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Triazole Biheterocycles from Cinchona Alkaloids: Coordination and Antiproliferative Properties
Author(s) -
Boratyński Przemysław J.,
Gałęzowska Joanna,
Turkowiak Kamil,
Anisiewicz Artur,
Kowalczyk Rafał,
Wietrzyk Joanna
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801810
Subject(s) - quinoline , chemistry , triazole , moiety , cinchona , 1,2,3 triazole , combinatorial chemistry , cisplatin , stereochemistry , organic chemistry , catalysis , enantioselective synthesis , medicine , surgery , chemotherapy
Eighteen new copper‐complexing derivatives of Cinchona alkaloids entailing 1,2,3‐triazole rings connected to pyridine, pyrimidine and quinoline were obtained in Sonogashira and 1,3‐dipolar cycloaddition reactions. The compounds were tested in an antiproliferative assay against five different cancer cell lines and those containing quinoline‐triazole system exhibited pronounced inhibitory effect comparable, or exceeding that of cisplatin. Quinine derivative substituted at position 2’ with triazolyl‐phenol moiety showed promising selectivity against HT‐29 colon cancer cell line (IC 50 0.65 μg/mL).