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Structure-activity relationship studies of 4-benzyl-1H-pyrazol-3-yl ß-d-glucopyranoside derivatives as potent and selective sodium glucose co-transporter 1 (SGLT1) inhibitors with therapeutic activity on postprandial hyperglycemia.
Fushimi, Nobuhiko; Fujikura, Hideki; Shiohara, Hiroaki; Teranishi, Hirotaka; Shimizu, Kazuo; Yonekubo, Shigeru; Ohno, Kohsuke; Miyagi, Takashi; Itoh, Fumiaki; Shibazaki, Toshihide; Tomae, Masaki; Ishikawa-Takemura, Yukiko; Nakabayashi, Takeshi; Kamada, Noboru; Ozawa, Tomonaga; Kobayashi, Susumu; Isaji, Masayuki.
Afiliación
  • Fushimi N; Central Research Laboratory, Kissei Pharmaceutical Company, 4365-1 Kashiwabara, Hotaka, Azumino, Nagano Prefecture, Japan. nobuhiko_fushimi@pharm.kissei.co.jp
Bioorg Med Chem ; 20(22): 6598-612, 2012 Nov 15.
Article en En | MEDLINE | ID: mdl-23062824
Sodium glucose co-transporter 1 (SGLT1) plays a dominant role in the absorption of glucose in the gut and is considered a promising target in the development of treatments for postprandial hyperglycemia. A series of 4-benzyl-1H-pyrazol-3-yl ß-d-glucopyranoside derivatives have been synthesized, and its inhibitory activity toward SGLTs has been evaluated. By altering the substitution groups at the 5-position of the pyrazole ring, and every position of the phenyl ring, we studied the structure-activity relationship (SAR) profiles and identified a series of potent and selective SGLT1 inhibitors. Representative derivatives showed a dose-dependent suppressing effect on the escalation of blood glucose levels in oral mixed carbohydrate tolerance tests (OCTT) in streptozotocin-nicotinamide-induced diabetic rats (NA-STZ rats).
Asunto(s)

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Transportador 1 de Sodio-Glucosa / Glucósidos / Hipoglucemiantes Límite: Animals / Humans Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2012 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Transportador 1 de Sodio-Glucosa / Glucósidos / Hipoglucemiantes Límite: Animals / Humans Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2012 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Reino Unido