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1.
Food Res Int ; 189: 114482, 2024 Aug.
Article in English | MEDLINE | ID: mdl-38876611

ABSTRACT

The potential biopreservative role of a Type III sourdough (tIII-SD), produced by starter cultures of Fructilactobacillus sanfranciscensis and Lactiplantibacillus plantarum ATCC 8014, was assessed for its antifungal activity in baking applications. Fermentation was carried out using different substrates to enhance the production of antifungal metabolites for 24 and 48 h. The tIII-SD samples were analyzed in relation to pH, total titratable acidity (TTA) and the production of organic acids. The water/salt-soluble extract of the tIII-SD was evaluated in relation to the inhibition potential against key fungi that contaminate bakery products including Penicillium roqueforti, Penicillium chrysogenum and Aspergillus niger. Finally, breads with 10 % of the tIII-SD were prepared and the fungi contamination was evaluated throughout the shelf life period. The lowest pH value in sourdough was obtained from 48-hour fermentation by L. plantarum. The saline extracts exhibited varying degrees of inhibition in the in vitro test; however, the greatest enhancement of this effect was obtained when whole wheat grain flour was used. The tIII-SD crafted from a blend of wheat and flaxseed flours and fermented with F. sanfranciscensis for 48 h (BSWF48h-FS), demonstrated superior performance compared to other formulations. This variant exhibited a total shelf life of 10 days, suggesting that the utilization of tIII-SD could serve as a viable alternative for natural antifungal agents, proving beneficial for the bakery industry.


Subject(s)
Antifungal Agents , Bread , Fermentation , Food Microbiology , Bread/microbiology , Bread/analysis , Antifungal Agents/pharmacology , Aspergillus niger/drug effects , Penicillium/drug effects , Hydrogen-Ion Concentration , Flour/analysis , Food Preservation/methods , Triticum/chemistry , Triticum/microbiology , Penicillium chrysogenum , Lactobacillus plantarum/metabolism
2.
AAPS PharmSciTech ; 25(5): 94, 2024 May 06.
Article in English | MEDLINE | ID: mdl-38710898

ABSTRACT

This study introduces and assesses the potential of a Luliconazole-loaded nanofiber (LUL-NF) patch, fabricated through electrospinning, for enhancing topical drug delivery. The primary objectives involve evaluating the nanofiber structure, characterizing physical properties, determining drug loading and release kinetics, assessing antifungal efficacy, and establishing the long-term stability of the NF patch. LUL-NF patches were fabricated via electrospinning and observed by SEM at approximately 200 nm dimensions. The comprehensive analysis included physical properties (thickness, folding endurance, swelling ratio, weight, moisture content, and drug loading) and UV analysis for drug quantification. In vitro studies explored sustained drug release kinetics, while microbiological assays evaluated antifungal efficacy against Candida albicans and Aspergillus Niger. Stability studies confirmed long-term viability. Comparative analysis with the pure drug, placebo NF patch, LUL-NF patch, and Lulifod gel was conducted using agar diffusion, revealing enhanced performance of the LUL-NF patch. SEM analysis revealed well-defined LUL-NF patches (0.80 mm thickness) with exceptional folding endurance (> 200 folds) and a favorable swelling ratio (12.66 ± 0.73%). The patches exhibited low moisture uptake (3.4 ± 0.09%) and a moisture content of 11.78 ± 0.54%. Drug loading in 1 cm2 section was 1.904 ± 0.086 mg, showing uniform distribution and sustained release kinetics in vitro. The LUL-NF patch demonstrated potent antifungal activity. Stability studies affirmed long-term stability, and comparative analysis highlighted increased inhibition compared to a pure drug, LUL-NF patch, and a commercial gel. The electrospun LUL-NF patch enhances topical drug delivery, promising extended therapy through single-release, one-time application, and innovative drug delivery strategies, supported by thorough analysis.


