* Corresponding Author
ACTIVITY OF PROPYL p-BENZOYLOXYBENZOATE AS A GLUTATHIONE S-TRANSFERASE(S) INHIBITOR: THE COMPARISON BETWEEN COMPUTATIONAL CHEMISTRY APPROACH AND EMPIRICAL OBSERVATION
https://doi.org/10.22146/ijc.21781 Enade Perdana Istyastono(1*), Agnes Nora Iska Harnita(2), Sudibyo Martono(3)
(1) Faculty of Pharmacy, University of Sanata Dharma, Paingan, Maguwoharjo Yogyakarta 55281
(2) Faculty of Pharmacy, Gadjah Mada University, Sekip Utara, Yogyakarta 55281
(3) Faculty of Pharmacy, Gadjah Mada University, Sekip Utara, Yogyakarta 55281
(*) Corresponding Author
Abstract
The activity of propyl p-benzoyloxybenzoate as a glutathione S-transferase(s) (GSTs) inhibitor has been examined through computational chemistry based theoretical approach and laboratory experiment. This research was related to the nature of GSTs as multifunctional enzymes, which play an important role in the detoxification of electrophilic compounds, the process of inflammation and the effectivities of anticancer compounds. Quantitative Structure-Activity Relationship (QSAR) study, which was established on curcumin and its derivatives using computational chemistry approach, was used to examine the theoretical activity of p-benzoyloxybenzoate as a GSTs inhibitor. Empirical observation on GSTs inhibition was examined using formation reaction model of GS-CNB conjugate through conjugation of 1-chloro-2,4-dinitrobenzene (CDNB) and glutathione (GSH) with GSTs (prepared from rat's liver) as catalysts. The result showed that the difference between the activities of propyl p-benzoyloxybenzoate as a GSTs inhibitor obtained from the computational chemistry approach and the empirical observation were not statistically significant at 95% level of confidence.
Keywords
Full Text:
Full Text PdfReferences
[1] Florensa, N.A., 2003, Sintesis Propil p-Benzoilbenzoat melalui Modifikasi Metode Schoten-Baunmann, Skripsi, Fakultas Farmasi, Universitas Sanata Dharma, Yogyakarta.
[2] Vane, J.R., and Botting, R.M., 1996, Overview-Mechanism of Action of Anti-inflammatory Drugs in Improved Non-Steroid Anti-Inflammatory Drugs COX-2 Enzyme Inhibitors, Eds. Vane, S.J., Botting, J., and Botting, R., Kluwer Academic Publishers and William Harvey Press, Great Britain, 1-28.
[3] Chandrasekharan, N.V., Dai, H., Roos, K.L.T., Evanson, N.K., Tomsik, J., Elton, T.S., and Simmons, D.L., 2002, PNAS, 99 (21), 13926-31.
[4] Halliwell, B., Gutterigde, J.M.J., and Arouma, O.S., 1987, Anal. Biochem., 165, 215-9.
[5] Ujihara, M., Tsuchida, S., Satoh, K., Sato, H., and Urade, Y., 1988, Archs. Biochem. Biophys., 264, 428-37.
[6] Samuelsson, B., 1980, TiPS, (May), 227-30.
[7] Istyastono, E.P., Sudibyo, M., Pranowo, H.D., dan Tahir, I., 2003, Indo. J. Chem., 3 (3), 179-85.
[8] Istyastono, E.P., Sudibyo, M., dan Supardjan, A.M., 2003, Pengaruh Gugus Karbonil dalam Senyawa-senyawa fenolik pada Penghambatan Aktivitas GST, Risalah Seminar Ilmiah Nasional, Universitas Sanata Dharma, Yogyakarta, 172-82.
[9] Habig, W.H., Pabst, M.J., and Jakoby, W.B., 1974, J. Biol. Chem., 249 (22), 7130-9.
[10] Lundgren, B., Meijer, J., and DePierre, J.W., 1987, Drug Metab. Dispos., 15, 114-21.
[11] Armstrong, M.A. and James, K.C., 1996, Pharmaceutical Experimental Design and Interpretation, Taylor & Francis Ltd., London, pp. 12-3, 226.
[12] Sudarmanto, B.S.A., 2002, Analisis Hubungan Kuantitatif Struktur-Aktivitas Seri Senyawa Analog Kurkumin sebagai Antioksidan Menggunakan Deskriptor Berdasarkan Perhitungan Kimia Kuantum, Tesis S2, Fakultas MIPA, Universitas Gadjah Mada, Yogyakarta.
[13] Wang, J., Niemevs, F., Lad, L., Huang, L., Alvares, D.E., Buldain, G., Poulos, T.L., and de Montellano, P.R.O., 2004, JBC, 279 (41), 42593-604.
[14] Nakano, T., Kaminuma, T., Uebayasi, M., and Nakata, Y., 2001, Chem-Bio Inform. J., 1 (1), 35-40.
[15] Istyastono, E.P., Supardjan, A.M., dan Pranowo, H.D., 2003, Majalah Farmasi Indonesia, 14 (3), 107-113.
[16] Supardjan, A.M. dan Da’i, M., 2005, Majalah Farmasi Indonesia, 16 (2), 100-4.
[17] Das, M., Bickers, D. R., and Mukhtar, H., 1984, Biochem. Biophys. Res. Commun., 120 (2), 427-33.
[18] Istyastono, E.P., Sudibyo, M., dan Supardjan, A.M., 2002, Majalah Farmasi Indonesia, 13 (2), 71-76.
DOI: https://doi.org/10.22146/ijc.21781
Article Metrics
Abstract views : 1933
| 
views : 2500
Copyright (c) 2010 Indonesian Journal of Chemistry
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.