Synthesis, thermal stability, electronic features, and antimicrobial activity of phenolic azo dyes and their Ni(II) and Cu(II) complexes

2014 ◽  
Vol 68 (3) ◽  
Author(s):  
Selma Bal ◽  
Sedat Bal ◽  
Abdullah Erener ◽  
Hatice Halipci ◽  
Seyhan Akar

AbstractFour water soluble azo dyes, 4-(isopropyl)-2-[(E)-(4-chlorophenyl)diazenyl]phenol (L 1), 4-(isopropyl)-2-[(E)-(2,4-dichlorophenyl)diazenyl]phenol (L2), 4-(sec-butyl)-2-[(E)-(4-chlorophenyl) diazenyl]phenol (L 3), 4-(sec-butyl)-2-[(E)-(2,4-dichlorophenyl)diazenyl]phenol (L 4), and their Cu(II) and Ni(II) complexes were synthesized and characterized using spectroscopic methods. Examination of their thermal stability revealed similar decomposition temperature of approximately 260–300°C and that they were more thermally stable than their metal complexes. Ni(II) complexes of ligands L2 and L4 were more stable than the other coordination compounds. Among the synthesized ligands, L2 and the complexes Cu(L3)2 and Ni(L4)2 showed both antimicrobial and antifungal activity. However, the other ligands and the complexes were poorly active against selected microorganisms.

2017 ◽  
Vol 9 (3) ◽  
pp. 297-306 ◽  
Author(s):  
R. Ali ◽  
A. Rahim ◽  
A. Islam

7-Hydroxy-3',4'-methylenedioxy- and 7-benzyloxy-3',4'-methylenedioxy flavanones have been synthesized starting from 2,4-dihydroxyacetophenone. Subsequently biocidal activities of the flavanones have been investigated along with their corresponding chalcones against some bacterial and fungal strains. 2'-Hydroxy-4'-benzyloxy-3,4-methylenedioxy chalcone (5) and its corresponding flavanone (7) showed good antibacterial and antifungal activities against some selected bacterial and fungal strains. On the other hand, 2',4'-dihydroxy-3,4-methylenedioxy chalcone (4) showed no antibacterial and antifungal activities while its corresponding flavanone (6) showed a little antibacterial activity only at higher concentration but did not show antifungal activity. The synthesized chalcones and flavanones have been characterized using UV-Vis, IR and 1H NMRspectral data together with elemental analysis.


2016 ◽  
Vol 81 (8) ◽  
pp. 859-870 ◽  
Author(s):  
Kulathooran Singaram ◽  
Dhamodaran Marimuthu ◽  
Selvakumar Baskaran ◽  
Venkataraman Ramaswamy

Three series of heteroaromatic analogs (twenty seven compounds) with monoketone linkers have been synthesized and evaluated for their antimicrobial activity against six microbial strains. Among them, 3,5-dibenzylidene-1-(3,5-dichloro-2-hydroxyphenylsulfonyl)piperidin-4-one 5e showed best antifungal activity against Aspergillus niger and Aspergillus fumigatus. Structural elucidation of the synthesized compounds was determined on the basis of various spectroscopic methods.


2021 ◽  
Vol 48 (6) ◽  
pp. 721-728
Author(s):  
Meral Kekecoglu ◽  
Emine Sonmez ◽  
Merve Kambur Acar ◽  
Sengul Alpay Karaoglu

Abstract The purpose of this study is to examine the antimicrobial and antifungal activity of propolis samples of Yıgılca honey bee against Gram-positive and Gram-negative bacteria and yeast-like fungi. For this purpose the pollen and chemical components analyses of propolis sample was performed. The Liquid Chromatography-Mass Spectrometry (LC-MS/MS) method was used to identify the compounds of the propolis samples. According to the results of pollen analysis Fagaceae family were the dominant. As a result of LC-MS/MS method the main components of propolis was pinostrobin, gallic acid, and with Syringic acid. The antimicrobial activity of the propolis samples were tested against 7 Gram (+), 4 Gram (–) and 1 acid-resistant bacteria, and 3 yeast-like fungi. First, the activity of the propolis sample against these microorganisms was determined by the agar well diffusion method, then their zones were measured. The macrodilution method was used to determine the minimum inhibitory concentration (MIC) for the antimicrobial activity tests. The results of MIC values were found between 74 and 4746 µL for the tested microorganisms. It was found that Mycobacterium smegmatis was the most susceptible bacteria (74 µL), Lactobacillus acidophilus (149 µL) Staphylococcus aureus and Saccharomyces cerevisiae with a MIC concentration of 299 µL. We are opinion that, considering the biological effects of the propolis extract of Yıgılca honey bee, may be potentially used as an alternative therapeutic treatment thanks to its high antimicrobial and antifungal activity on different microorganisms, but its high in vitro activity needs to be confirmed by further research in vivo.