Subject(s)
Antifungal Agents , Aspergillus niger , Candida albicans , Drug Delivery Systems , Drug Liberation , Imidazoles , Nanofibers , Antifungal Agents/administration & dosage , Antifungal Agents/pharmacology , Antifungal Agents/chemistry , Nanofibers/chemistry , Candida albicans/drug effects , Aspergillus niger/drug effects , Drug Delivery Systems/methods , Imidazoles/chemistry , Imidazoles/administration & dosage , Imidazoles/pharmacology , Delayed-Action Preparations , Microbial Sensitivity Tests/methods , Drug Carriers/chemistry , Drug Stability
3.
Int J Biol Macromol ; 268(Pt 1): 131600, 2024 May.
Article in English | MEDLINE | ID: mdl-38631575

ABSTRACT

Hereunder, we pioneered the synthesis of Copper Oxide nanoparticles (CuO NPs) utilizing Tragacanth gum (TG). The NPs were characterized using advanced techniques and assessed for different pharmaceutical and environmental perspectives. The successful formation of a colloidal NPs solution was confirmed by the appearance of a distinct black color and a distinct peak at 260 nm in UV-Visible spectrophotometry. The FTIR analysis unveiled a spectrum of functional groups responsible for the reduction and stabilization of CuO NPs. Dynamic Light Scattering (DLS) and Transmission Electron Microscopy (TEM) revealed size of NPs as 36.24 nm and 28 ± 04 nm respectively. Energy Dispersive X-ray (EDX) Analysis indicated weight percentages of 70.38 % for Cu and 18.88 % for O, with corresponding atomic percentages. The X-ray Diffraction (XRD) analysis revealed the orthorhombic crystal structure of the prepared CuO NPs. Antimicrobial assessments through disc-diffusion assays demonstrated significant zones of inhibition (ZOI) against gram-positive bacterial strains (Bacillus Halodurans and Micrococcus leutus) and a gram-negative bacterial strain (E. coli). Against the fungal strain Aspergillus niger, a ZOI of 18.5 ± 0.31 mm was observed. The NPs exhibited remarkable antioxidant potential determined through 2,2-Diphenyl-1-picrylhydrazyl (DPPH) and H2O2 scavenging assays. At a concentration of 3 mg/mL, the NPs demonstrated biofilm inhibition rates of 96 %, 90 %, 89.60 %, and 72.10 % against Micrococcus luteus, Bacillus halodurans, MRSA and E.coli respectively. Furthermore, the CuO NPs showed a high photocatalytic potential towards the degradation of safranin dye under sunlight irradiation. In conclusion, the findings underline the promising multifunctional properties of TG-based CuO NPs for different practical applications.


Subject(s)
Biofilms , Copper , Metal Nanoparticles , Tragacanth , Copper/chemistry , Tragacanth/chemistry , Biofilms/drug effects , Catalysis , Metal Nanoparticles/chemistry , Anti-Infective Agents/pharmacology , Anti-Infective Agents/chemistry , Microbial Sensitivity Tests , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Aspergillus niger/drug effects , Photochemical Processes
4.
World J Microbiol Biotechnol ; 40(6): 175, 2024 Apr 22.
Article in English | MEDLINE | ID: mdl-38647735

ABSTRACT

The demand for environment-friendly cleanup techniques has arisen due to an increase in environmental pollutants. Fungi is the most prevalent and effective class of heavy metal-resistant microorganisms with the ability to leach metals. The objective of the present study was to isolate the fungi from the agricultural soil of Kashmir valley, investigate their multi-metal tolerance to heavy metals and evaluate the metal uptake capacities of the resistant fungi. The fungi were isolated and identified on the basis of morphological and molecular approach (ITS1 and ITS4). The tolerance limits of the isolated fungal strains to various doses of lead (Pb), cadmium (Cd), zinc (Zn), chromium (Cr), copper (Cu), nickel (Ni), and cobalt (Co) was evaluated. Five fungal strains, Aspergillus niger, Fusarium oxysporum, Fusarium verticillioides, Aspergillus fischeri, Epicoccum mackenziei were isolated from the soil samples. To the best of our knowledge, this is the first report on the study of metal resistance of Aspergillus fischeri and Epicoccum mackenziei. Among the identified fungal species, Aspergillus niger and Fusarium oxysporum were found to be most tolerant with a minimum inhibitory concentration (MIC) of 600 ppm against Cu and Cr respectively. Results indicated removal of considerable amount of heavy metals by some of the fungi. The highest metal uptake of 8.31 mg/g was found in Fusarium verticillioides for Zn. Surprisingly, these fungal strains demonstrated resistance to metal concentrations above the levels that are universally acceptable for polluted soils, and hence prove to be appealing contenders for use as bioremediation agents for cleaning up heavy metal-polluted environments.


