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2005
Quinoline derivatives
R 0410
Synthesis of Ring-Substituted 4-Aminoquinolines and Evaluation of Their AntiActivities. — The substitution effects in the B-ring of 4-hydroxyquinoline
25- 144 malarial
on antimalarial activity against drug-resistant parasite strains are investigated. The key
steps in the synthesis of libraries (VIII) and (X) consist of and addition-elimination
reaction to afford the ene-amine precursor (IV) and the subsequent microwave-assisted
cyclization step. Compounds with the shorter side chain, cf. (VIII), are consistently
more potent, especially against the drug-resistant W2 strain. The most active compounds possess substituents at either the 6- or 7-position on the quinoline ring. In
general, small electron-withdrawing groups yield active substitutions. — (MADRID,
P. B.; SHERRILL, J.; LIOU, A. P.; WEISMAN, J. L.; DERISI, J. L.; GUY*, R. K.;
Bioorg. Med. Chem. Lett. 15 (2005) 4, 1015-1018; Dep. Pharm. Chem., Sch. Pharm.,
Univ. Calif., San Francisco, CA 94143, USA; Eng.) — H. Hoennerscheid
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