SYNTHESIS OF TETRAHYDROHEXAGAMAVUNON-5 AND TETRAHYDROHEXAGAMAVUNON-7

Ritmaleni Ritmaleni, Ian Praditya, Haryono Wibowo, Sardjiman Sardjiman

Abstract


Synthesis of Tetrahydrohexagamavunon-5 (THHGV-5) and Tetrahydrohexagamavunone-7 (THHGV-7) were prepared by catalytic hydrogenation reaction on Hexagamvunon-5 (HGV-5) and Hexagamavunone-7 (HGV-7) by using gas H2 as source of hydrogen gas, Pd/C 10 % as metal catalyst and methanol as solvent at room temperature. The products were characterized by IR Spectroscopy, Gas Chromatography-Mass Spectroscopy (GCMS), 1D-NMR (1H-NMR and 13C-NMR) and 2D-NMR (1H-13C HMQC) Spectroscopy to determine the product structure molecules. According to the data of IR, GC-MS, 1H-NMR, 13C-NMR and 1H-13C HMQC spectra, the products are THHGV-5 and THHGV-7 as white crystalline powders. 

Key words:Tetrahydrohexagamavunon-5, Tetrahydrohexagamavunone-7, Hexagamvunon-5, Hexagamavunone-7


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References


Murugan P., Pari L., 2007, Protective Role of Tetrahydrocurcumin on Changes in Fatty Acid Composition in Streptozotocin-Nicotinamide Induced Type 2 Diabetic Rats, J.Appl. Biomed., 5, pp. 31-38.

Okada K., Wangpoengtrakul, Tanaka T., Toyokumi S., Uchida K., Osawa T., 2001, Curcumin and Especially Tetrahydrocurcumin Ameliorate Oxidative Stress-induced Renal Injury in Mice, J. Nutr., 131, pp. 2090-2095.

Ritmaleni, Simbara A., 2010, Sintesis Tetrahidropentagamavunon-0, Indonesian J. Pharm, 21, pp. 100-105.

Ritmaleni, Lestari, P., Yuliatun, 2013, Iron (III) chloride, Aluminium chloride and Zinc chloride as catalysts in the synthesis of Tetrahydropentagamavunon-0, Chemistry and Material Research, 3, 2, 32 - 39

Ritmaleni, Sardjiman, Mintariyanti B., Wulandari E., Purwantini I. 2013, Antibacterial Activity of Tetrahydro-pentagamavunon-0 (THPGV-0) and Tetrahydropentagamavunon-1 (THPGV-1), J.Nat. Sci. Res., 3, 11, 12-18

Ritmaleni, Sardjiman, Widyastani FA., Ardinova SES., Andhini JD. 2013, Identification of Side Products From The Hydrogenation Reactionof Bis(substitutedbenzylidene)cyclopentanone/-cyclohexanone by Using Palladium/ Carbon Catalyst, Chemistry and Material Research, 3, 8, 48–57

Sardjiman SS., Reksohadiprodjo MS., Hakim L., van der Groot H., Timmerman H. 1997, 1,5-Diphenyl-1,4-pentadiene-3-ones and cyclic analogues as antioxidative agents. Synthesis and structure-activity relationship, Eur. J. Med. Chem., 32, 625-630

Sardjiman, 2000, Synthesis and Qualitative Structure Activity Relationship of Some 1,5-Diphenyl-1,4-Pentadiene-3-ones and Cyclic Analogues, Disertasi, Fakultas Farmasi Universitas Gadjah Mada, Yogyakarta.

Sardjiman, Reksohadiprodjo MS., Timmerman H., 2003, Derivatives of Benzylidene Cyclohexanone, Benzy-lidene Cyclopentanone, Benzylidene Acetone and Their Synthesis, US Patent No. U.S. 6,541,672 B1, Date of Patent 1 April.

Sardjiman, Reksohadiprodjo MS., Timmerman, H., 2004, Turunan Benziliden Siklo-heksanon, Benziliden Siklopentanon, Benziliden Aseton dan Pembuatannya, Patent Indonesia, ID 0 012 940.

Solomons TWG., 1990, Fundamentals of Organic Chemistry, 3rd Ed, John Wiley and Sons Inc., New ork, pp. 243 – 246.

Sugiyama Y., Kawakishi S., Osawa T., 1996, Involvement of the β-diketone moiety in the antioxidative mechanism of tetrahydrocurcumin, Biochem Pharmacol 52: 519-525.

Yoysungneon P., Wirachwong P., Changtam C., Suksamram A., Patumraj S., 2008, Anti-cancer and Anti-angiogenic Effect of Curcumin and Tetrahydro-curcumin on Implanted Hepatocelluler Carcinoma in Nude Mice, World J Gastroenterol, 14(13), pp. 2003-2009.




DOI: http://dx.doi.org/10.14499/indonesianjpharm26iss2pp103

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