Pharmacia ◽  
2021 ◽  
Vol 68 (1) ◽  
pp. 93-100
Author(s):  
Roman Andriiovych Hrytsyk ◽  
Roman Volodymyrovych Kutsyk ◽  
Oxana Ivanivna Yurchyshyn ◽  
Оxana Аnatolievna Struk ◽  
Igor Vladimirovich Kireev ◽  
...  

Background: Throughout history pathogenic microorganisms cause infectious diseases. Medicinal herbs play an important role in human life because they are used for the therapy and production of herbal remedies. Therefore, it is relevant to study the antibacterial activity of medicinal herbs including Artemisia L. species. Aim: The purpose of this study was to investigate the antimicrobial and antifungal activity of Artemisia L. species extracts and to identify their synergistic antimicrobial effects with erythromycin against skin isolates of Staphylococcus aureus with different mechanisms of MLS-resistance. Materials and methods: Artemisia absinthium L. herb extracts (AAs-4, AAs-7, AAs-9), Artemisia vulgaris L. herb extracts (AV-4, AV-7, AV-9) and Artemisia abrotanum L. herb extracts (AAr-4, AAr-7, AAr-9) were used in this study (solvents – 40%, 70% and 90% ethyl alcohol respectively). The determination of antimicrobial activity of extracts was performed using clinical isolates of antibiotic susceptible and antibiotic resistant microorganisms. Bacterial cultures were identified on the basis of the biochemical microtests “STAPHYtest 16”, “ENTEROtest 24”, “NEFERMENTtest 24” taking into account the complex of their morphological and cultural properties in accordance with the recommendations of the 9th edition of “Bergey’s Manual of Systematic Bacteriology”. Yeast-like fungi cultures were identified on the basis of 40 biochemical tests with the help of the VITEK 2 system using the VITEK 2 YST ID card. The synergism of the antimicrobial activity of extracts with erythromycin was investigated using the clinical isolate of Staphylococcus aureus with the non-inductive MLS-resistance mechanism (resistant to erythromycin at minimum bacteriostatic concentration of 125 μg/ml and minimum bactericidal concentration of 250 μg/ml without induction of resistance to clindamycin). Research results: The evaluation of Artemisia L. herb extracts activity was carried out using standard strains of microorganisms which are recommended by the WHO. The results of the conducted studies indicate that Artemisia L. herb extracts are able to reduce the growth of microorganisms. The investigated extracts showed the potent bacteriostatic action against the cocci or rod-shaped microflora. The antimicrobial activity of Artemisia L. herb extracts directly depends on the concentration of ethanol as the solvent. Artemisia vulgaris L. herb extracts (solvents – 70% and 90% ethanol) and Artemisia abrotanum L. herb extract (solvent – 90% ethanol) show synergism of antimicrobial activity with erythromycin in relation to Staphylococcus aureus with efflux mechanism of MLS-resistance. The obtained Artemisia L. herb extracts can be used to create antifungal drugs, as well as antimicrobial drugs (against gram-positive and gram-negative bacteria).


2019 ◽  
pp. 96-99
Author(s):  
A. A. Safonov ◽  
Т. V. Panasenko ◽  
E. G. Knysh ◽  
N. M. Polishchuk

For creating a new biologically active compounds are using a system on which already exist medications. One such system is the core of 1,2,4-triazole. The aim of our work was to study the antimicrobial and antifungal activity new 4-((R-iden)amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazole-3-thiols. The study was conducted according to the method of serial dilutions. As a result of studies new synthesized 4-((R-idene)amino)-5-(thiophene-2-ilmetyl)-4H-1,2,4-triazoles-3-thiols exhibit antimicrobial and antifungal activity. The most active compound that exhibits antimicrobial activity against Staphylococcus aureus is 4-((1-(phenyl)ethylidene)amino)-5-(thiophene-2-ilmetyl)-4H-1,2,4-triazoles-3-thiol and 4-((3-nitrobenzylidene)amino)-5-(thiophene-2-ilmetyl)-4H-1,2,4-triazoles-3-thiol, 4-((4-fluorbenzylidene)amino)-5-(thiophene-2-ilmetyl)-4H-1,2,4-triazoles-3-thiol exhibit antifungal activity level of the comparator fluconazole, compound III, VI exceed its performance.


Pharmaceutics ◽  
2021 ◽  
Vol 13 (5) ◽  
pp. 633
Author(s):  
Suvidha Menon ◽  
Xiuyi Liang ◽  
Richa Vartak ◽  
Ketankumar Patel ◽  
Antonio Di Stefano ◽  
...  

