scholarly journals Antifungal Activity of Ag(I) and Zn(II) Complexes of Sulfacetamide Derivatives

2000 ◽  
Vol 7 (1) ◽  
pp. 49-54 ◽  
Author(s):  
Antonio Mastrolorenzo ◽  
Claudiu T. Supuran
Keyword(s):  
Antifungal Activity ◽  
Metal Complexes ◽  
Yeast Cell ◽  
Cell Walls ◽  
Antifungal Agents ◽  
Phosphomannose Isomerase ◽  
Candida Spp ◽  
Key Enzyme ◽  
Antifungal Action ◽  
Conjugate Bases

Reaction of sulfacetamide with arylsulfonyl isocyanates afforded a series of derivatives which were used as ligands (as conjugate bases) for the preparation of metal complexes containing Ag(I) and Zn(II). The newly synthesized complexes, unlike the free ligands, act as effective antifungal agents against Aspergillus and Candida spp., some of them showing activities comparable to ketoconazole, with minimum inhibitory concentrations in the range of 0.3 – 0.5 μg/mL. The mechanism of antifungal action of these complexes seems to be not connected with the inhibition of lanosterol-14-α-demethylase, since the levels of sterols assessed in the fungi cultures were equal in the absence or in the presence of the tested compounds. Probably the new complexes act as inhibitors of phosphomannose isomerase, a key enzyme in the biosynthesis of yeast cell walls.

scholarly journals 1,3,4-Thiadiazole Derivatives. Part 91. Synthesis and Biological Activity of Metal Complexes of 5-(2-Aminoethyl)-2-Amino-1,3,4-Thiadiazole

1996 ◽  
Vol 3 (5) ◽  
pp. 227-232 ◽  
Author(s):  
Mihai Barboiu ◽  
Marilena Cimpoesu ◽  
Cornelia Guran ◽  
Claudiu T. Supuran
Keyword(s):  
Biological Activity ◽  
Antifungal Activity ◽  
Metal Complexes ◽  
Elemental Analysis ◽  
Electronic Spectroscopy ◽  
Candida Spp ◽  
Thiadiazole Derivatives ◽  
In Vitro Antifungal Activity

Metal complexes of the title ligand (L) containing Co(II), Ni(II) and Cu(II) were prepared and characterized by elemental analysis, IR, electronic spectroscopy and conductimetry. The new derivatives, possessing the following formulae, CuL2(OH)2, NiL2Cl2, and [Co2LCl4]n showed in vitro antifungal activity against Aspergillus and Candida spp.

scholarly journals Functionalized Derivatives of Benzo-Crown Ethers. Part 4. Antifungal Macrocyclic Supramolecular Complexes of Transition Metal Ions Acting as Lanosterol-14-α -Demethylase Ihibitors

1999 ◽  
Vol 6 (2) ◽  
pp. 101-110 ◽  
Author(s):  
Mihai Barboiu ◽  
Claudiu T. Supuran ◽  
Andrea Scozzafava ◽  
Cornelia Guran ◽  
Paula Diaconescu ◽  
...  
Keyword(s):  
Metal Ions ◽  
Coordination Compounds ◽  
Antifungal Agents ◽  
Transition Metal Ions ◽  
Supramolecular Complexes ◽  
Amino Groups ◽  
Candida Spp ◽  
Physico Chemical ◽  
Antifungal Action ◽  
Derivatives Of

Poly- and mononuclear metal complexes of 2,3,11,12-bis[4-(10-aminodecylcarbonyl)]benzo-18- crown-6 (L) and Cu(II); Ni(II); Co(II) and Cr(III) have been synthesized and characterized by standard physico-chemical procedures. In the newly prepared complexes the crown moiety oxygen atoms of the macrocyclic host did not generally interact with metal ions, whereas the two amino groups of the ligand always did. Several of the newly synthesized compounds act as effective antifungal agents against Aspergillus and Candida spp., some of them showing activities comparable to ketoconazole, with minimum inhibitory concentrations in the range of 0.3−0.5 μg/mL . The mechanism of antifungal action of these coordination compounds is probably connected to an inhibition of lanosterol-14-α -demethylase, a metallo-enzyme playing a key role in sterol biosynthesis in fungi, bacteria and eukariotes.

scholarly journals Antifungal Activity of N-(4-Halobenzyl)amides against Candida spp. and Molecular Modeling Studies

2021 ◽  
Vol 23 (1) ◽  
pp. 419
Author(s):  
Yunierkis Perez-Castillo ◽  
Ricardo Carneiro Montes ◽  
Cecília Rocha da Silva ◽  
João Batista de Andrade Neto ◽  
Celidarque da Silva Dias ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Benzoic Acid ◽  
Mechanism Of Action ◽  
Fungal Infections ◽  
Redox Balance ◽  
Inhibitory Effect ◽  
Candida Spp ◽  
Cellular Processes ◽  
Antifungal Action ◽  
Dynamics Simulations

