title: [Preparation and characterization of (5-methyl-2-oxo-1,3-dioxol-4-yl) methyl thiamine sulfides].
abstract: A new type of S-protected thiol-type thiamines (prodrugs), which have a (5-methyl-2-oxo-1,3-dioxol-4-yl) methyl group recognized as a biologically safe promoiety, were designed, prepared, and confirmed to show higher serum thiamine levels after oral administration to rats than after that of thiamine itself and bisbentiamin as standards. Thus it was shown that the promoiety should be also used for improvement of poor oral absorption of drugs with a mercapto group, in addition to the absorption of drugs with carboxyl, amino, and hydroxyl groups.
authors.affiliation: Department of Chemistry, Nagaoka University of Technology, Nagaoka City, Japan.
authors.forename: Tetsuro
authors.initials: T
authors.lastname: Uchida
authors.forename: Goro
authors.initials: G
authors.lastname: Tsukamoto
authors.forename: Koji
authors.initials: K
authors.lastname: Yamamoto
authors.forename: Shun-ichi
authors.initials: S
authors.lastname: Kametani
authors.forename: Hirofumi
authors.initials: H
authors.lastname: Maekawa
authors.forename: Ikuzo
authors.initials: I
authors.lastname: Nishiguchi
mesh_terms: D000284:Administration, Oral; D000818:Animals; D007408:Intestinal Absorption; D008297:Male; D011355:Prodrugs / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship; D013440:Sulfides / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D013831:Thiamine / Q000097:blood
chemical_list: D011355:Prodrugs; D013440:Sulfides; D013831:Thiamine