Carvacrol (CAR), a phenolic monoterpenoid, has been extensively investigated for its antimicrobial and antifungal activity. As a result of its poor physicochemical properties, water soluble carvacrol prodrugs (WSCPs) with improved water solubility were previously synthesized and found to possess antimicrobial activity. Here, three novel CAR analogs, WSCP1, WSCP2, and WSCP3, were tested against fluconazole (FLU)-sensitive and -resistant strains where they showed greater antifungal activity than CAR against C. albicans. The probable mechanism by which the CAR prodrugs exert the antifungal activity was studied. Results from medium acidification assays demonstrated that the CAR and its synthetically designed prodrugs inhibit the yeast plasma membrane H+-ATPase (Pma1p), an essential target in fungi. In other words, in vitro data indicated that CAR analogs can prove to be a better alternative to CAR considering their improved water solubility. In addition, CAR and WSCP1 were developed into intravaginal formulations and administered at test doses of 50 mg/kg in a mouse model of vulvovaginal candidiasis (VVC). Whereas the CAR and WSCP1 formulations both exhibited antifungal efficacy in the mouse model of VVC, the WSCP1 formulation was superior to CAR, showing a remarkable decrease in infection by ~120-fold compared to the control (infected, untreated animals). Taken together, a synthetically designed prodrug of CAR, namely WSCP1, proved to be a possible solution for poorly water-soluble drugs, an inhibitor of an essential yeast pump in vitro and an effective and promising antifungal agent in vivo.


2002 ◽  
Vol 57 (1-2) ◽  
pp. 75-80 ◽  
Author(s):  
Anastasia Karioti ◽  
Helen Skaltsa ◽  
Diamanto Lazari ◽  
Marina Sokovic ◽  
Begoña Garcia ◽  
...  

The aerial parts of Centaurea deusta Ten. afforded in addition to several known compounds, mainly sesquiterpene lactones, one new eudesmanolide and one new elemane derivative. Structures of the new compounds were elucidated by spectroscopic methods. The in vitro antifungal and antibacterial activities of the isolated compounds was tested, using the microdilution method. All compounds tested showed high antifungal activity.


Author(s):  
D. V. Tapalsky ◽  
D. R. Petrenev ◽  
O. M. Khramchenkova ◽  
A. S. Doroshkevich

Aim. Study spectrum and expressiveness of antibacterial and antifungal properties oflichen extracts. Materials and methods. Antimicrobial activity of acetone extracts from Hypogymnia physodes, Xanthoria parietina, Evernia prunastri, Ramalina pollinaria, Cladonia arbuscula lichens was determined by micro-dilution methods in broth for 4 - 500 mcg/ml concentrations against 13 strains from ATCC collection and 6 clinical isolates. Results. High antibacterial activity of H. physodes and C. arbuscular extracts against staphylococci and enterococci was detected (MIC 31 - 62 mcg/ml). Antimicrobial activity against enterobacteria and Pseudomonas aeruginosa was absent for all the extracts. E.prunastri, H.physodes and C arbuscula extracts were active against Stenotrophomonas maltophilia strains (MIC 250 - 500 mcg/ml). Antifungal activity (MIC 500 mcg/ml for 4 Candida strains) was only detected for the E. prunastri extract. Conclusion. H.physodes and C. arbuscula lichens can be examined as a perspective source of antibacterial substances, effective against antibiotics resistant staphylococci, streptococci and S. maltophilia strains.


2019 ◽  
Vol 10 ◽  
pp. 1864-1872
Author(s):  
Prof. Teodora P. Popova

The effect of ionized aqueous solutions (anolytes and catholyte) in the processing of fruits (cherries, morellos, and strawberries) for decontamination has been tested. Freshly prepared analytes and catholyte without the addition of salts were used, as well as stored for 7 months anolytes, prepared with 0.5% NaCl and a combination of 0.5% NaCl and 0.5% Na2CO3. The anolyte prepared with a combination of 0.5% NaCl and 0.5% Na2CO3, as well as the anolyte obtained with 0.5% NaCl, exhibit high antimicrobial activity against the surface microflora of strawberries, cherries, and sour cherries. They inactivate E. coli for 15 minutes. The other species of the fam. Enterobacteriaceae were also affected to the maximum extent, as is the total number of microorganisms, especially in cherries and sour cherries. Even stored for 7 months, they largely retain their antimicrobial properties. Anolyte and catholyte, obtained without the addition of salts, showed a lower effect on the total number of microorganisms, but had a significant effect on Gram-negative bacteria, and especially with regard to the sanitary indicative E. coli.


2019 ◽  
Vol 70 (10) ◽  
pp. 3603-3610
Author(s):  
Madalina Mihalache ◽  
Cornelia Guran ◽  
Aurelia Meghea ◽  
Vasile Bercu ◽  
Ludmila Motelica ◽  
...  

The three copper complexes having a-ketoglutaric acid (H2A) and 1- (o-tolyl) biguanide (TB) ligands have been synthesized and characterized. The proposed formulas for these complexes are: [Cu(TB)(HA)]Cl (C1), [Cu(TB)(HA)CH3COO]�H2O (C2) and [Cu(TB)(HA)](NO3) (C3) where HA represents deprotonated H2A. The complexes obtained were tested for antibacterial activity against Staphylococcus aureus ATCC 25923 and Pseudomonas aeruginosa ATCC 27853, antifungal activity on Candida albicans ATCC 10231 and antitumor activity on HeLa tumor cells. Due to the antitumor, antifungal, antimicrobial activity and inhibition of inert substrate adhesion, complexes synthesized could be used for potential therapeutic applications.


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