Synthesis and biological evaluation of hydrazone derivatives as antifungal agents. 2015

Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
Laboratório de Fitoquímica e Síntese Orgânica (LAFIS), Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre 90610-000, RS, Brazil. bruna.casanova@ufrgs.br.

Emerging yeasts are among the most prevalent causes of systemic infections with high mortality rates and there is an urgent need to develop specific, effective and non-toxic antifungal agents to respond to this issue. In this study 35 aldehydes, hydrazones and hydrazines were obtained and their antifungal activity was evaluated against Candida species (C. parapsilosis, C. tropicalis, C. krusei, C. albicans, C. glabrata and C. lusitaneae) and Trichosporon asahii, in an in vitro screening. The minimum inhibitory concentrations (MICs) of the active compounds in the screening was determined against 10 clinical isolates of C. parapsilosis and 10 of T. asahii. The compounds 4-pyridin-2-ylbenzaldehyde] (13a) and tert-butyl-(2Z)-2-(3,4,5-trihydroxybenzylidine)hydrazine carboxylate (7b) showed the most promising MIC values in the range of 16-32 μg/mL and 8-16 μg/mL, respectively. The compounds' action on the stability of the cell membrane and cell wall was evaluated, which suggested the action of the compounds on the fungal cell membrane. Cell viability of leukocytes and an alkaline comet assay were performed to evaluate the cytotoxicity. Compound 13a was not cytotoxic at the active concentrations. These results support the discovery of promising candidates for the development of new antifungal agents.

UI MeSH Term Description Entries
D007962 Leukocytes White blood cells. These include granular leukocytes (BASOPHILS; EOSINOPHILS; and NEUTROPHILS) as well as non-granular leukocytes (LYMPHOCYTES and MONOCYTES). Blood Cells, White,Blood Corpuscles, White,White Blood Cells,White Blood Corpuscles,Blood Cell, White,Blood Corpuscle, White,Corpuscle, White Blood,Corpuscles, White Blood,Leukocyte,White Blood Cell,White Blood Corpuscle
D008826 Microbial Sensitivity Tests Any tests that demonstrate the relative efficacy of different chemotherapeutic agents against specific microorganisms (i.e., bacteria, fungi, viruses). Bacterial Sensitivity Tests,Drug Sensitivity Assay, Microbial,Minimum Inhibitory Concentration,Antibacterial Susceptibility Breakpoint Determination,Antibiogram,Antimicrobial Susceptibility Breakpoint Determination,Bacterial Sensitivity Test,Breakpoint Determination, Antibacterial Susceptibility,Breakpoint Determination, Antimicrobial Susceptibility,Fungal Drug Sensitivity Tests,Fungus Drug Sensitivity Tests,Sensitivity Test, Bacterial,Sensitivity Tests, Bacterial,Test, Bacterial Sensitivity,Tests, Bacterial Sensitivity,Viral Drug Sensitivity Tests,Virus Drug Sensitivity Tests,Antibiograms,Concentration, Minimum Inhibitory,Concentrations, Minimum Inhibitory,Inhibitory Concentration, Minimum,Inhibitory Concentrations, Minimum,Microbial Sensitivity Test,Minimum Inhibitory Concentrations,Sensitivity Test, Microbial,Sensitivity Tests, Microbial,Test, Microbial Sensitivity,Tests, Microbial Sensitivity
D011725 Pyridines Compounds with a six membered aromatic ring containing NITROGEN. The saturated version is PIPERIDINES.
D002175 Candida A genus of yeast-like mitosporic Saccharomycetales fungi characterized by producing yeast cells, mycelia, pseudomycelia, and blastophores. It is commonly part of the normal flora of the skin, mouth, intestinal tract, and vagina, but can cause a variety of infections, including CANDIDIASIS; ONYCHOMYCOSIS; VULVOVAGINAL CANDIDIASIS; and CANDIDIASIS, ORAL (THRUSH). Candida guilliermondii var. nitratophila,Candida utilis,Cyberlindnera jadinii,Hansenula jadinii,Lindnera jadinii,Monilia,Pichia jadinii,Saccharomyces jadinii,Torula utilis,Torulopsis utilis,Monilias
D002177 Candidiasis Infection with a fungus of the genus CANDIDA. It is usually a superficial infection of the moist areas of the body and is generally caused by CANDIDA ALBICANS. (Dorland, 27th ed) Candida Infection,Moniliasis,Candida Infections,Candidiases,Infection, Candida,Moniliases
D002264 Carboxylic Acids Organic compounds containing the carboxy group (-COOH). This group of compounds includes amino acids and fatty acids. Carboxylic acids can be saturated, unsaturated, or aromatic. Carboxylic Acid,Acid, Carboxylic,Acids, Carboxylic
D002462 Cell Membrane The lipid- and protein-containing, selectively permeable membrane that surrounds the cytoplasm in prokaryotic and eukaryotic cells. Plasma Membrane,Cytoplasmic Membrane,Cell Membranes,Cytoplasmic Membranes,Membrane, Cell,Membrane, Cytoplasmic,Membrane, Plasma,Membranes, Cell,Membranes, Cytoplasmic,Membranes, Plasma,Plasma Membranes
D002470 Cell Survival The span of viability of a cell characterized by the capacity to perform certain functions such as metabolism, growth, reproduction, some form of responsiveness, and adaptability. Cell Viability,Cell Viabilities,Survival, Cell,Viabilities, Cell,Viability, Cell
D002473 Cell Wall The outermost layer of a cell in most PLANTS; BACTERIA; FUNGI; and ALGAE. The cell wall is usually a rigid structure that lies external to the CELL MEMBRANE, and provides a protective barrier against physical or chemical agents. Cell Walls,Wall, Cell,Walls, Cell
D006834 Hydrazines Substituted derivatives of hydrazine (formula H2N-NH2). Hydrazide

Related Publications

Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
December 2022, Acta chimica Slovenica,
Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
August 2014, Bioorganic & medicinal chemistry letters,
Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
August 2008, Journal of enzyme inhibition and medicinal chemistry,
Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
December 2012, European journal of medicinal chemistry,
Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
February 2017, ChemMedChem,
Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
March 2014, International journal of molecular sciences,
Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
December 2010, Chemical biology & drug design,
Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
July 2018, Chemical biology & drug design,
Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
July 2020, Bioorganic & medicinal chemistry letters,
Bruna B Casanova, and Mauro N Muniz, and Thayse de Oliveira, and Luís Flavio de Oliveira, and Michel M Machado, and Alexandre M Fuentefria, and Grace Gosmann, and Simone C B Gnoatto
October 2022, Molecules (Basel, Switzerland),
Copied contents to your clipboard!