SYNTHESIS NEW POTENTIAL ANTI-INFLAMMATORY AGENT SODIUM SALT OF PENTAGAMAVUNON-0

https://doi.org/10.22146/ijc.21850

Enade Perdana Istyastono(1*), Rr. Sri Untari Siwi S.M.P(2), Andreas Asdi Utama(3), Supardjan A.M(4)

(1) Lab. Kimia Farmasi, Fakultas Farmasi, Universitas Sanata Dharma, Yogyakarta
(2) Program Studi Farmasi, Universitas Jember
(3) Divisi Falcon, Marketing Dept., PT. Kalbe Farma Tbk., Jakarta
(4) Bagian Kimia Farmasi, Fakultas Farmasi, Universitas Gadjah Mada, Yogyakarta
(*) Corresponding Author

Abstract


Inflammation is the response of living tissues to injury. The process affects physiological changes such as erythema, edema, asthma and fever. Non-steroid Anti-inflammatory Drugs (NSAIDs) have been developed since they could inhibit inflammation process because of its ability to inhibit biosynthesis of prostaglandin, one of inflammation mediators, through inhibition of cyclooxigenase (COX) enzymes. Molecules, which have been reported having anti-inflammatory activity, for example, are curcumin, some curcumin derivatives and curcumin analogues. One of curcumin analogues that has been  developed is pentagamavunon-0 (PGV-0) whose IUPAC name is 2,5-bis(4'-hidroxy-3'-methoxy-benzylidene)cyclo-pentanone. But PGV-0, which is like curcumin, practically insoluble in water, so it causes problems in the development. The aim of this research is to synthesize a derivative of PGV-0, a natrium salt of PGV-0 (natrium pentagamavunonate-0/Na-pentagamavunonate-0), which is hoped to have a better anti-inflammatory activity and solubility in water than PGV-0. PGV-0 was synthesized by reacting vanillin and cyclopentanone catalized by acid. Na-pentagamavunonate-0 was synthesized with PGV-0 as a starting material using an appropriate method. This research was able to synthesize new compound that was estimated as a natrium salt of PGV-0 (natrium pentagamavunonate-0/Na-pentagamavunonate-0).


Keywords


Curcumin; PGV-0; Na-pentagamavunonate-0; anti-inflammation

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References

[1] Vane, J.R. and Botting, R.M., 1996, Overview - Mechanism of Action of Anti-Inflammatory drugs, in Vane, J.R., Botting, J., Botting R., (Eds.), Improved Non-Steroid Anti-Inflammatory Drugs COX-2 Enzyme Inhibitors, Proceedings of a conference, October 10-11, 1995, Regent's College, London, United Kingdom, 1-28

[2] Hamor, G.H., 1989, Nonsteroidal Anti-Inflammatory Drugs, in W.O. Foye (Ed), Principle of Medicinal Chemistry, Lea & Febiger, Piladelphia

[3] Ujihara, M., Tsuchida, S., Satoh, K., Sato, H., and Urade, Y., 1988, Archs. Biochem. Biophys., 264, 428-437

[4] Van Bladeren, P. J. and Van Ommen, B., 1991, Pharmacol. Ther., 51, 35-46

[5] Nurfina, A.N., 1994, The Synthesis of Some Symetrical Curcumin Derivatives and The Study of Their Anti-inflammatory Activities as well as Structure-Activity Relationship, Dissertation, Gadjah Mada University, Yogyakarta

[6] Supardjan, A. M., 1999, Synthesis and Anti-inflammatory Activity of Some 4-substitued Curcumin Derivatives, Dissertation, Gadjah Mada University, Yogyakarta

[7] Sardjiman, 2000, Synthesis of Some New Series of Curcumin Analogues, Anti-Oxidative, Anti-Inflammatory, Antibacterial Activities and Qualitative Structure-Activity Relationship, Dissertation, Gadjah Mada University, Yogyakarta, Indonesia

[8] Tonnesen, H. H., 1989, Int. J. Pharm., 51, 179-181

[9] Majeed, Badmaev, V., Shivakumar, U., Rajenaran, R., 1995, Curcuminoid Antioxidant Phytonutriens, Nutriscience Publishers Inc., Pistacaway, New Jersey

[10] Anonim, 2001, Laporan Penelitian Proyek MOLNAS I, Kerjasama Fakultas Farmasi Universitas Gadjah Mada Yogyakarta, P.T. Indofarma Tbk. Jakarta, dan P.T. Kalbe Farma Tbk. Jakarta

[11] Da’i, M., 1998, Pengaruh Gugus b Diketon Terhadap Daya Mereduksi Kurkumin dan Turunannya pada Ion Ferri, Skripsi, Fakultas Farmasi Universitas Gadjah Mada, Yogyakarta

[12] Nurrochmad, A., 1997, Penghambatan Biosintesis Prostaglandin Melalui Jalur Siklooksigenase oleh Siklovalon dan Tiga Senyawa Analognya, Skripsi, Fakultas Farmasi Universitas Gadjah Mada, Yogyakarta

[13] Razdan, B.K., and Sudgen, J.K., 1970, Chem. Ind, 685-686

[14] Wahyuni, A. S., 1999, Perbandingan Daya Ulserogenik antara Senyawa Pentagamavunon-0 dan Asetosal pada Lambung Tikus Putih, Skripsi, Fakultas Farmasi Universitas Gadjah Mada, Yogyakarta

[15] Donatus, I.A., 1994, Antaraksi Kurkumin Dengan Parasetamol: Kajian Terhadap Efek Farmakologi dan Toksikologi, Dissertation, Gadjah Mada University, Yogyakarta

[16] Budisulistyo, W, 1999, Uji Ketoksikan Akut Senyawa Anti-inflamasi Non-Steroid Baru (PGV-0) pada Tikus Putih, Skripsi, Fakultas Farmasi Universitas Gadjah Mada, Yogyakarta

[17] Setyawati, W., 2000, Uji Toksisitas Subkronis Senyawa Anti-inflamasi Pentagamavunon-0 pada Tikus Putih, Skripsi, Fakultas Farmasi Universitas Gadjah Mada, Yogyakarta

[18] Tokumura, T., Tshusima, Y., Tasuishi, K., Masanori, K., Machida, Y., and Nagai., T., 1987, J. Pharm. Sci., 76, 286-288

[19] Mukhopadhyay, A., Basu, N., Ghatak, N., and Gujral, P.N., 1982, Agent and Action, 12, 508-515

[20] Martin, A., 1993, Farmasi Fisik: Dasar-Dasar Kimia Fisik Dalam Ilmu Farmasetik, Edisi III, UI Press, Jakarta

[21] Fessenden, R.J., dan Fessenden, J.S., 1995, Kimia Organik Jilid 1, diterjemahkan oleh Aloysius Hadyana Pudjaatmaka, Edisi III, 209-210, Penerbit Erlangga, Jakarta

[22] Silverstein, R.M. and Webster, F.X., 1998, Spectrometric Identification of Organic Compounds, 6th edition, John Wiley & Sons, Inc, Canada



DOI: https://doi.org/10.22146/ijc.21850

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Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

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