Subject(s)
Fungi , Fusarium , Metals, Heavy , Microbial Sensitivity Tests , Soil Microbiology , Soil Pollutants , Metals, Heavy/metabolism , Soil Pollutants/metabolism , Fungi/drug effects , Fungi/isolation & purification , Fungi/classification , Fungi/metabolism , Fusarium/isolation & purification , Fusarium/drug effects , Fusarium/metabolism , Biodegradation, Environmental , Aspergillus niger/isolation & purification , Aspergillus niger/drug effects , Aspergillus niger/metabolism , Soil/chemistry , Aspergillus/drug effects , Aspergillus/metabolism , Aspergillus/isolation & purification
6.
Int J Food Microbiol ; 417: 110710, 2024 Jun 02.
Article in English | MEDLINE | ID: mdl-38643598

ABSTRACT

Postharvest loss caused by a range of pathogens necessitates exploring novel antifungal compounds that are safe and efficient in managing the pathogens. This study evaluated the antifungal activity of ethyl ferulate (EF) and explored its mechanisms of action against Alternaria alternata, Aspergillus niger, Botrytis cinerea, Penicillium expansum, Penicillium digitatum, Geotrichum candidum and evaluated its potential to inhibit postharvest decay. The results demonstrated that EF exerts potent antifungal activity against a wide board of postharvest pathogens. Results also revealed that its antifungal mechanism is multifaceted: EF may be involved in binding to and disturbing the integrity of the fungal plasma membrane, causing leakage of intracellular content and losing normal morphology and ultrastructure. EF also induced oxidative stress in the pathogen, causing membrane lipid peroxidation and malondialdehyde accumulation. EF inhibited the critical gene expression of the pathogen, affecting its metabolic regulation, antioxidant metabolism, and cell wall degrading enzymes. EF exhibited antifungal inhibitory activity when applied directly into peel wounds or after incorporation with chitosan coating. Due to its wide board and efficient antifungal activity, EF has the potential to provide a promising alternative to manage postharvest decay.


Subject(s)
Antifungal Agents , Botrytis , Caffeic Acids , Penicillium , Penicillium/drug effects , Penicillium/metabolism , Antifungal Agents/pharmacology , Botrytis/drug effects , Caffeic Acids/pharmacology , Alternaria/drug effects , Aspergillus niger/drug effects , Food Preservation/methods , Geotrichum/drug effects , Fungi/drug effects , Food Microbiology , Fruit/microbiology , Oxidative Stress/drug effects
7.
Int J Food Microbiol ; 417: 110685, 2024 Jun 02.
Article in English | MEDLINE | ID: mdl-38579546

ABSTRACT

Cinnamaldehyde displays strong antifungal activity against fungi such as Aspergillus niger, but its precise molecular mechanisms of antifungal action remain inadequately understood. In this investigation, we applied chemoproteomics and bioinformatic analysis to unveil the target proteins of cinnamaldehyde in Aspergillus niger cells. Additionally, our study encompassed the examination of cinnamaldehyde's effects on cell membranes, mitochondrial malate dehydrogenase activity, and intracellular ATP levels in Aspergillus niger cells. Our findings suggest that malate dehydrogenase could potentially serve as an inhibitory target of cinnamaldehyde in Aspergillus niger cells. By disrupting the activity of malate dehydrogenase, cinnamaldehyde interferes with the mitochondrial tricarboxylic acid (TCA) cycle, leading to a significant decrease in intracellular ATP levels. Following treatment with cinnamaldehyde at a concentration of 1 MIC, the inhibition rate of MDH activity was 74.90 %, accompanied by an 84.5 % decrease in intracellular ATP content. Furthermore, cinnamaldehyde disrupts cell membrane integrity, resulting in the release of cellular contents and subsequent cell demise. This study endeavors to unveil the molecular-level antifungal mechanism of cinnamaldehyde via a chemoproteomics approach, thereby offering valuable insights for further development and utilization of cinnamaldehyde in preventing and mitigating food spoilage.


