SEMISINTESIS DAN KARAKTERISASI ANTIMALARIA BARU TURUNAN EURIKUMANON

Hanifah Yusuf, Kurnia Fitri Jamil, Tristia Rinanda

Abstract


Abstrak. Meluasnya penyebaran resistensi Plasmodium terhadap antimalaria merupakan permasalahan utama dalam pemberantasan malaria.Upaya cepat untuk mengatasi masalah tersebut, salah satunya melalui penemuan dan pengembangan antimalaria barudari tumbuhan obat yang secara empiris telah terbukti khasiatnya. Eurikumanon dari akar tumbuhan Eurycoma longifolia, Jack telah terbukti memiliki aktivitas antimalaria. Permasalahan dalam pengembangan eurikumanon dari bahan alam adalah biaya isolasi yang mahal, sehingga perlu usaha kreatif dan inovatif untuk mendapatkan turunannya. Semisintesis turunan eurikumanon merupakan langkah awal pengembangan eurikumanon menuju total sintesis guna memenuhi kebutuhan global. Penelitian ini menggunakan eurikumanon dari akar pasak bumi untuk semisintesis turunannya dengan menggunakan farmakofor tionil klorida, asetil klorida, asam klor asetat, asam triklor asetat dan asam trifluoro asetat. Struktur eurikumanon dan turunan hasil semisintesisditentukan secara analisis spektroskopi. Hasil ekstraksi serbuk akar pasak bumi, diperoleh ± 50 g (5%) ekstrak kental. Fraksinasi terhadap ekstrak tersebut secara kromatografi cair vakum (KCV) diperoleh fraksi terkonsentrasi eurikumanon 20 g (2%). Isolasi eurikumanon dari fraksi ini diperoleh eurikumanon 0,03%. Hasil semisintesis turunan eurikumanon diperoleh eurikumanon diklorida 60,10%, eurikumanon monoasetat55,25% , eurikumanon monoklor asetat 55,25%., eurikumanon monotriklor asetat 53,25% dan eurikumanon monotrifluoro asetat 75,65%.

Kata kunci: eurikumanon, semisintesis dan turunan eurikumanon

 

Abstract.The  widespread of resistant Plasmodium to antimalarial is  a mainly  problem in treatment of malaria. The fast effort to overcome the problem is the discovery and development of  new antimalarial from medicinal plant which is empirically proven. Eurycomanone from pasakbumi roots (Eurycoma longifolia, Jack) has been proven  as  antimalaria. The problem in development  of eurycomanone  is the high cost of isolation, therefore needed  the creative and inovative effort for getting its derivatives  by  semisynthesis and total synthesis to fill the need of new antimalarial  drugs globally. This research used isolated eurycomanone for semisynthesize its derivatives by using pharmacophore thionyl chloride, acetyl chloride, chloracetic acid, trichlor acetic acid and trifluoro acetic acid. The chemical stucture of them were determined by spectroscopic analysis. The result of extraction of pasak bumi roots is obtained  ± 50 g (5%) thick extract. The fractination of this extract by vacum liquid chromatography (VLC) is obtained eurycomanone  fraction ± 20 g (2%). Isolation of eurycomanone from this fraction is yielded  eurycomanone ± 0,03%. Semisynthesis of eurycomanone derivatives  were obtained eurycomanone dichloride  60,10%, eurycomanone monoacetic 55,25% , eurycmanone monochlor acetic 55,25%., eurycomanone monotrichlor acetic 53,25% and eurycomanonone monotrifluoro acetic 75,65%.

Keywords: eurycomanone, semisynthesis and eurycomanone derivatives


Keywords


eurikumanon; semisintesis dan turunan eurikumanon eurycomanone; semisynthesis and eurycomanone derivatives

Full Text:

PDF

References


Daftar Pustaka

Chan, K.L., Choo, C.Y., and Abdullah, N.R. 2005. Semisynthetic 15-O-acyl and 1,15-di-O-acyleurycumanone from Eurycoma longifolia, Jack. as Potential Antimalarials. Planta Medica. 71: 967 – 969.

Chan, K.L., O’Neill, M.J., Phillipson, J.D., and Warhurst, D.C. 1986. Plants as Source of Antimalarial Drugs. Part 3. Eurycoma longifolia.Planta Medica 52(2): 105 – 107.

Grimberg, B.T., and Mehlotra, R.K. 2011. Expanding The Antimalarial Drug Now, But How. Pharmaceutical. 4: 681 – 712

Guo, Z., Vangapandu, S., Sindelar, R.W., Walker, L.A., and Sindelar, R.D. 2005. Biologically Active Quassinoid and Their Chemistry: Potensial Leads for Drug Design. Current Medicinal Chemistry. 12: 190-193.

Kardono, L.B.S., Angerhofer, C.K., Tsauri, S., Padmawinata, K., Pezzuto, J.M., and Kinghorn, A.D., 1991. Cytotoxic and Antimalarial Constituents of The Roots of Eurycoma longifolia. Journal of Natural Product. 54: 1360-1367

Kuo, P.C., Damu, A.G., Lee, K.K., and Wu, T.S. 2004. Cytotoxic and Antimalarial Constituent from The Roots of Eurycoma longifolia, Journal of Bioorganic Medicinal Chemistry. 12: 537 -544.

Rosenthal, J.P. 2003. Review Antimalarial Drug Discovery: Old and New Approaches. Journal of Experimental Biology. 206: 3735 – 3744

Sarker, S.D., and Nahar, L. 2007. Chemistry for Pharmacy Student: General Organic and Natural Product Chemistry. John Wiley & Son Ltd, England.

Sastrohamidjojo, H., and Pranowo, H.D. 2009. Sintesis Senyawa Organik. Penerbit Erlangga. Jakarta.

Saxena, S., Neerja Pant, D.C., Jain and Bhakuni, R.S. 2003. Antimalarial Agents from Natural Sources. Current Science, 85 (9) : 1314 – 1329.

Tada, H., Yasuda, F., Otani, K., Dotenchi, M., Ishihara, Y., and Shiro, W. 1991. New Antiulcer Quassinoids from Eurycoma longifolia. European Journal of Medicinal Chemistry. 26: 345 – 349.

Yusuf, H., Mustofa., Mahardika, AW., Ratna, AS. 2013.Semisynthesis and Biological Evaluation of Eurycomanne Derivatives As New Antimalarial. International Research Journal of Pharmaceutical and Applied Sciences. 3 (6) : 4-7.


Refbacks

  • There are currently no refbacks.



Creative Commons LicenseISSN: 1411-3848E-ISSN: 2579-6372
Copyright© 1987-2017 | ISSN: 1412-1026 | EISSN: 2550-0112 
Jurnal Kedokteran Syiah Kuala is licensed under a Creative Commons Attribution 4.0 International License.

 

Published by:
Fakultas Kedokteran, Universitas Syiah Kuala
 
Jl. Tgk. Tanoh Abee, Kopelma Darussalam,
Banda Aceh, 23111, Indonesia.
Phone: +626517551843 
Email: jks@unsyiah.ac.id


Online Submissions & Guidelines | Editorial Policies | Contact | Statistics | Indexing | Citations