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

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

* ,
,
 and *
Laboratory of Microbiocide Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, Poznań 60-780, Poland
* Authors to whom correspondence should be addressed.
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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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