Quinine bis-conjugates with quinolone antibiotics and peptides: synthesis and antimalarial bioassay.
Benzotriazole-mediated syntheses led to novel bis-conjugates of quinine with quinolone antibiotics and amino acid linkers which were successfully prepared by two alternative routes with excellent yields and retention of chirality. These bis conjugates retain in vitro antimalarial activity with IC(50) values ranging from 12 to 207 nM, similar to quinine itself.
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA.
Siva S
SS
Panda
Kiran
K
Bajaj
Marvin J
MJ
Meyers
Francis M
FM
Sverdrup
Alan R
AR
Katritzky
D000900:Anti-Bacterial Agents / Q000737:chemistry*; D000962:Antimalarials / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D020128:Inhibitory Concentration 50; D010446:Peptide Fragments / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects; D011803:Quinine / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015363:Quinolones / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry
D000900:Anti-Bacterial Agents; D000962:Antimalarials; D010446:Peptide Fragments; D015363:Quinolones; D014230:Triazoles; C012771:benzotriazole; D011803:Quinine