Fungal infections remain a high-incidence worldwide health problem that is aggravated by limited therapeutic options and the emergence of drug-resistant strains. Cinnamic and benzoic acid amides have previously shown bioactivity against different species belonging to the Candida genus. Here, 20 cinnamic and benzoic acid amides were synthesized and tested for inhibition of C. krusei ATCC 14243 and C. parapsilosis ATCC 22019. Five compounds inhibited the Candida strains tested, with compound 16 (MIC = 7.8 µg/mL) producing stronger antifungal activity than fluconazole (MIC = 16 µg/mL) against C. krusei ATCC 14243. It was also tested against eight Candida strains, including five clinical strains resistant to fluconazole, and showed an inhibitory effect against all strains tested (MIC = 85.3–341.3 µg/mL). The MIC value against C. krusei ATCC 6258 was 85.3 mcg/mL, while against C. krusei ATCC 14243, it was 10.9 times smaller. This strain had greater sensitivity to the antifungal action of compound 16. The inhibition of C. krusei ATCC 14243 and C. parapsilosis ATCC 22019 was also achieved by compounds 2, 9, 12, 14 and 15. Computational experiments combining target fishing, molecular docking and molecular dynamics simulations were performed to study the potential mechanism of action of compound 16 against C. krusei. From these, a multi-target mechanism of action is proposed for this compound that involves proteins related to critical cellular processes such as the redox balance, kinases-mediated signaling, protein folding and cell wall synthesis. The modeling results might guide future experiments focusing on the wet-lab investigation of the mechanism of action of this series of compounds, as well as on the optimization of their inhibitory potency.

scholarly journals Attempts to Access a Series of Pyrazoles Lead to New Hydrazones with Antifungal Potential against Candida Species Including Azole-Resistant Strains

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5861
Author(s):  
Georgiana Negru ◽  
Laure Kamus ◽  
Elena Bîcu ◽  
Sergiu Shova ◽  
Boualem Sendid ◽  
...  
Keyword(s):  
Minimum Inhibitory Concentration ◽  
Antifungal Activity ◽  
Antifungal Agents ◽  
Inhibitory Concentration ◽  
Direct Reaction ◽  
Pyrazole Derivatives ◽  
Candida Spp ◽  
X Ray ◽  
Antifungal Potential ◽  
Resistant Strains

The treatment of benzylidenemalononitriles with phenylhydrazines in refluxing ethanol did not provide pyrazole derivatives, but instead furnished hydrazones. The structure of hydrazones was secured by X-ray analysis. The chemical proof was also obtained by direct reaction of 3,4,5-trimethoxybenzaldehyde with 2,4-dichlorophenylhydrazine. Newly synthesized hydrazones were tested against eight Candida spp. strains in a dose response assay to determine the minimum inhibitory concentration (MIC99). Five compounds were identified as promising antifungal agents against Candida spp. (C. albicans SC5314, C. glabrata, C. tropicalis, C. parapsilosis and C. glabrata (R azoles)), with MIC99 values ranging from 16 to 32 µg/mL and selective antifungal activity over cytotoxicity.

scholarly journals Synthesis and Antifungal Activity of Metal Complexes Containing Dichloro-Tetramorpholino-Cyclophosphazatriene

1998 ◽  
Vol 5 (5) ◽  
pp. 287-294 ◽  
Author(s):  
Cornelia Guran ◽  
Mihai Barboiu ◽  
Paula Diaconescu ◽  
Vlad Iluc ◽  
Mihaela Bojin ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Chemical Analysis ◽  
Metal Complexes ◽  
Mechanism Of Action ◽  
Divalent Cations ◽  
Ergosterol Biosynthesis ◽  
Candida Spp ◽  
Minimum Inhibitory Concentrations ◽  
Physico Chemical ◽  
Elemental Chemical Analysis

Metal complexes of dichloro-tetramorpholino-cyclophosphazatriene containing divalent cations such as Ni(II), Co(II), and Mn(II) have been prepared and characterised by standard physico-chemical procedures (elemental chemical analysis, IR and UV-VIS spectra, conductimetric measurement). The newly synthesised compounds possessed antifungal activity against Aspergillus and Candida spp., some of them showing effects comparable to ketoconazole (with minimum inhibitory concentrations in the range of 2- 30 μg/mL) but being generally less active as compared to the azole. Best activity was detected against C. albicans, and worst activity against A. niger. The mechanism of action of these compounds probably involves inhibition of ergosterol biosynthesis, and interaction with lanosterol-14-α-demethylase (CYP51A1), since reduced amounts of ergosterol were evidenced by means of HPLC in cultures of the sensitive strain A. niger treated with some of these inhibitors.

scholarly journals Antifungal Activity of 1,4-Dialkoxynaphthalen-2-Acyl Imidazolium Salts by Inducing Apoptosis of Pathogenic Candida spp.

