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Abstract

The 4-hydroxycinnamamide  is a compound  that has been isolated from the root bark of Kleinhovia hospita Linn. The compound show high toxicity to Artemia salina Leach (IC 180,53 µg) so it can be expected has cytostatic activity against P388 leukemic cells. However, the concentration of the compound in the root bark of K. hospita Linn is very low (about 1.6 ppm), and commercially the compound  is  not  ready  and  has  never  been  synthesized.  Therefore,  it  is  important  to  find  out  a synthesis method to used in prepare the compound for further examination, in particular its cytostatic activity. By this research, the 4-hydroxycinnamamide compound has been prepared from 4- hydroxycinnamic  acid  via  esterification  reaction  with  excess  ethanol  and  sulphate  acid  catalyst followed  ammonolysis  reaction  with concentrated  ammonia.  The esterification  stage  gave  ethyl 4-hidroxycinnamate   as  white  crystall  with  melting  point  133-134oC   and  34.9%  yield,  and  the ammonolysis stage gave 4-hydroxycinnamamide as white crystall with merting point 140oC and 46.1% yield. Identification of the reaction product was carried out by FTIR and NMR spectroscopy methods.Keywords: 4-hydroxycinnamamide, 4-hydroxycinnamic acid, esterification, ammonolysis

Article Details

How to Cite
Firdaus, F., Hariani Soekamto, N., & Karim, A. (2009). Sintesis 4-Hidroksisinamamida dari Asam 4-Hidroksinanamat melalui Reaksi Esterifikasi dan Amonolisis. Jurnal Akta Kimia Indonesia (Indonesia Chimica Acta), 2(2), 37-43. https://doi.org/10.20956/ica.v2i2.2463

References

  1. Ersam, T., 2004, Keunggulan Biodiversitas Hutan Tropika Indonesia dalam Merekayasa Model Molekul Alami.Indonesia Chimica Acta, Vol. 2 No. 2, Desember 2009 Makalah disajikan dalam Seminar Nasional Kimia VI, Jurusan Kimia FMIPA ITS, Surabaya.
  2. Heyne, K., 1987, Tumbuhan Berguna Indonesia, Jilid 3, Departemen Kehutanan, Jakarta.
  3. Raflizar, Adimunca, C., dan Tuminah, S., 2006, Dekok Daun Paliasa (Kleinhovia hospita Linn.) sebagai Obat Radang Hati Akut, Cermin Dunia Kedokteran 50:10–14.
  4. Latiff. 1997; dalam Hanum, I.F. and van der Maesen, L.J.G. 2007, Plant Resources of South-East Asia No. 11. Auxiliary Plants, LIPI Press, Jakarta (Online), (http://www.worldagroforestrycentre.org/s ea/products/afdbases/af/asp/SpeciesInfo.as p?SpID=18130, diakses 29 oktober 2007).
  5. Lyu, Berenguer, B., Trabadela, C., Sánchez-Fidalgo, S., Quílez, A., Miño, P., De la Puerta, R. and Martín-Calero, M.J., 2005, The Aerial Parts Of Guazuma Ulmifolia Lam. Protect Against NSAID- Induced Gastric Lesions. Journal of Ethnopharmacology, 114(2):153-160.
  6. Anderson, J.E., Goetz, C.M., and McLaughlin, J. L., 1990, A Blind Comparison of Simple Bench-top Bioassays and Human Tumour Cell Cytotoxicities as Antitumor Prescreen, J. Phytochemical analysis, 6:107 - 111.
  7. Dini, I. 2005. Penelusuran Metabolit Sekunder Ekstrak Kulit Batang Tumbuhan Paliasa (Kleinhovia hospita Linn.) dan Bioaktivitasnya terhadap Artemia salina Leach., Tesis tidak dipublikasikan, Program Pascasarjana Universitas Hasanuddin, Makassar.
  8. Ulfa, M. 2006. Isolasi, Karakterisasi, dan Uji Bioaktivitas Metabolit Sekunder Ekstrak Kulit Batang Tumbuhan Paliasa (Kleinhovia hospita L.), Tesis tidak diterbitkan, Program Pascasarjana Universitas Hasanuddin, Makassar.
  9. Ilyas, A., 2008, Isolasi dan Idenfikasi Metabolit Sekunder dari Ekstrat Etilasetat Kulit Akar Tumbuhan Kleinhovia hospita Linn. (Paliasa) dan Uji Toksitasnya Terhadap Artemia salina Leach, Tesis, non-publikasi, Program Pascasarjana Universitas Hasanuddin, Makassar.