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Molecules 2014, 19(2), 2557-2570; doi:10.3390/molecules19022557

Synthesis, Spectroscopic and Theoretical Studies of New Quasi-Podands from Bile Acid Derivatives Linked by 1,2,3-Triazole Rings

Laboratory of Microbiocide Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, Poznań 60-780, Poland
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Received: 17 December 2013 / Revised: 19 February 2014 / Accepted: 20 February 2014 / Published: 24 February 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

A novel method for the synthesis of bile acid derivatives has been developed using “click chemistry”. Intermolecular 1,3-dipolar cycloaddition of the propargyl ester of bile acids and azide groups of 1,3,5-tris(azidomethyl)benzene gave a new quasi-podands with 1,2,3-triazole rings. 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 synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASS).
Keywords: bile acids; podands; click chemistry; 1,2,3-triazole ring; PM5 calculations bile acids; podands; click chemistry; 1,2,3-triazole ring; PM5 calculations
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Pospieszny, T.; Koenig, H.; Kowalczyk, I.; Brycki, B. Synthesis, Spectroscopic and Theoretical Studies of New Quasi-Podands from Bile Acid Derivatives Linked by 1,2,3-Triazole Rings. Molecules 2014, 19, 2557-2570.

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