Design, Prins-cyclization reaction promoting diastereoselective synthesis of 10 new tetrahydropyran derivatives and in vivo antinociceptive evaluations

…, MRM Barros, BG Marinho, MLAA Vasconcellos

Index: Capim, Saulo L.; Carneiro, Paulo H.P.; Castro, Paloma C.; Barros, Maithe R.M.; Marinho, Bruno G.; Vasconcellos, Mario L.A.A. European Journal of Medicinal Chemistry, 2012 , vol. 58, p. 1 - 11

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Citation Number: 7

Abstract

We described in this article the very efficient 2, 6-cis ou 2, 4, 6-cis diastereoselective synthesis (2 or 3 steps, 62–65% global yields) from Prins-cyclization reaction as synthetic key-step to tetrahydropyran rings construction of 10 new congeners compounds (3–12) designed from Naproxen structure. These tetrahydropyran derivatives were in vivo bioevaluated on antinociceptive effect in the acetic acid-induced abdominal writhing test, ...