One-pot synthesis of novel (2R,4S)-N-aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl) pyrrolidine-2-carboxamides via TiO2-NPs and Pd(PPh3)2Cl2 catalysts and investigation of their biological activities
A new class of (2R,4S)- N -aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl)pyrrolidine-2-carboxamide compounds was synthesized by a facile one-pot reaction of trans-4-hydroxy proline and trifluoroacetimidoyl chlorides in the presence of TiO 2 -nanoparticles as a catalyst and sodium bicarbonate as a base. Sy...
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Veröffentlicht in: | Molecular diversity 2017-05, Vol.21 (2), p.305-315 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A new class of (2R,4S)-
N
-aryl-4-hydroxy-1-(2,2,2-trifluoroacetyl)pyrrolidine-2-carboxamide compounds was synthesized by a facile one-pot reaction of trans-4-hydroxy proline and trifluoroacetimidoyl chlorides in the presence of
TiO
2
-nanoparticles as a catalyst and sodium bicarbonate as a base. Synthesized compounds showed cytotoxicity with
IC
50
values of 15.3–70.3
μ
M
against K562 (Homo sapiens, human) cells. The results of the study provide a valuable method for one-pot synthesis of trans-4-hydroxy proline-based
N
-(2,2,2-trifluoroacetylated) compounds. Also, these compounds show significant pharmaceutical activities as antibacterial and antifungal reagents.
Graphical Abstract |
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ISSN: | 1381-1991 1573-501X |
DOI: | 10.1007/s11030-017-9726-y |