1. Synthesis, antimalarial properties and 2D-QSAR studies of novel triazole-quinine conjugates
- Author
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Juan C. Serrano, Christopher S. Eickhoff, Marvin J. Meyers, Hassan M. Faidallah, Adel S. Girgis, Francis M. Sverdrup, Alan R. Katritzky, Tanya Therathanakorn, Khalid A. Alamry, Siva S. Panda, Stephen G. Getchell, and Khalid A. Khan
- Subjects
Quantitative structure–activity relationship ,Spectrometry, Mass, Electrospray Ionization ,Stereochemistry ,Proton Magnetic Resonance Spectroscopy ,Clinical Biochemistry ,Plasmodium falciparum ,Triazole ,Pharmaceutical Science ,Quantitative Structure-Activity Relationship ,01 natural sciences ,Biochemistry ,chemistry.chemical_compound ,Antimalarials ,Inhibitory Concentration 50 ,Drug Discovery ,medicine ,Potency ,Animals ,Carbon-13 Magnetic Resonance Spectroscopy ,Molecular Biology ,Quinine ,biology ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Triazoles ,biology.organism_classification ,Combinatorial chemistry ,In vitro ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Drug Design ,Click chemistry ,Molecular Medicine ,Biological Assay ,medicine.drug ,Conjugate - Abstract
Click chemistry technique led to novel 1,2,3-triazole-quinine conjugates 8a-g, 10a-o, 11a-h and 13 utilizing benzotriazole-mediated synthetic approach with excellent yields. Some of the synthesized analogs (11a, 11d-h) exhibited antimalarial properties against Plasmodium falciparum strain 3D7 with potency higher than that of quinine (standard reference used) through in vitro standard procedure bio-assay. Statistically significant BMLR-QSAR model describes the bio-properties, validates the observed biological observations and identifies the most important parameters governing bio-activity.
- Published
- 2016