Pharmaceutics ◽  
2021 ◽  
Vol 13 (3) ◽  
pp. 312
Author(s):  
Jisue Lee ◽  
Jae-Goo Kim ◽  
Haena Lee ◽  
Tae Hoon Lee ◽  
Ki-young Kim ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Antifungal Agents ◽  
Pathogenic Fungus ◽  
Antifungal Susceptibility ◽  
Imidazolium Salts ◽  
Candida Spp ◽  
Antifungal Susceptibility Test ◽  
Opportunistic Pathogenic ◽  
Mic Value

Even though Candida spp. are staying commonly on human skin, it is also an opportunistic pathogenic fungus that can cause candidiasis. The emergence of resistant Candida strains and the toxicity of antifungal agents have encouraged the development of new classes of potent antifungal agents. Novel naphthalen-2-acyl imidazolium salts (NAIMSs), especially 1,4-dialkoxy-NAIMS from 1,4-dihydroxynaphthalene, were prepared and evaluated for antifungal activity. Those derivatives showed prominent anti-Candida activity with a minimum inhibitory concentration (MIC) of 3.125 to 6.26 μg/mL in 24 h based on microdilution antifungal susceptibility test. Among the tested compounds, NAIMS 7c showed strongest antifungal activity with 3.125 μg/mL MIC value compared with miconazole which showed 12.5 μg/mL MIC value against Candida spp., and more importantly >100 μg/mL MIC value against C. auris. The production of reactive oxygen species (ROS) was increased and JC-1 staining showed the loss of mitochondrial membrane potential in C. albicans by treatment with NAIMS 7c. The increased release of ultraviolet (UV) absorbing materials suggested that NAIMS 7c could cause cell busting. The expression of apoptosis-related genes was induced in C. albicans by NAIMS 7c treatment. Taken together, the synthetic NAIMSs are of high interest as novel antifungal agents given further in vivo examination.

Synthesis and Antifungal Activity of Coumarins Derivatives Against Sporothrix spp.

2018 ◽  
Vol 18 (2) ◽  
pp. 164-171 ◽  
Author(s):  
Luana da S.M. Forezi ◽  
Luana Pereira Borba-Santos ◽  
Mariana F.C. Cardoso ◽  
Vitor F. Ferreira ◽  
Sonia Rozental ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Antifungal Agents ◽  
Sporothrix Schenckii ◽  
Public Health Problem ◽  
Domestic Animals ◽  
Coumarin Derivatives ◽  
Sporothrix Brasiliensis ◽  
Synthetic Routes ◽  
Effective Drugs

Sporotrichosis is a serious public health problem in Brazil that affects human patients and domestic animals, mainly cats. Thus, the search for new antifungal agents is required also due to the emergence and to the lack of effective drugs available in the therapeutic arsenal. The aim of this study was to evaluate the in vitro antifungal profile of two synthetic series of coumarin derivatives against Sporothrix schenckii and Sporothrix brasiliensis. The three-components synthetic routes used for the preparation of coumarin derivatives have proved to be quite efficient and compounds 16 and 17 have been prepared in good yields. The inhibitory activity of nineteen synthetic coumarins derivatives 16a-i and 17a-j were evaluated against Sporothrix spp. yeasts and the most potent compounds were 16b and 17i. However, according to concentrations able to inhibit (minimum inhibitory concentrations) and kill (minimum fungicidal concentrations) the cells, 17i was more effective than 16b against Sporothrix spp. Thus, 17i exhibited good antifungal activity against S. brasiliensis and S. schenckii, suggesting that it is an important scaffold for the development of novel antifungal agents.

Antifungal Activity, Mode of Action, Docking Prediction and Anti-biofilm Effects of (+)-β-pinene Enantiomers against Candida spp.

2019 ◽  
Vol 18 (29) ◽  
pp. 2481-2490 ◽  
Author(s):  
Ana Cláudia de Macêdo Andrade ◽  
Pedro Luiz Rosalen ◽  
Irlan Almeida Freires ◽  
Luciana Scotti ◽  
Marcus Tulius Scotti ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Mode Of Action ◽  
Candida Spp ◽  
Activity Mode

Antifúngicos poliénicos. Mecanismo de acción y aplicaciones

2020 ◽  
Vol 63 (2) ◽  
pp. 7-17
Author(s):  
Evelyn Rivera-Toledo ◽  
Alan Uriel Jiménez-Delgadillo ◽  
Patricia Manzano-Gayosso
Keyword(s):  
Antifungal Activity ◽  
Key Words ◽  
Secondary Metabolism ◽  
Amphotericin B ◽  
Antifungal Agents ◽  
Fungal Infections ◽  
Variable Number ◽  
Therapeutic Failure ◽  
Morbidity And Mortality ◽  
Clinical Use

The first compounds with specific antifungal activity were identified in the middle of the last century as a product of the secondary metabolism of bacteria of the order Actinomycetales, and their clinical use significantly diminished the morbidity and mortality associated with severe fungal infections. Many of such biosynthetic compounds are characterized by a chemical polygenic structure, with a variable number of carbon-carbon double bonds. Currently, besides polygenic antimycotics, there are other antifungal agents, such as the azole compounds, that have less toxicity in patients; however, cases of therapeutic failure with such compounds have been documented, therefore, the use of polygenics is still the best alternative in such cases. This review presents data about the properties and applications of antifungal-polygenic compounds using amphotericin B as a model. Key words: Amphotericin B; antifungal polyenes; ergosterol

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