Synthesis, In Vitro Antiprotozoal Activity and Cytotoxicity of New Thymol Carbonate Derivatives

Amebiasis caused by Entamoeba histolytica is nowadays a serious public health problem worldwide, especially in developing countries. Annually, up to 100,000 deaths occur across the world. Due to the resistance that pathogenic protozoa exhibit against commercial antiprotozoal drugs, a growing emphasis has been placed on plants used in traditional medicine to discover new antiparasitics. Previously, we reported the in vitro antiamoebic activity of a methanolic extract of Lippia graveolens Kunth (Mexican oregano). In this study, we outline the isolation and structure elucidation of antiamoebic compounds occurring in this plant. The subsequent work-up of this methanol extract by bioguided isolation using several chromatographic techniques yielded the flavonoids pinocembrin (1), sakuranetin (2), cirsimaritin (3), and naringenin (4). Structural elucidation of the isolated compounds was achieved by spectroscopic/spectrometric analyses and comparing literature data. These compounds revealed significant antiprotozoal activity against E. histolytica trophozoites using in vitro tests, showing a 50% inhibitory concentration (IC50) ranging from 28 to 154 µg/mL. Amebicide activity of sakuranetin and cirsimaritin is reported for the first time in this study. These research data may help to corroborate the use of this plant in traditional Mexican medicine for the treatment of dyspepsia.

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Synthesis, in-vitro antiprotozoal activity and molecular docking study of isothiocyanate derivatives

Bioorganic & Medicinal Chemistry ◽

10.1016/j.bmc.2019.115185 ◽

2020 ◽

Vol 28 (1) ◽

pp. 115185 ◽

Cited By ~ 1

Author(s):

Kosar Babanezhad Harikandei ◽

Peyman Salehi ◽

Samad Nejad Ebrahimi ◽

Morteza Bararjanian ◽

Marcel Kaiser ◽

...

Keyword(s):

Molecular Docking ◽

Docking Study ◽

Antiprotozoal Activity ◽

Molecular Docking Study

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Synthesis and in vitro antiprotozoal activity of 5-nitrothiophene-2-carboxaldehyde thiosemicarbazone derivatives

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/s0960-894x(02)00703-5 ◽

2002 ◽

Vol 12 (23) ◽

pp. 3475-3478 ◽

Cited By ~ 55

Author(s):

Neelam Bharti ◽

Kakul Husain ◽

M.T Gonzalez Garza ◽

Delia E Cruz-Vega ◽

J Castro-Garza ◽

...

Keyword(s):

Antiprotozoal Activity

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In vitro antiprotozoal activity of alkaloids from Phaedranassa dubia (Amaryllidaceae)

Phytochemistry Letters ◽

10.1016/j.phytol.2010.06.004 ◽

2010 ◽

Vol 3 (3) ◽

pp. 161-163 ◽

Cited By ~ 39

Author(s):

Edison J. Osorio ◽

Strahil Berkov ◽

Reto Brun ◽

Carles Codina ◽

Francesc Viladomat ◽

...

Keyword(s):

Antiprotozoal Activity

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QSAR Study on the Contribution of LogPandEsto the in Vitro Antiprotozoal Activity of Glutathione Derivatives

Journal of Medicinal Chemistry ◽

10.1021/jm000502n ◽

2001 ◽

Vol 44 (18) ◽

pp. 2976-2983 ◽

Cited By ~ 23

Author(s):

Sylvie Daunes ◽

Claudius D'Silva ◽

Howard Kendrick ◽

Vanessa Yardley ◽

Simon L. Croft

Keyword(s):

Antiprotozoal Activity ◽

Qsar Study ◽

Glutathione Derivatives

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Investigation of Calcium Channel Blockers as Antiprotozoal Agents and Their Interference in the Metabolism ofLeishmania (L.) infantum

Evidence-based Complementary and Alternative Medicine ◽

10.1155/2016/1523691 ◽

2016 ◽

Vol 2016 ◽

pp. 1-9 ◽

Cited By ~ 6

Author(s):

Juliana Quero Reimão ◽

Juliana Tonini Mesquita ◽

Daiane Dias Ferreira ◽

Andre Gustavo Tempone

Keyword(s):

Calcium Channel ◽

Chagas Disease ◽

Calcium Channel Blockers ◽

Channel Blockers ◽

Antiprotozoal Activity ◽

Additive Interaction ◽

Therapeutic Class ◽

Species Production

Leishmaniasis and Chagas disease are neglected parasitic diseases endemic in developing countries; efforts to find new therapies remain a priority. Calcium channel blockers (CCBs) are drugs in clinical use for hypertension and other heart pathologies. Based on previous reports about the antileishmanial activity of dihydropyridine-CCBs, this work aimed to investigate whether thein vitroanti-Leishmania infantumand anti-Trypanosoma cruziactivities of this therapeutic class would be shared by other non-dihydropyridine-CCBs. Except for amrinone, our results demonstrated antiprotozoal activity for fendiline, mibefradil, and lidoflazine, with IC50values in a range between 2 and 16 μM and Selectivity Index between 4 and 10. Fendiline demonstrated depolarization of mitochondrial membrane potential, with increased reactive oxygen species production in amlodipine and fendiline treatedLeishmania, but without plasma membrane disruption. Finally,in vitrocombinations of amphotericin B, miltefosine, and pentamidine againstL. infantumshowed in isobolograms an additive interaction when these drugs were combined with fendiline, resulting in overall mean sum of fractional inhibitory concentrations between 0.99 and 1.10. These data demonstrated that non-dihydropyridine-CCBs present antiprotozoal activity and could be useful candidates for futurein vivoefficacy studies against Leishmaniasis and Chagas’ disease.

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