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Flavones. 3. Synthesis, biological activities, and conformational analysis of isoflavone derivatives and related compounds.
Wu, E S; Loch, J T; Toder, B H; Borrelli, A R; Gawlak, D; Radov, L A; Gensmantel, N P.
Afiliación
  • Wu ES; Department of Chemistry, Fisons Pharmaceuticals, Rochester, New York 14623.
J Med Chem ; 35(19): 3519-25, 1992 Sep 18.
Article en En | MEDLINE | ID: mdl-1404232
A series of 2-alkylisoflavone derivatives 1 was prepared with the intent to study the importance of the phenyl group (at the 3-position) of the isoflavone in imparting antihypertensive activity and the substitution effects at the 2-position of isoflavone. With the exception of the 2-isopropyl analog, the antihypertensive activity of these compounds appears to have a slow onset and long duration. None of the analogs appears better than the corresponding flavone (3) and 3-phenylflavone (2) analogs. An unsuccessful attempt to correlate the relationship between antihypertensive activity and the calculated torsional angle of C2-C3-C1'-C2' is discussed. Antiinflammatory activities of these compounds along with 7-(oxypropylamine)flavones were also evaluated and found to be not very potent. The antiinflammatory activity appears to be sensitive to steric effects of the alkyl group on the nitrogen and of substituents at the 2-position of the isoflavones, while the hydroxyl group of the propanolamine side chain is not essential.
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Flavonoides / Antihipertensivos Límite: Animals Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 1992 Tipo del documento: Article Pais de publicación: Estados Unidos
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Flavonoides / Antihipertensivos Límite: Animals Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 1992 Tipo del documento: Article Pais de publicación: Estados Unidos