A5047858159- Research on Leishmaniasis Studies
- Trypanosoma species research and implications
- Sulfur-Based Synthesis Techniques
- Synthesis and Biological Evaluation
- Neuroinflammation and Neurodegeneration Mechanisms
- Toxin Mechanisms and Immunotoxins
- Plant-derived Lignans Synthesis and Bioactivity
- Catalytic Alkyne Reactions
- Synthesis of heterocyclic compounds
- Phytochemical compounds biological activities
- Organoselenium and organotellurium chemistry
- Alzheimer's disease research and treatments
- Synthesis and biological activity
- 14-3-3 protein interactions
- Neuroscience and Neuropharmacology Research
- Cholinesterase and Neurodegenerative Diseases
- Bioactive natural compounds
- Computational Drug Discovery Methods
- Natural product bioactivities and synthesis
- Chemical synthesis and alkaloids
- Synthesis of β-Lactam Compounds
- Click Chemistry and Applications
- Chemical synthesis and pharmacological studies
- Synthesis and Reactivity of Sulfur-Containing Compounds
- Inflammatory mediators and NSAID effects
Instituto de Investigaciones Biológicas Clemente Estable
2017-2025
Universidade Federal de Mato Grosso do Sul
2016-2025
Universidad de la República
2024
Rede de Química e Tecnologia
2016-2017
A series of 28 compounds, 3-nitro-1
Natural products play a crucial role in drug discovery, primarily due to their structural complexity. The prenylated flavanone glabranin ((S)-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2-phenylchroman-4-one), isolated from the Dalea elegans plant species, has demonstrated neuroprotective effects, attributed its inhibition of GSK-3β, as per our previous silico studies. Given enzyme's diverse functions and potential target for neurodegenerative diseases, group synthesized evaluated an 11C-labeled...
Abstract Nineteen 3,5‐disubstituted‐isoxazole analogs were synthesized based on nitrofuran scaffolds, by a [3 + 2] cycloaddition reaction between terminal acetylenes and 5‐nitrofuran chloro‐oxime. The compounds obtained in moderate to very good yields (45–91%). antileishmanial activity was assayed against the promastigote amastigote forms of Leishmania (Leishmania) amazonensis . Alkylchlorinated 14p–r active both forms, with emphasis compound 14p , which showed strong form (IC 50 = 0.6 μM...
Sixteen 1,4-diaryl-1,2,3-triazole compounds derived from the natural products veraguensin, grandisin and machilin G were synthesized, with yields of 78-92%.Biological activity tests against Leishmania amazonensis promastigotes showed that three these most active, maximum inhibitory concentration (IC 50 ) values 1.1, 3.71 7.23 µM.One compound was highly active infantum, an IC value 5.2 µM, one derivative 28.6 µM Trypanosoma cruzi trypomastigotes.Regarding structureactivity relationship (SAR),...
Sixteen 1,4-diaryl-1,2,3-triazole compounds 4-19 derived from the tetrahydrofuran neolignans veraguensin 1, grandisin 2, and machilin G 3 were tested against Leishmania (Leishmania) amazonensis intracellular amastigotes. Triazole synthetized via Click Chemistry strategy by 1,3-dipolar cycloaddition between terminal acetylenes aryl azides containing methoxy methylenedioxy groups as substituents. Our results suggest that most derivatives active amastigotes, with IC50 values ranging 4.4 to 32.7...
A simple synthesis of 3-iodothiophenes was demonstrated using a wide range (Z)-thioenynes. The key step in the iodocyclofunctionalization selective reduction triple bond (Z)-thioenynes by addition iodine as an electrophilic agent. were obtained good to excellent yields 61–92%. used substrates Sonogashira cross-coupling reactions obtain thiophene acetylenes.
Abstract Using bioisosterism as a medicinal chemistry tool, 16 3,5‐diaryl‐isoxazole analogues of the tetrahydrofuran neolignans veraguensin, grandisin and machilin G were synthesized via 1,3‐dipolar cycloaddition reactions, with yields from 43% to 90%. Antitrypanosomatid activities evaluated against Trypanosoma cruzi , Leishmania ( L .) amazonensis V braziliensis . All compounds selective for genus inactive T. Isoxazole showed standard activity on both promastigotes L. The most active 15 19...
