Novel sulfur-containing microbial metabolite of primaquine.
AUTOR(ES)
Hufford, C D
RESUMO
Microbial metabolism studies of the antimalarial drug primaquine, using Streptomyces roseochromogenus (ATCC 13400) have produced an N-acetylated metabolite and a methylene-linked dimeric product, both of which have been previously reported, and a novel sulfur-containing microbial metabolite. The structure of the metabolite as a sulfur-linked dimer was proposed on the basis of spectral and chemical data. The molecular formula C34H44N6O4S was established from field-desorption mass spectroscopy and analytical data. The 1H- and 13C-nuclear magnetic resonance spectral data firmly established that the novel metabolite was a symmetrically substituted dimer of primaquine N-acetate with a sulfur atom linking the two units at C-5. The metabolite has been shown to be a mixture of stereoisomers which can equilibrate in solution. This observation was confirmed by microbial synthesis of the metabolite from optically active primaquine.
ACESSO AO ARTIGO
http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=180525Documentos Relacionados
- Inhibition of microbial growth by ajoene, a sulfur-containing compound derived from garlic.
- STUDIES ON BROMINE-OXIDIZABLE SULFUR-CONTAINING COMPOUNDS IN MOLD METABOLISM
- Presence and Function of Sulfur-containing Transfer Ribonucleic Acid of Bacillus subtilis
- Effect of Sulfur-Containing Compounds on Growth of Methanosarcina barkeri in Defined Medium
- Induction of Cellulase by Gentiobiose and Its Sulfur-Containing Analog in Penicillium purpurogenum
