Synthesis and<i>in vitro</i>Evaluation of Novel Galactosyl-triazolo-benzenesulfonamides Against<i>Trypanosoma cruzi</i>

Junqueira, Getúlio G.; Carvalho, Marcelo R. de; Andrade, Peterson de; Lopes, Carla D.; Carneiro, Zumira Aparecida; Sesti-Costa, Renata; Silva, João; Carvalho, Ivone

doi:10.5935/0103-5053.20140158

Cited by 6 publications

(9 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The enzymatic inhibition assay was performed using a continuous fluorimetric method based on the TcTS-catalyzed hydrolysis of 2-(4-methylumbelliferyl)-a- d - N -acetylneuraminic acid (MuNANA). As a control, the activities of pyridoxal phosphate (Pyr) and compound 24 [ 35 ] were measured in the same concentrations of the target compounds due to their respective moderate [ 48 ] and weak activities on TcTS.…”

Section: Resultsmentioning

confidence: 99%

Benzoic Acid Derivatives with Trypanocidal Activity: Enzymatic Analysis and Molecular Docking Studies toward Trans-Sialidase

et al. 2017

Self Cite

View full text Add to dashboard Cite

Chagas, or American trypanosomiasis, remains an important public health problem in developing countries. In the last decade, trans-sialidase has become a pharmacological target for new anti-Chagas drugs. In this work, the aims were to design and find a new series of benzoic acid derivatives as trans-sialidase (TS) inhibitors and anti-trypanosomal agents. Three compounds (14, 18, and 19) sharing a para-aminobenzoic acid moiety showed more potent trypanocidal activity than the commercially available drugs nifurtimox and benznidazole in both strains: the lysis concentration of 50% of the population (LC50) was <0.15 µM on the NINOA strain, and LC50 < 0.22 µM on the INC-5 strain. Additionally, compound 18 showed a moderate inhibition (47%) on the trans-sialidase enzyme and a binding model similar to DANA (pattern A).

show abstract

Section: Resultsmentioning

confidence: 99%

Benzoic Acid Derivatives with Trypanocidal Activity: Enzymatic Analysis and Molecular Docking Studies toward Trans-Sialidase

et al. 2017

Self Cite

View full text Add to dashboard Cite

show abstract

“…Due to their well-documented therapeutic potential, 1,2,3-triazole analogues are attractive target substances for researchers worldwide. They are important antiviral [2,3], antibacterial [4][5][6][7], antifungal [8,9], antimalarial [10,11], anticancer [12][13][14][15][16][17][18], analgesic [11], antihypertensive [12], anticonvulsant [19], and CNS depressing [20] agents. Furthermore, as enticing linker units suitable for connecting two pharmacophores in order to develop novel polyfunctional drugs, 1,2,3-triazoles have become increasingly relevant and important in the generation of bioactive and multifunctional drugs [21].…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Molecular Docking of Novel Acetophenone-1,2,3-Triazoles Containing Compounds as Potent Enoyl-Acyl Carrier Protein Reductase (InhA) Inhibitors

et al. 2022

View full text Add to dashboard Cite

New medications are desperately needed to combat rising drug resistance among tuberculosis (TB) patients. New agents should ideally work through unique targets to avoid being hampered by preexisting clinical resistance to existing treatments. The enoyl-acyl carrier protein reductase InhA of M. tuberculosis is one of the most crucial targets since it is a promising target that has undergone extensive research for anti-tuberculosis drug development. A well-known scaffold for a variety of biological activities, including antitubercular activity, is the molecular linkage of a1,2,3-triazole with an acetamide group. As a result, in the current study, which was aided by ligand-based molecular modeling investigations, 1,2,3-triazolesweredesigned and synthesized adopting the CuAAC aided cycloaddition of 1-(4-(prop-2-yn-1-yloxy)phenyl)ethanone with appropriate acetamide azides. Standard spectroscopic methods were used to characterize the newly synthesized compounds. In vitro testing of the proposed compounds against the InhA enzyme was performed. All the synthesized inhibitors completely inhibited the InhA enzyme at a concentration of 10 µM that exceeded Rifampicin in terms of activity. Compounds 9, 10, and 14 were the most promising InhA inhibitors, with IC50 values of 0.005, 0.008, and 0.002 µM, respectively. To promote antitubercular action and investigate the binding manner of the screened compounds with the target InhA enzyme’s binding site, a molecular docking study was conducted.

show abstract

“…[1,2] Among these, triazoles are a versatile group of molecules present in numerous of life saving drugs. [3,4] Literature survey reveals that triazoles have immense chemotherapeutic importance as antiviral, [5] antimicrobial, [6,7] antimicobacterial, [8] anticancer, [9] antitripanosomal, [10] anti-HIV, [11] antimalarial, [12] analgesic, [13] anti-inflammatory, [14] antihypertensive, [15] anticonvulsant [16] and CNS depressant [17] agents. A review by Haider et al [18] provides an excellent account of diverse biological activity spectrum associated with 1,2,3-triazole moiety.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Antimicrobial Potential of Some 1,4-Disubstituted 1,2,3-Bistriazoles

Kaushik

Kumar

Singh

et al. 2015

Synthetic Communications

View full text Add to dashboard Cite

A convenient synthesis of some new 1,4-disubstituted 1,2,3-bistriazoles (3a-3f, 4a-4f, 6a-6b, 7a-7b) is reported via copper (I) catalyzed Huisgen 1,3-dipolar cycloaddition of various terminal alkynes with 1,4-bis(azidomethyl)benzene and 1,6-diazidohexane. The synthesized compounds were characterized by spectral techniques viz. IR, 1 H NMR, 13 C NMR, HRMS and tested in vitro for antimicrobial potential against Bacillus subtilis, Staphylococcus aureus (Gram positive bacteria), Pseudomonas aeruginosa, Escherichia coli (Gram negative bacteria), Candida albicans and Aspergillus niger (fungi). Among the synthesized 1,4-disubstituted 1,2,3-bistriazoles, compounds 6a, 6b and 7b displayed excellent antimicrobial potential against most of the tested strains.

show abstract

Synthesis andin vitroEvaluation of Novel Galactosyl-triazolo-benzenesulfonamides AgainstTrypanosoma cruzi

Cited by 6 publications

References 1 publication

Benzoic Acid Derivatives with Trypanocidal Activity: Enzymatic Analysis and Molecular Docking Studies toward Trans-Sialidase

Benzoic Acid Derivatives with Trypanocidal Activity: Enzymatic Analysis and Molecular Docking Studies toward Trans-Sialidase

Design, Synthesis and Molecular Docking of Novel Acetophenone-1,2,3-Triazoles Containing Compounds as Potent Enoyl-Acyl Carrier Protein Reductase (InhA) Inhibitors

Synthesis, Characterization, and Antimicrobial Potential of Some 1,4-Disubstituted 1,2,3-Bistriazoles

Contact Info

Product

Resources

About