Synthesis and spectroscopic studies of new bile acid derivatives linked by a 1,2,3-triazole ring |
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Authors: | Tomasz Pospieszny Izabela Małecka Zdzisław Paryzek |
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Affiliation: | Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland |
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Abstract: | A novel method for the synthesis of cholic acid derivatives has been developed using ‘click chemistry’. Intermolecular 1,3-dipolar cycloaddition of the propargyl ester and azide groups of 3α-azidoacetoxy-7α,12α-diformyloxy-5β-cholan-24-oate gave a new dimer and oligomer linked by a 1,2,3-triazole ring. The structures of the products were confirmed by spectral (1H NMR, 13C NMR, and FT-IR) analysis, mass spectrometry and PM5 semiempirical methods. Estimation of the pharmacotherapeutic potential has been accomplished for the synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASSs). |
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