Subject(s)
Acrolein , Acrolein/analogs & derivatives , Antifungal Agents , Aspergillus niger , Fungal Proteins , Malate Dehydrogenase , Acrolein/pharmacology , Aspergillus niger/drug effects , Malate Dehydrogenase/metabolism , Fungal Proteins/metabolism , Antifungal Agents/pharmacology , Adenosine Triphosphate/metabolism , Proteomics , Microbial Sensitivity Tests , Citric Acid Cycle/drug effects
8.
Int J Biol Macromol ; 266(Pt 1): 130937, 2024 May.
Article in English | MEDLINE | ID: mdl-38521301

ABSTRACT

Herein, carvacrol (CRV) and modified cellulose nanocrystal-zinc oxide (CNC-ZnO) were incorporated into a poly (lactic acid) (PLA) matrix to prepare a PLA-based composite film using a simple solution casting method to achieve antimicrobial effects for application in antimicrobial food packaging. Compared with films obtained from neat PLA, the PLA@CRV20%@CNC-ZnO3% composite film shows better performance in terms of mechanical properties, ultraviolet (UV) blocking, and antimicrobial effects. The PLA composites containing CRV and 3 wt% CNC-ZnO blends exhibit improved tensile strength (21.8 MPa) and elongation at break (403.1 %) as well as excellent UV resistance. In particular, CRV and the CNC-ZnO hybrid endow the obtained PLA composite films with a synergistic antibacterial effect, resulting in good antibacterial properties for microbes, such as Escherichia coli, Staphylococcus aureus and Aspergillus niger. The diameters of the inhibition zone of the PLA@CRV20%@CNC-ZnO3% composite films against E. coli, S. aureus, and A. niger were 4.9, 5.0, and 3.4 cm, respectively. Appling the PLA@CRV20%@CNC-ZnO3% composite film as an antibacterial food packaging material, the storage period for strawberries was considerably extended. This study provides a theoretical basis for developing new organic/inorganic composite antimicrobial film materials from PLA.


Subject(s)
Anti-Bacterial Agents , Cellulose , Cymenes , Food Packaging , Nanoparticles , Polyesters , Zinc Oxide , Zinc Oxide/chemistry , Zinc Oxide/pharmacology , Polyesters/chemistry , Cymenes/chemistry , Cymenes/pharmacology , Cellulose/chemistry , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Nanoparticles/chemistry , Food Packaging/methods , Staphylococcus aureus/drug effects , Nanocomposites/chemistry , Escherichia coli/drug effects , Tensile Strength , Microbial Sensitivity Tests , Aspergillus niger/drug effects
9.
Int J Biol Macromol ; 266(Pt 2): 131079, 2024 May.
Article in English | MEDLINE | ID: mdl-38537860

