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- ItemSomente MetadadadosBiocatalyticProduction of Chiral Benzotriazoles Employing Conventional Heating and Microwave Radiation(Bentham Science Publ Ltd, 2017) Meirelles, Matheus A.; Jeller, Alex H.; Ferreira, Irlon M.; Raminelli, Cristiano [UNIFESP]; Faria, Raquel S.; Silveira-Lacerda, Elisangela de Paula; Porto, Andre L. M.Background: This paper describes the synthesis of chiral 1,2,3-benzotriazoles by the enzymatic kinetic resolution of beta-azidoalcohols using lipase from Candida antarctica B followed by a [3+ 2] cycloaddition reaction involving benzyne formation from 2-(trimethylsilyl) phenyl triflate and CsF under conventional heating and microwave radiation. (+/-)-1,2,3-Benzotriazoles were tested in vitro to evaluate their cytotoxic effects on S180 tumor cells using the colorimetric MTT assay. They showed IC50 values comparable to the IC50 value of cisplatin. Methods: Synthesis of azidoalcohols and 1,2,3-benzotriazoles were carried out under microwave radiation and conventional heating. Enzymatic kinetic resolution of (+/-)-azidoalcohols were obtained by Candida antarctica B in orbital shaker. Enzymatic reactions were analyzed using Shimadzu LC-10AD HPLC equipment with UV detector (190-254 nm) and Chiralcel OD-H chiral column (0.46 cm +/- 25 cm