title: Synthesis of a nitrogen analogue of salacinol and its alpha-glucosidase inhibitory activity.
abstract: A nitrogen analogue 4 of the naturally occurring sulfonium ion salacinol (1), a potent alpha-glucosidase inhibitor isolated from the Ayruvedic medicine Salacia reticulata, was synthesized and its inhibitory activity against alpha-glucosidase tested. Substitution of the sulfur atom in 1 with a nitrogen reduced the activity considerably. The solid-state stereostructure of the related compound (5) was determined on the basis of single crystal X-ray measurement.
authors.affiliation: School of Pharmaceutical Sciences, Kinki University, Osaka, Japan. muraoka@phar,kindai.ac.jp
authors.forename: O
authors.initials: O
authors.lastname: Muraoka
authors.forename: S
authors.initials: S
authors.lastname: Ying
authors.forename: K
authors.initials: K
authors.lastname: Yoshikai
authors.forename: Y
authors.initials: Y
authors.lastname: Matsuura
authors.forename: E
authors.initials: E
authors.lastname: Yamada
authors.forename: T
authors.initials: T
authors.lastname: Minematsu
authors.forename: G
authors.initials: G
authors.lastname: Tanabe
authors.forename: H
authors.initials: H
authors.lastname: Matsuda
authors.forename: M
authors.initials: M
authors.lastname: Yoshikawa
mesh_terms: D000818:Animals; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D065089:Glycoside Hydrolase Inhibitors; D007413:Intestinal Mucosa / Q000187:drug effects / Q000201:enzymology; D051379:Mice; D008871:Microvilli / Q000187:drug effects / Q000201:enzymology; D017672:Nitrogen Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D013402:Sugar Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology; D013431:Sulfates
chemical_list: D004791:Enzyme Inhibitors; D065089:Glycoside Hydrolase Inhibitors; D017672:Nitrogen Compounds; D013402:Sugar Alcohols; D013431:Sulfates; C427963:salacinol