ABSTRACT

This study investigates the effects of SCG embedded into biodegradable polymer blends and aimed to formulate and characterise biomass-reinforced biocomposites using spent coffee ground (SCG) as reinforcement in PHB/PLA polymer blend. The effect of SCG filler loading and varying PHB/PLA ratios on the tensile properties and morphological characteristics of the biocomposites were examined. The results indicated that tensile properties reduction could be due to its incompatibility with the PHB/PLA matrixSCG aggregation at 40 wt% content resulted in higher void formation compared to lower content at 10 wt%. A PHB/PLA ratio of 50/50 with SCG loading 20 wt% was chosen for biocomposites with treated SCG. Biological treatment of SCG using Phanerochaete chrysosporium CK01 and Aspergillus niger DWA8 indicated P. chrysosporium CK01 necessitated a higher moisture content for optimum growth and enzyme production, whereas the optimal conditions for enzyme production (50-55 %, w/w) differed from those promoting A. niger DWA8 growth (40 %, w/w). SEM micrographs highlighted uniform distribution and effective wetting of treated SCG, resulting in improvements of tensile strength and modulus of biocomposites, respectively. The study demonstrated the effectiveness of sustainable fungal treatment in enhancing the interfacial adhesion between treated SCG and the PHB/PLA matrix.


Subject(s)
Aspergillus niger , Coffee , Hydroxybutyrates , Polyesters , Polyesters/chemistry , Hydroxybutyrates/chemistry , Coffee/chemistry , Aspergillus niger/drug effects , Tensile Strength , Polymers/chemistry
10.
Braz J Microbiol ; 55(2): 1669-1678, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38369671

ABSTRACT

In vitro antimicrobial activity of nano-ZnO-loaded nanoliposomes at different levels of lecithin:nano-ZnO ratio (5:1, 15:1, and 25:1 w/w) against Aspergillus niger (IBRC-M 30095) and Botrytis cinerea (IBRC-M 30162) was evaluated. Nanoliposome formulations containing nano-ZnO were fabricated through thin-layer hydration sonication and heat methods. The minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) of nano-ZnO-loaded nanoliposomes and free nano-ZnO against Aspergillus niger and Botrytis cinerea were determined. The time-kill experiments were performed for each isolate. Results showed that the encapsulation of nano-ZnO in nanoliposome systems significantly enhanced their antimicrobial activities by improving the penetration of ZnO nanoparticles the fungi cell membrane. In vitro antifungal activity of nano-ZnO-loaded nanoliposomes against Aspergillus niger and Botrytis cinerea was increased in thin-layer hydration sonication method compared with the heat method. The log phase for Aspergillus niger and Botrytis cinerea was around 70 h. Adding nano-ZnO-loaded nanoliposomes to the culture medium shortened the log phase for both Aspergillus niger and Botrytis cinerea. The highest antimicrobial activity of nanoliposomes was achieved using nanoliposomes containing the lecithin:nano-ZnO ratio of 25:1 (w/w) as compared to all samples. However, the length of the log phase growth cultures exposed to the nanoliposome formulations prepared by thin-layer hydration sonication method with the lecithin:nano-ZnO ratio of 25:1 (w/w) at MIC and MFC values was 60 and 40 h for both Aspergillus niger and Botrytis cinerea, respectively.


Subject(s)
Antifungal Agents , Aspergillus niger , Botrytis , Liposomes , Microbial Sensitivity Tests , Zinc Oxide , Aspergillus niger/drug effects , Aspergillus niger/growth & development , Botrytis/drug effects , Botrytis/growth & development , Zinc Oxide/pharmacology , Zinc Oxide/chemistry , Liposomes/chemistry , Antifungal Agents/pharmacology , Antifungal Agents/chemistry , Kinetics , Nanoparticles/chemistry
11.
Recent Adv Antiinfect Drug Discov ; 19(3): 216-231, 2024.
Article in English | MEDLINE | ID: mdl-38317465

