Design and synthesis of a new class of 4-aminoquinolinyl- and 9-anilinoacridinyl Schiff base hydrazones as potent antimalarial agents.
A series of novel 4-aminoquinolinyl and 9-anilinoacridinyl Schiff base hydrazones have been synthesized and evaluated for their antimalarial activity. All compounds were evaluated in vitro for their antimalarial activity against chloroquine-sensitive strain 3D7 and the chloroquine-resistant K1 strain of Plasmodium falciparum and for cytotoxicity toward Vero cells. Compounds 17, 20, and 21 displayed good activity against the 3D7 strain with IC50 values ranging from 19.69 to 25.38 nm. Moreover, compounds 16, 17, 21, 24, 32, and 33 exhibited excellent activities (21.64-54.26 nm) against K1 strain and several compounds displayed β-hematin inhibitory activity, suggesting that they act on the heme crystallization process such as CQ. Compounds were also found to be non-toxic with good selectivity index.
Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow, 226031, India.
Moni
M
Sharma
Kuldeep
K
Chauhan
Rajeev K
RK
Srivastava
Shiv V
SV
Singh
Kumkum
K
Srivastava
Jitendra K
JK
Saxena
Sunil K
SK
Puri
Prem M S
PM
Chauhan
D000166:Acridines / Q000737:chemistry* / Q000494:pharmacology*; D000634:Aminoquinolines / Q000737:chemistry* / Q000494:pharmacology*; D000818:Animals; D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D006835:Hydrazones / Q000737:chemistry / Q000494:pharmacology; D016778:Malaria, Falciparum / Q000188:drug therapy; D008297:Male; D051379:Mice; D010963:Plasmodium falciparum / Q000187:drug effects*; D012545:Schiff Bases / Q000737:chemistry / Q000494:pharmacology; D014709:Vero Cells
D000166:Acridines; D000634:Aminoquinolines; D000962:Antimalarials; D006835:Hydrazones; D012545:Schiff Bases; C001920:4-aminoquinoline
4-aminoquinoline; 9-anilinoacridine; Schiff base; antimalarial; oxalamide