Hydrothiolation of symmetrical and unsymmetrical buta-1,3-diynes with sodium organylthiolate anions in reflux, generated situ by reacting C4H9SH NaOH, afforded (Z)-organylthioenynes low to good yields (25–80%). By using tetrabutylammonium hydroxide (TBAOH) as base instead the hydrothiolation was more rapid efficient, providing excellent (70–95%).
Abstract Isoxazole analogues derived from the neolignans veraguensin, grandisin, and machilin G were previously synthesized with different substitution patterns through bioisosterism strategy. These compounds tested on intracellular amastigotes of Leishmania (Leishmania) amazonensis ; derivatives proved to be active against amastigotes, IC 50 values ranging 0.4 25 μM. The most 4′ , 14′ 15′, 18′ 0.9, 0.4, 0.7, 1.4 μM, respectively, showing high selectivity indexes (SI = 277.0; 625.0; 178.5...
A one‐pot protocol was developed for the synthesis of unsymmetrical 1,3‐butadiynes. The procedure is based on two sequential reactions: deprotection R–C≡C–C≡C–C(Me) 2 OH derivatives in a retro‐Favorskii reaction to furnish terminal 1,3‐butadiyne compound, which reacted with aryl iodides Sonogashira‐type cross‐coupling catalyzed by Pd(PPh 3 ) 4 and CuI, using TBAOH as activator toluene solvent under reflux 10 min. We also studied situ thiocyclization 1,3‐butadiynes, leading...
New treatment approaches targeting cutaneous leishmaniasis (CL) are required since conventional drugs exhibit limitations due to their several adverse effects and toxicity. In this study, we aimed evaluate the in vivo intralesional efficacy of five isoxazole derivatives previously synthesized effective vitro against intracellular amastigote forms Leishmania (L.) amazonensis. Among tested analogues, 7 exhibited relevant therapeutic effects. The silico predictions provided interesting...
We report herein the design and synthesis via click chemistry of twelve novel triazole retinoid analogues tamibarotene (AM80) evaluation their anticancer activities against six cancer cell lines: HL60, K562, 786, HT29, MCF7 PC3.Among synthesized compounds, two were more potent than solid tumor cells, one them had similar potency to HL60 cells.The bioisosteric exchange between amide group 1,2,3-triazole core in agent reported this work is a valid strategy for generation useful compounds cancer.
In the search for new compounds with antileishmanial activity, we synthesized a triazole hybrid analogue of neolignans grandisin and machilin G (LASQUIM 25), which was previously found highly active against both promastigotes intracellular amastigote forms Leishmania amazonensis. this work, investigated leishmanicidal effects LASQUIM 25 to identify mechanisms involved in cell death L. amazonensis promastigotes. Transmission electron microscopy (TEM) analysis showed marked (IC50 = 7.2 µM) on...
Chagas disease affects 6-8 million people worldwide, remaining a public health concern. Toxicity, several adverse effects and inefficiency in the chronic stage of are major challenges regarding available treatment protocols. This work involved synthesis twenty-two 1,4-disubstituted-1,2,3-triazole analogues benznidazole (BZN), by using click chemistry strategy. Analogues were obtained moderate to good yields (40-97 %). Antitrypanosomal activity was evaluated against amastigote forms...
The hydroalumination of silylacetylenes with DIBAL-H followed by the addition n-butyllithium generated in situ (Z)-β-vinylorganosilane alanates intermediates, which were trapped butyltellurenyl bromide (C4H9TeBr), furnishing exclusively (E)-1-butyltelluro-1-tri(organyl)silyl-2-organyl-1-alkenes 45–70% yields. These telluro(silyl)ketene acetals utilized as substrates Sonogashira cross-coupling Pd-catalyzed reactions, (Z)-1,4-diorganyl-2-tri(organyl)silyl-1-buten-3-ynes total control regio-...