ABSTRACT

BACKGROUND: Every year Invasive Fungal Infections (IFI) are globally affecting millions of people. Candida albicans and Aspergillus niger have been reported as the most infectious and mortality-inducing fungal strains among all pathogenic fungi. AIMS & OBJECTIVES: To tackle this problem in the current study Pyranopyrazoles and Pyrazolopyrano- pyrimidine derivatives were developed using molecular hybridization, green chemistry and one-pot multicomponent reaction. MATERIALS AND METHODS: In the present work, New Chemical entities (NCE's) were developed on the basis of Structure activity relationship. All designed NCE's were screened for ADMET studies using the QikProp module of Schrodinger software. NCE's with zero violations were further docked on the crystal structure of 14α demethylase, cytochrome P450 and thymidine synthase (PDB ID: 5V5Z, 7SHI, 1BID). Selected molecules were synthesized using green chemistry techniques and evaluated for in vitro antifungal activity against Candida albicans and Aspergillus niger. RESULTS AND DISCUSSION: Designed NCE's (B1-12 and C1-11) showed favorable results in ADMET studies. In the docking study six compounds from series-B and five molecules from series- C showed good dock score and binding interaction when compared with the standard drugs. Compounds B-3 and C-4 showed the highest zone of inhibition activity against Candida albicans, where as B-1 and C-3 had shown highest zone of inhibition activity against Aspergillus niger. CONCLUSION: Bicyclic ring (series B) showed better activity as compare to fused tricyclic ring (series C).


Subject(s)
Antifungal Agents , Aspergillus niger , Candida albicans , Green Chemistry Technology , Microbial Sensitivity Tests , Molecular Docking Simulation , Pyrazoles , Pyrimidines , Antifungal Agents/pharmacology , Antifungal Agents/chemistry , Antifungal Agents/chemical synthesis , Pyrimidines/pharmacology , Pyrimidines/chemistry , Pyrimidines/chemical synthesis , Aspergillus niger/drug effects , Candida albicans/drug effects , Pyrazoles/pharmacology , Pyrazoles/chemistry , Pyrazoles/chemical synthesis , Structure-Activity Relationship , Computer Simulation , Drug Design , Humans
12.
Molecules ; 27(3)2022 Jan 25.
Article in English | MEDLINE | ID: mdl-35164034

ABSTRACT

Vinegar is a natural product widely used in food and traditional medicine thanks to its physicochemical properties and its richness in bioactive molecules. However, its direct use by consumers can have complications and undesirable effects. Therefore, this study contributes to investigating the physicochemical and biological properties of eleven vinegars marketed in Morocco. Determination of pH, acetic acid, conductivity, total soluble solids and alcohol content in vinegar was carried out. The polyphenols (TP), flavonoids (TF), and condensed tannins (CT) content was determined, and their antioxidant activities were evaluated using 2,2-diphenyl-1-picryl Hydrazyl (DPPH), Ferric Reducing Antioxidant Power (FRAP) and Phosphomolybdenum Reduction Assay (TAC). Then, the antimicrobial activity was studied against four pathogenic bacteria and two fungal strains, using the disk diffusion and the microdilution method. This study showed a wide range of acetic acid values from 0.65 ± 0.29 to 5.15 ± 0.20%. The high value of TP, TF, and CT in our samples V10, V9, and V4 was 655.00 ± 22.2 µgGAE/mL, 244.53 ± 11.32 µgQE/mL and 84.63 ± 1.00 µgTAE/mL, respectively. The tested strains showed variable sensitivities to the different samples with inhibition zones ranging from 6.33 ± 2.08 to 34.33 ± 0.58 mm. The lowest minimum inhibition concentrations were recorded against Staphylococcus aureus ATCC29213 ranging from 1.95 to 7.81 µL/mL. While Aspergillus niger ATCC16404 showed resistance against all of the analyzed samples. In general, vinegar commercialized in Morocco presents a variable range of products with variable properties. Indeed, must take into account this diversity when using it. A future study is needed to identify the phytochemical composition that will further the comprehension of this variability and contribute to its valorization.


Subject(s)
Acetic Acid/chemistry , Anti-Infective Agents/pharmacology , Antioxidants/pharmacology , Phenols/analysis , Anti-Infective Agents/chemistry , Antioxidants/chemistry , Aspergillus niger/drug effects , Microbial Sensitivity Tests , Morocco , Principal Component Analysis , Staphylococcus aureus/drug effects
13.
Molecules ; 27(2)2022 01 10.
Article in English | MEDLINE | ID: mdl-35056749

ABSTRACT

Five new dimer compounds, namely Taiwaniacryptodimers A-E (1-5), were isolated from the methanol extract of the roots of Taiwania cryptomerioides. Their structures were established by mean of spectroscopic analysis and comparison of NMR data with those of known analogues. Their antifungal activities were also evaluated. Our results indicated that metabolites 1, 2, 4, and 5 displayed moderate antifungal activities against Aspergillus niger, Penicillium italicum, Candida albicans, and Saccharomyces cerevisiae.


