BIOTRANSFORMATION OF CINCHONA ALKALOID COMPOUNDS BY MOLD Xylaria sp.TO CINCHONA N-OXIDE ALKALOIDS [Studies on Endophytic Microbes of Cinchona spp. plants (5)]
A biotransformation study on alkaloid chinchona compounds (quinine, quinidine, cinchonidine, cinhonine) by endophytic microbe from Cinchona succirubra have been done. The biotransformation for 2 days after preculture yielded cinchona N-oxide compounds (quinine N-oxide, quinidine N-oxide, cinchonidine N-oxide, cinchonine N-oxide) alkaloids and the bioassay of the compounds also showed effectiveness as antimalaria. Purification the biotransfomed compound was conducted by a high performance liquid chromatograph (HPLC) and determination of chemical structure was done based on carbon nuclear magnetic resonance (NMR).
Key words : Biotransformation, endophyte microbe, Xylaria sp., Cinchona succirubra Pav., cinchona alkaloid, quinine, quinine N-oxide
Brodie, B.B., Baer, J.E., and Craig, L.C. 1951. Metabolic Products of the Cinchona Alkaloids in Human Urine, J. Biol. Chem. 188, 567
Caroll, F.I., Philip, A., and Coleman, M.C. 1976. Synthesis and Stereochemistry of a Metabolite Resulting from the Biotransformation of Quinidine in Man. Tetrahedron Lett. 21, 1757 – 1760
Diaz-Arauzo, H. and Cook, J.M 1990. Synthesis of 10,11-Dihydroxydihy droquinidine N-oxide, a New Metabolite of Quinidine. Preparation and 1H-NMR Spectroscopy of the Metabolites of Quinidine and Conformational Analysis via 2D COSY NMR Spectroscopy. J. Nat. Prod. 53, 112-124
Palmer, K.H., Martin, B., Baggett, B., and Wall, M.E. 1969. The Metabolic Fate of Orally Administrated Quinidine Gluconate in Humans. Biochem. Pharmacol. 18, 1845-1860.
Siebers-Wolff, S., Arfmann, H.A, Abraham, W.R, and Kieslich, K. 1993. Microbiological Hydroxylation and N-oxidation of Cinchona Alkaloids, Biocatalysis, 8, 47 – 58.
Stierle, A, Strobel, G., and Stierle, D. 1993. Taxol and Taxane Production by Taxomyces andreanae, an Endophytic Fungus of Pacific Yew. Science, 260, 214-216
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