4, 5-Dihydrooxazole-pyrazoline hybrids: Synthesis and their evaluation as potential antimalarial agents

European Journal of Medicinal Chemistry
2016.0

Abstract

A new series of oxazoline-pyrazoline hybrids (4a-p) were synthesized by condensation reaction of substituted oxazoline based chalcones (3a-m) and substituted hydrazines in methanol. Some of the compounds exhibited promising in vitro antimalarial activity for chloroquine sensitive CQ(S) (3D7) strain and chloroquine resistant CQ(R) (RKL9) strain. The most potent analogue 4i (IC50 0.322 μg/ml) exhibited significant in vivo antimalarial potential against Plasmodium berghei mouse model. The stable complex of 4i with hematin (1:1 stoichiometry) suggests that heme may be one possible target for these hybrid compounds. The study has revealed potential of title compounds as lead for the development of antimalarial agents.

Knowledge Graph

Similar Paper

4, 5-Dihydrooxazole-pyrazoline hybrids: Synthesis and their evaluation as potential antimalarial agents
European Journal of Medicinal Chemistry 2016.0
Pyrazole-pyrazoline as promising novel antimalarial agents: A mechanistic study
European Journal of Medicinal Chemistry 2018.0
Novel 4-Aminoquinoline-Pyrimidine Based Hybrids with Improved in Vitro and in Vivo Antimalarial Activity
ACS Medicinal Chemistry Letters 2012.0
Synthesis of novel analogs of 2-pyrazoline obtained from [(7-chloroquinolin-4-yl)amino]chalcones and hydrazine as potential antitumor and antimalarial agents
European Journal of Medicinal Chemistry 2013.0
N-Substituted aminoquinoline-pyrimidine hybrids: Synthesis, in vitro antimalarial activity evaluation and docking studies
European Journal of Medicinal Chemistry 2019.0
4-Aminoquinoline-Pyrimidine hybrids: Synthesis, antimalarial activity, heme binding and docking studies
European Journal of Medicinal Chemistry 2015.0
4-Anilinoquinoline triazines: A novel class of hybrid antimalarial agents
European Journal of Medicinal Chemistry 2011.0
N -Piperonyl substitution on aminoquinoline-pyrimidine hybrids: Effect on the antiplasmodial potency
European Journal of Medicinal Chemistry 2017.0
Synthesis, characterization and antimalarial activity of quinoline–pyrimidine hybrids
Bioorganic & Medicinal Chemistry 2013.0
Conjugation of N -acylhydrazone and 1,2,4-oxadiazole leads to the identification of active antimalarial agents
Bioorganic & Medicinal Chemistry 2016.0