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Synthesis of 2‐(<i>N</i>‐cyclicamino)quinoline combined with methyl (<i>E</i>)‐3‐(2/3/4‐aminophenyl)acrylates as potential antiparasitic agents

Fostino R. B. Bokosi, Richard M. Beteck, Dustin Laming, Heinrich C. Hoppe, Tendamudzimu Tshiwawa, Setshaba D. Khanye

2021Archiv der Pharmazie11 citationsDOI

Abstract

Abstract A rationally designed series of 2‐( N ‐cyclicamino)quinolines coupled with methyl ( E )‐3‐(2/3/4‐aminophenyl)acrylates was synthesized and subjected to in vitro screening bioassays for potential antiplasmodial and antitrypanosomal activities against a chloroquine‐sensitive (3D7) strain of Plasmodium falciparum and nagana Trypanosoma brucei brucei 427, respectively. Substituent effects on activity were evaluated; meta ‐acrylate 24 and the ortho ‐acrylate 29 exhibited the highest antiplasmodial (IC 50 = 1.4 µM) and antitrypanosomal (IC 50 = 10.4 µM) activities, respectively. The activity against HeLa cells showed that the synthesized analogs are not cytotoxic at the maximum tested concentration. The ADME (absorption, distribution, metabolism, and excretion) drug‐like properties of the synthesized compounds were predicted through the SwissADME software.

Topics & Concepts

ADMETrypanosoma bruceiQuinolineStereochemistryChemistryAntiparasitic agentPlasmodium falciparumHeLaSubstituentPharmacologyIn vitroBiochemistryBiologyOrganic chemistryGeneImmunologyMalariaTrypanosoma species research and implicationsResearch on Leishmaniasis StudiesSynthesis and Biological Evaluation
Synthesis of 2‐(<i>N</i>‐cyclicamino)quinoline combined with methyl (<i>E</i>)‐3‐(2/3/4‐aminophenyl)acrylates as potential antiparasitic agents | Litcius