal properties of mangostins: Analgesic activity and pharmacological characterization of active ingredients from the fruit hull of Garcinia mangostana. Pharmacology, Biochemistry and Behavior, 95, 166–172.

Dharmaratne , H. R. W., Yoshikazu, S., Piyasena, K. G. P., and Thevanesam, V. 2013. Antibacterial activity of xanthones from Garcinia mangostana (L.) and their structure–activity relationship studies. Journal Natural Product Research, 27(10),938 -941

Gulçin, I., Alici, H. A., and Cesur, M. 2005. Determination of in vitro antioxidant and radical scavenging activities of propofol. Chemical and Pharmaceutical Bulletin, 53(3281), 281–285

Heyne, K. 1987. Tumbuhan Berguna Indonesia Jilid III. Bahan Penelitian dan Pengembangan Departemen Kehutanan : Jakarta.

Ionta, M., Silva, G. A. F., Niero, E. L. Costa, E. D. M., Rosa, W.,Soares, M. G., Santelli, G. M., Lago, J. H. G., and Santos, M. H. 2015. 7-Epiclusianone, a Benzophenone Extracted from Garcinia brasiliensis (Clusiaceae), Induces Cell Cycle Arrest in G1/S Transition in A549 Cells. Molecules, 20, 12804-12816

Joseph, G. S., Jayaprakasha, A. T., Selvi, B. S., & Jena, K. K. 2005. Antiaflatoxigenic and antioxidant activities of Garcinia extracts. International Journal of Food Microbiology, 101(2), 153–160.

Piccinelli, A. L., Cuesta-Rubio, O., Chica, B. M., Mahmood, N., Pagano, B., Pavone, M., Burano, V., and Rastrelli, L. 2005. Structural revision of clusianone and 7-epi-clusianone and anti-HIV activity of polyisoprenylated benzophenones. Tetrahedron, 61, 8206–821.

Santa, C. F. V., Vilela, F. C., Rocha, C. Q., Dias, D. F., Cavalcante, G. P., Freitas, L. A. S., et al. 2011. Anti-inflammatory and antinociceptive effects of Garcinia brasiliensis. Journal of Ethnopharmacology, 133, 467–473.

Sales, L., Pezuk, J. A., Borges, K. S., Brassesco, M. S., Scrideli, C. A., Tone, L. G., Santos, M. H., Ionta, M., and Oliveira, J. C. 2014. Anticancer activity of 7-epiclusianone, a benzophenone from Garcinia brasiliensis, in glioblastoma. BMC Complementary and Alternative Medicine, 15: 393

Selvi, A. T, Joseph, G. S., and Jayaprakasha,G. K. 2003. Inhibition of Growth and Aflatoxin Production in Aspergillus flavus by Garcinia indica Extract and Its Antioxidant Activity. Food Microbiology 20: 455-460.

Soobrattee, M. A., Neergheen, V. S., Luximon-Ramma, A., Aruoma, O. I., & Bahoru, T. 2005. Phenolics as potential antioxidant therapeutic agents: Mechanism and actions. Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis, 579(1–2), 200–213.

Sun, Y., Liu, Z., Wang, J., and Zhu, L. 2009. eparation and Purification of Baishouwubenzophenone, 4-Hydroxyacetophenone and 2,4-Dihydroxyacetophenone from Cynanchum auriculatum Royle ex Wight by HSCCC, Chromatographia 70(1-2)

Trivedi, M. K., Tallapragada. R. M., Branton, A., Trivedi, D., and Nayak, G., 2015 Physical, Thermal and Spectral Properties of Biofield Energy Treated 2,4-Dihydroxybenzophenone. Clin Pharmacol, Biopharm 4(4) 145.

Gontijo, V. S., Souza, T. C., Rosa, I. A., Soares , M. G., Silva , M. A., Vilegas, W., Júnior, C. V., and Santo, M. H. 2011. Isolation and evaluation of the antioxidant activity of phenolic constituents of the Garcinia brasiliensis epicarp, Food Chemistry, 132, 1230–1235

Weng, J.R., Tsao, L.T., Wang J.P., Wu, R. R., and Lin, C.N. 2004. Anti Inflammatory Phloroglucinols and Terpenoids from Garcinia subelliptica. Journal of Natural Products, Vol 67, 1796-1799.

Whitmore, M. A. 1973. Tree Flora Of Malaya. Forest Department, Ministry of Primary Industries, Malaysia. Longman.

Wu, Y. P., Zhao, W., Xia, Z. Y., Kong, G. H., Ping, X., Hu, Q, F., Gao, X. M.. 2013. Three Novel Xanthones from Garcinia paucinervis and Their Anti-TMV Activity. Molecules, 18(8), 9663-9669.




DOI: http://dx.doi.org/10.20884/1.jm.2017.12.1.335
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Molekul

Jurnal Ilmiah Kimia
Department of Chemistry, Faculty of Mathematics and Natural Sciences,
Universitas Jenderal Soedirman, Purwokerto, Indonesia

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