Abstract
Several new chalcone analogues were synthesized and evaluated as inhibitors of malaria parasite. Inhibitory activity was determined in vitro against a chloroquine-sensitive Plasmodium falciparum strain of parasites. The compound 3-(4-methoxyphenyl)-1-(4-pyrrol-1-yl-phenyl)prop-2-en-1-one was found to be the most active with 50% inhibition concentration (IC50) of 1.61 μg/ml. This inhibitory concentration is comparable to a prototype phytochemical chalcone, licochalcone A, with an IC50 of 1.43 μg/ml. The present study suggests that small, lipophilic nitrogen heterocyclic ring A together with small hydrophobic functionality at ring B can enhance antimalarial activity. These results suggest that chalcones are a class of compounds that provides an option of developing inexpensive, synthetic therapeutic antimalarial agents in the future.
Graphical Abstract
Claisen-Schmidt condensation method was employed to synthesize various substituted chalcones. Among all, 3-(4-Methoxyphenyl)-1-(4-pyrrol-1-yl-phenyl)prop-2-en-1-one was found to be most effective with IC50 value of 1.6 μg/ml in vitro against chloroquine sensitive strain (3D7) of Plasmodium falciparum.
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Acknowledgements
S.K.A. is thankful to University Grant Commission (UGC), New Delhi, India (scheme no. F-12-19/2004) and University of Delhi, Delhi, India for financial support. This work was partly supported by the Department of Biotechnology, Ministry of Science and Technology, Government of India. Both A.B. and L.C.M. received fellowships from the Council of Scientific and Industrial Research (CSIR), New Delhi.
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Awasthi, S.K., Mishra, N., Kumar, B. et al. Potent antimalarial activity of newly synthesized substituted chalcone analogs in vitro. Med Chem Res 18, 407–420 (2009). https://doi.org/10.1007/s00044-008-9137-9
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DOI: https://doi.org/10.1007/s00044-008-9137-9