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Design and Synthesis of New Bile AcidSterol Conjugates Linked via 1,2,3‐Triazole Ring
Author(s) -
Pospieszny Tomasz
Publication year - 2015
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201500118
Subject(s) - chemistry , sterol , click chemistry , cholic acid , azide , ergosterol , conjugate , bile acid , stereochemistry , ring (chemistry) , 1,2,3 triazole , lanosterol , triazole , cycloaddition , organic chemistry , cholesterol , biochemistry , mathematical analysis , mathematics , catalysis
A new steroid conjugates have been obtained from bile acids and sterol derivatives using ‘click chemistry’. Intermolecular 1,3‐dipolar cycloaddition of the propargyl ester of bile acids (lithocholic, deoxycholic, and cholic acid) and azide derivatives of sterols (ergosterol and cholesterol) gave a new bile acidsterol conjugates linked with a 1,2,3‐triazole ring. The structures of all products were confirmed by spectroscopic ( 1 H‐ and 13 C‐NMR, and FT‐IR) analyses, mass spectrometry (ESI‐MS), and in silico biological activity evaluation methods (PASS), as well as PM5 semiempirical methods.