Coumaro-chalcones synthesized under solvent-free conditions as potential agents against malaria, leishmania and trypanosomiasis. Issue 2 (February 2022)

• Record Type: Journal Article
• Authors: Cuellar, José E.; Quiñones, Winston; Robledo, Sara; Gil, Jesús; Durango, Diego
• Is Part Of: Heliyon. Volume 8:Issue 2(2022)
• Publication Date: 2022-02
• Subjects: Coumaro-chalcones -- Biological activity -- Cytotoxicity -- Leishmaniasis -- Trypanosomiasis -- Malaria; Research -- Periodicals; Medical sciences -- Periodicals; Natural history -- Periodicals; Social sciences -- Periodicals; Earth sciences -- Periodicals; Physical sciences -- Periodicals; 507.2
• DOI: 10.1016/j.heliyon.2022.e08939
• Languages: English
• ISSNs: 2405-8440

Abstract

Abstract: Leishmaniasis, trypanosomiasis, and malaria are a group of neglected tropical diseases present in tropical regions and they affect large numbers of people in developing countries. A series of thirteen coumaro-chalcones (A1 -A13 ) were synthesized under solvent-free conditions and their in vitro anti-leishmanial, anti-plasmodial, anti-trypanosomal and cytotoxic activities were evaluated. One of these coumaro-chalcones, 3-[(2 E )-3-(3-ethoxy-4-hydroxyphenyl)prop-2-enoyl]-2H-chromen-2-one (A12 ), is a new compound. Compounds 3-[(2 E )-3-(3-hydroxyphenyl)prop-2-enoyl]-2H-chromen-2-one (A5 ), 3-[(2 E )-3-(3-methoxyphenyl)prop-2-enoyl]-2H-chromen-2-one (A2 ) and 3-[(2 E )-3-phenylprop-2-enoyl]-2H-chromen-2-one (A1 ) displayed strong inhibition against intracellular amastigotes of Leishmania panamensis with EC50 of 2.1 ± 0.1, 2.5 ± 0.2 and 3.7 ± 0.5 μM, respectively. In addition, Plasmodium falciparum was moderately inhibited by the coumarin-chalcone hybrids, particularly A12 (EC50 : 15.0 ± 0.5 μM) and 3-[(2 E )-3-(1, 3-benzodioxol-5-yl)prop-2-enoyl]-2H-chromen-2-one (A13 ) (EC50 : 15.2 ± 1.1 μM). Remarkably, the coumaro-chalcone A5 (EC50 : 18.7 ± 2.4 μM) exhibited an inhibition of the Trypanosoma cruzi intracellular amastigotes similar to the commercial drug Benznidazole (EC50 : 14.5 ± 0.1 μM). These results support the therapeutic potential of coumaro-chalcone hybrids. Abstract : Coumaro-chalcones; Biological activity; Cytotoxicity; Leishmaniasis; Trypanosomiasis; Malaria.