[Non-steroid anti-inflammatory agents. VII. Optically active homologues of 3-(4-biphenylyl)-3-hydroxypropionic acid].
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Biomedical subjects
Publications and source records attributed to S Burnelli.
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The synthesis and the resolution of the enantiomers of (+/-)2-(4-biphenylyl)-4-oxybutyric and (+/-)4-(4-biphenylyl)-2-oxybutyric acids and the resolution of the enantiomers of (+/-)2-(4-biphenylyl)-2-oxybutyric and (+/-)4-biphenylylglycolic acids are described. The potassium salts of each enantiomer were submitted to preliminary assays of antiphlogistic activity.
The synthesis of the (+/-) 3-(4-biphenylyl)-3-hydroxybutanoic, pentanoic, hexanoic and isohexanoic acids, and their resolution in to enantiomers are described. The latter were submitted to preliminary assay for antiinflammatory activity: interesting results were obtained above all for the isohexanoic acid derivative.
The synthesis, diastereoisomeric separation, attribution to erythro and threo series, and resolution of the enantiomers of 2-(4-biphenylyl)-3-oxybutyric acid are described. The four isomers were tested for anti-inflammatory activity: the preliminary results are interesting, particular those for the (--) erythro enantiomer.
The degree of stereospecificity of the antiinflammatory activity of four isomers of 2-(4-biphenylyl)-3-hydroxybutyric acid was investigated in three different tests. The erythro compounds were the most active ones. As the "optical isomers effect" was not significant, this could indicate that the "diastereoisomer effect" is more important than optical isomerism.
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