Subject(s)
Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Cupressaceae/chemistry , Plant Roots/chemistry , Antifungal Agents/isolation & purification , Aspergillus niger/drug effects , Candida albicans/drug effects , Dimerization , Drug Evaluation, Preclinical , Magnetic Resonance Spectroscopy , Methanol/chemistry , Microbial Sensitivity Tests , Molecular Structure , Penicillium/drug effects , Plant Extracts/chemistry
14.
Bioorg Chem ; 119: 105568, 2022 02.
Article in English | MEDLINE | ID: mdl-34968884

ABSTRACT

In this paper, two series of novel multifunctional 1, 4-di (aryl/heteroaryl) substituted piperazine derivatives (6a-d & 7a-d) were synthesized, characterized, and evaluated for their antitubercular, antibacterial, and antifungal activities. A step-wise reduction, bromination and substitution reactions on various aldehydes resulted in alcohols (2a-d), bromides (3a-d), and titled novel compounds (6a-d & 7a-d) in moderate to good yields (48-85%). The novel compounds were evaluated for their antitubercular and antimicrobial activities. Compound 7a exhibited promising antitubercular activity (MIC: 0.65 µg/mL) almost equal to the Rifampicin, while the rest of the compounds were moderately active against MTB H37Rv except 6b. Compounds 7a and 6b showed good activity against tested fungal pathogens. Compounds 7a and 7b were proven as the best bacterial agents. Molecular docking studies were in agreement with the in-vitro results. Docking analyses show that all the synthesized molecules bind to the target protein Mtb RNAP (PDB ID: 5UHC) fairly strongly. All the compounds were evaluated for their in vitro cytotoxicity effect using the MTT assay method against human cancer cell line MCF-7. The compounds demonstrated growth inhibitory effect on the cell line with significant IC50 values ranging between 8.20 and 34.45 µM. Most importantly, compound 7a displayed good binding affinity towards the tested protein with binding energy -7.30 kcal/mol and a stronger hydrogen bond distance of 2.2 Å with ASN-493 residue. Thus, the present research highlighted the potential role of novel piperazine derivatives as potential antitubercular, and antimicrobial candidates and further good research into optimization might result in the development of new antitubercular drug candidates.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Drug Design , Molecular Docking Simulation , Piperazines/pharmacology , Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/chemistry , Antifungal Agents/chemical synthesis , Antifungal Agents/chemistry , Aspergillus niger/drug effects , Dose-Response Relationship, Drug , Drug Evaluation, Preclinical , Escherichia coli/drug effects , Fusarium/drug effects , Microbial Sensitivity Tests , Molecular Structure , Mycobacterium tuberculosis/drug effects , Piperazines/chemical synthesis , Piperazines/chemistry , Staphylococcus aureus/drug effects , Structure-Activity Relationship
15.
Gene ; 809: 146041, 2022 Jan 30.
Article in English | MEDLINE | ID: mdl-34710526

