title: Metabolic products of microorganisms. 239. Bacimethrin isolated from Streptomyces albus identification, derivatives, synthesis and biological properties.
abstract: Bacimethrin (1), known as a thiamine antagonist produced by Bacillus megatherium, was isolated from Streptomyces albus and has been further characterized by NMR spectra and acetylation. A new easy three step synthesis for 1 is described. The biological activity of 1, and its mode of action were discussed. There are indications that bacimethrin inhibits the phosphorylation of 4-amino-5-hydroxymethyl-2-methylpyrimidine (Pyr-OH) during thiamine biosynthesis.
authors: Institut für Biologie II, Universität Tübingen, FRG.
authors: H
authors: H
authors: Drautz
authors: W
authors: W
authors: Messerer
authors: H
authors: H
authors: Zähner
authors: S
authors: S
authors: Breiding-Mack
authors: A
authors: A
authors: Zeeck
mesh_terms: D000107:Acetylation; D010766:Phosphorylation; D011736:Pyridoxine / Q000037:antagonists & inhibitors; D011743:Pyrimidines / Q000138:chemical synthesis / Q000494:pharmacology*; D013302:Streptomyces / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013831:Thiamine / Q000037:antagonists & inhibitors* / Q000096:biosynthesis
chemical_list: D011743:Pyrimidines; C054356:bacimethrin; D011736:Pyridoxine; D013831:Thiamine