Synthesis and Antitubercular Evaluation of N-[(E)-(hydroxy, methoxy and ethoxy-substituted-phenyl) Methylidene]isonicotinohydrazide Derivatives

Ferreira, Marcelle de Lima; Cardoso, Laura Nogueira de Faria; Gonçalves, Rinaldo; Silva, Emerson T. da; Lourenço, Maria Cristina S.; Vicente, Felipe R.; Souza, Marcus V. N. de

doi:10.2174/157018008783928472

Cited by 13 publications

(7 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…According to literature, many N¢-acylhydrazones are described with a wide range of pharmacological activities (9), such as antibacterial agents. For example, hydrazone derivatives, prepared by our group, exhibit promising anti-TB activity comparable to the first-line anti-TB drugs as isoniazid, rifampicin and pyrazinamide (10)(11)(12)(13)(14)(15)(16)(17)(18). This work is part of our continuous programme in the search of new antitubercular agent candidates.…”

mentioning

confidence: 99%

Antitubercular Activity of New Coumarins

et al. 2011

View full text Add to dashboard Cite

The present article describes a series of 21 N '-benzylidene-2-oxo-2H-chromene-3-carbohydrazides 4a-4v, which were synthesized and evaluated for their cell viabilities in non-infected and Mycobacterium bovis Bacillus Calmette-Guerin-infected macrophages. Subsequently, the non-cytotoxic compounds 4c, 4g, 4h, 4j, 4l and 4t were assessed against Mycobacterium tuberculosis ATCC 27294 using the microplate Alamar Blue assay and the activity expressed as the minimum inhibitory concentration in μg/mL. These compounds exhibited a significant activity (50-100 μg/mL) when compared to the first-line drugs, such as pyrazinamide (PZA >100 μg/mL). These results could be considered a good starting point for further studies to develop new lead compounds to treat multidrug-resistant tuberculosis.

show abstract

mentioning

confidence: 99%

Antitubercular Activity of New Coumarins

et al. 2011

View full text Add to dashboard Cite

show abstract

“…It can react with aldehydes to form isonicotinohydrazones, which show interesting biological activities [1][2][3][4]. Moreover, isonicotinohydrazone compounds usually possess three or more donor atoms, which can readily form complexes with various metal atoms [5][6][7][8][9][10][11][12].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and crystal structures of hydrazone compounds derived from isonicotinohydrazide

Zhu¹,

Qiu²,

Liu³

et al. 2018

Bull. Chem. Soc. Eth.

View full text Add to dashboard Cite

show abstract

“…It is well known that N -acylhydrazones are attractive target compounds for new drug development, because this scaffold is associated to many pharmacological properties, such as antidepressant, anticonvulsant, anti-inflammatory, antimicrobial 19 and antitubercular activities. 5 – 7 , 20 , 21 Moreover, the synthesis of hydrazones can be considered an important strategy to improve pharmacokinetic parameters of some substances, because its introduction promotes an increase of lipophilicity. This feature is extremely important for anti-TB drug discovery, since the mycobacterium cell wall is composed of a thick hydrophobic layer.…”

Section: Introductionmentioning

confidence: 99%

In Vitro Anti-Mycobacterial Activity of (E)-N´-(Monosubstituted-benzylidene) Isonicotinohydrazide Derivatives against Isoniazid-Resistant Strains

Coelho

Cantos

Bispo

et al. 2012

Infectious Disease Reports

Self Cite

View full text Add to dashboard Cite

A series of twenty-three N-acylhydrazones derived from isoniazid (INH 1-23) have been evaluated for their in vitro antibacterial activity against INH- susceptible strain of M. tuberculosis (RG500) and three INH-resistant clinical isolates (RG102, RG103 and RG113). In general, derivatives 4, 14, 15 and 16 (MIC=1.92, 1.96, 1.96 and 1.86 µM, respectively) showed relevant activities against RG500 strain, while the derivative 13 (MIC=0.98 µM) was more active than INH (MIC=1.14 µM). However, these derivatives were inactive against RGH102, which displays a mutation in the coding region of inhA. These results suggest that the activities of these compounds depend on the inhibition of this enzyme. However, the possibility of other mechanisms of action cannot be excluded, since compounds 2, 4, 6, 7, 12–17, 19, 21 and 23 showed good activities against katG-resistant strain RGH103, being more than 10-fold more active than INH.

show abstract

Synthesis and Antitubercular Evaluation of N-[(E)-(hydroxy, methoxy and ethoxy-substituted-phenyl) Methylidene]isonicotinohydrazide Derivatives

Cited by 13 publications

References 0 publications

Antitubercular Activity of New Coumarins

Antitubercular Activity of New Coumarins

Synthesis, characterization and crystal structures of hydrazone compounds derived from isonicotinohydrazide

In Vitro Anti-Mycobacterial Activity of (E)-N´-(Monosubstituted-benzylidene) Isonicotinohydrazide Derivatives against Isoniazid-Resistant Strains

Contact Info

Product

Resources

About