Microbial and mammalian metabolism studies of the semisynthetic antimalarial, anhydrodihydroartemisinin

Autor:	S I, Khalifa, J K, Baker, R D, Rogers, F S, el-Feraly, C D, Hufford
Rok vydání:	1994
Předmět:	Male Magnetic Resonance Spectroscopy Bacteria Fungi Molecular Conformation Spectrometry Mass Fast Atom Bombardment Crystallography X-Ray Artemisinins Rats Antimalarials Animals Rats Wistar Sesquiterpenes Chromatography High Pressure Liquid
Zdroj:	Pharmaceutical research. 11(7)
ISSN:	0724-8741
Popis:	Microbial metabolism studies of the semisynthetic antimalarial anhydrodihydroartemisinin (1), have shown that it is metabolized by a number of microorganisms. Large scale fermentation with Streptomyces lavendulae L-105 and Rhizopogon species (ATCC 36060) have resulted in the isolation of four microbial metabolites. These metabolites have been identified as a 14-carbon rearranged product (2), 9 beta-hydroxyanhydrodihydroartemisinin (3), 11-epi-deoxydihydroartemisinin (4), and 3 alpha-hydroxydeoxyanhydrodihydroartemisinin (5). Microbial metabolites were completely characterized by spectral methods, including 1H-NMR and 13C-NMR spectroscopy. The structure and stereochemistry of metabolite 2 were unequivocally established by X-ray crystallographic analysis. Thermospray mass spectroscopy/high-performance liquid chromatographic analyses of plasma from rats used in mammalian metabolism studies of 1 have shown microbial metabolite 3 to be the major mammalian metabolite. In vitro antimalarial testing has shown metabolite 3 to possess antimalarial activity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=pmid________::1eb29a2b416f2b43600cd3fb2b4becc9 https://pubmed.ncbi.nlm.nih.gov/7937560 Zobrazit plný text záznamu Full text from SpringerLink