Trimethoxy-chalcone derivatives inhibit growth of Leishmania braziliensis: Synthesis, biological evaluation, molecular modeling and structure–activity relationship (SAR)

Synthetic compounds from an in house library as inhibitors of falcipain-2 from Plasmodium falciparum

“…The (E)-N 0 -benzylidene-benzohydrazides 83-99 were synthesized by condensation of the benzohydrazide (2 mmol) or 3,4,5-trimethoxy-benzohydrazide (2 mmol), with the appropriate aldehyde (2 mmol) in methanol (15 mL) and refluxed for 2 h. After cooling, the crude product was collected by filtration, washed and recrystallized from hot ethanol to give white solids [20][21][22][23][24][25][26][27][28][29] .…”

“…The 110 assayed synthetic compounds (Table S1, Supplementary information), were prepared as described in our previous reports [19][20][21][22][23][24][25][26][27][28][29] . Reagents were obtained from Sigma-Aldrich Õ (St. Louis, MO) and solvents from Vetec (Duque de Caxias, RJ, Brazil).…”

“…The (E)-chalcones 1-82 were prepared by aldol condensation using methanol as solvent under basic conditions (KOH 50% w/v) at room temperature for 24 h. Distilled water and 10% hydrochloric acid were added to the reaction for total precipitation of the compounds, which were then obtained by vacuum filtration and later recrystallized in dichloromethane and hexane [20][21][22][23][24][25][26][27][28][29] . The (E)-N 0 -benzylidene-benzohydrazides 83-99 were synthesized by condensation of the benzohydrazide (2 mmol) or 3,4,5-trimethoxy-benzohydrazide (2 mmol), with the appropriate aldehyde (2 mmol) in methanol (15 mL) and refluxed for 2 h. After cooling, the crude product was collected by filtration, washed and recrystallized from hot ethanol to give white solids [20][21][22][23][24][25][26][27][28][29] .…”

Recent developments in biological activities of chalcones: A mini review

“…Bello and co-workers reported the synthesis, molecular modelling and SAR studies of tri-methoxy chalcones and their antileishmanial evaluation against Leishmania braziliensis promastigote forms [122] (Fig. 42).…”

New carbohydrazide derivatives of 1H-pyrazolo[3,4-b]pyridine and trypanocidal activity

“…Three dimensional molecular structure of the carbohydrazide derivatives (4a, 4b and 4c) (non-ionized state according with the predominant molecular population in the physiological environment) and benznidazole (ionized state) were prepared and submitted to the calculations simulating the vacuum without any geometric constraint (Bello et al 2011). Values of LogP and volume of the compounds were obtained using the ChemAxon software available at http://www.chemicalize.org, as well as the predominant molecular states of the compounds in the physiological environment (Funk andKrise 2012, Bello et al 2015).…”