Enantioselective synthesis and antioxidant activity of 3,4,5-substituted piperidine derivatives.

Bioorg Med Chem Lett

Division of Energy Systems Research, Ajou University, Suwon 16499, Republic of Korea; Korea Carbon Capture & Sequestration R&D Center, Deajeon 305-343, Republic of Korea. Electronic address:

Published: July 2016


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Article Abstract

In this study, 3,4,5-trisubstituted piperidines were synthesized enantioselectively, and their antioxidant activity was evaluated. The 3,4,5-trisubstituted piperidines containing TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl) and a spatially proximal hydroxy group showed good antioxidant activity. Some of these compounds showed IC50 values in a nanomolar range, comparable to that of TEMPO. Probably the TEMPO generated from the homolysis of the CON bond of 3,4,5-trisubstituted piperidines functions as a radical-scavenging entity, and the hydroxy group of piperidines has a synergistic effect to the antioxidant activity.

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http://dx.doi.org/10.1016/j.bmcl.2016.04.092DOI Listing

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