ABSTRACT

Plant immunity to pathogen infections is a dynamic response that involves multiple organelles and defence signalling systems such as hypersensitive response (HR) and systemic acquired resistance (SAR). The latter requires the function of Pathogenesis-related (PR) proteins, a common plant protein family with diverse roles in plant innate immunity. Our previous proteomics study showed that a PR gene (ITC1587_Bchr9_P26466_MUSBA) was differentially regulated during a compatible banana-M. incognita interaction, substantiating the isolation of this gene in the current study. Here, we successfully isolated and characterised Pathogenesis-related-10 (PR10) gene with ß-1,3-glucanase and ribonuclease (RNase) activities from two Musa acuminata cultivars (denoted as MaPR10) namely Berangan and Grand Naine (ITC1256). We found that MaPR10 cloned sequences possess glycine-rich loop domain and shared conserved motifs specific to PR10 gene group, confirming its identity as a member of this group. Interestingly, we also found a catalytic domain sequence for glycoside hydrolase family 16 (EXDXXE), unique only to MaPR10 cloned sequences. Two peptide variants closely related to the reference sequence ITC1587_Bchr9_P26466_MUSBA namely MaPR10-BeB5 and MaPR10-GNA5 were overexpressed and purified to test for their functionality. Here, we confirmed that both protein variants possess ß-1,3-glucanase and ribonuclease (RNase) activities, and inhibit the growth of Aspergillus fumigatus, a human opportunistic pathogen. To our knowledge, this is the first PR10 plant proteins with such properties to be reported thus far.


Subject(s)
Musa/genetics , Musa/parasitology , Plant Proteins/genetics , Plant Proteins/metabolism , Tylenchoidea/pathogenicity , Animals , Antifungal Agents/pharmacology , Aspergillus fumigatus/drug effects , Aspergillus niger/drug effects , Gene Expression Regulation, Plant , Host-Parasite Interactions/genetics , Onions/genetics , Phylogeny , Plant Immunity/genetics , Plant Proteins/pharmacology , Plant Roots/genetics , Plant Roots/parasitology , Plants, Genetically Modified
16.
Bioorg Chem ; 119: 105560, 2022 02.
Article in English | MEDLINE | ID: mdl-34942467

ABSTRACT

The [2-formyl-4-(trifluoromethyl)phenyl]boronic acid as well as its benzoxaborole and bis(benzoxaborole) derivatives were obtained and their properties studied. The 2-formyl compound displays an unusual structure in the crystalline state, with a significant twist of the boronic group, whereas in DMSO solution it tautomerizes with formation of a cyclic isomer. All the studied compounds exhibit relatively high acidity as well as a reasonable antimicrobial activity. Docking studies showed interactions of all the investigated compounds with the binding pocket of Candida albicans LeuRS. High activity against Bacillus cereus was determined for the 2-formyl compound as well as for the novel bis(benzoxaborole), whereas the studied benzoxaborole shows high antifungal action with MIC values equal to 7.8and 3.9 µg/mL against C. albicans and A. niger respectively. None of the studied compounds exhibits reasonable activity against E. coli.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/chemistry , Antifungal Agents/chemical synthesis , Antifungal Agents/chemistry , Aspergillus niger/drug effects , Bacillus cereus/drug effects , Candida albicans/drug effects , Dose-Response Relationship, Drug , Escherichia coli/drug effects , Microbial Sensitivity Tests , Molecular Structure , Structure-Activity Relationship
17.
Acta Chim Slov ; 68(3): 541-547, 2021 Sep.
Article in English | MEDLINE | ID: mdl-34897549

ABSTRACT

A series of five new fluoro-substituted aroylhydrazones were prepared and structurally characterized by elemental analysis, IR, UV-Vis and 1H NMR spectroscopy, as well as single crystal X-ray diffraction. The compounds were evaluated for their antibacterial (Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas fluorescence) and antifungal (Candida albicans and Aspergillus niger) activities by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method. The biological assay indicated that the presence of the electron-withdrawing groups in the aroylhydrazones improved their antimicrobial activities.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Hydrazones/pharmacology , Anti-Bacterial Agents/chemical synthesis , Antifungal Agents/chemical synthesis , Aspergillus niger/drug effects , Bacteria/drug effects , Candida albicans/drug effects , Hydrazones/chemical synthesis , Microbial Sensitivity Tests , Molecular Structure , Structure-Activity Relationship
18.
Molecules ; 26(23)2021 Nov 25.
Article in English | MEDLINE | ID: mdl-34885701

ABSTRACT

2-azido-1H-benzo[d]imidazole derivatives 1a,b were reacted with a ß-ketoester such as acetylacetone in the presence of sodium ethoxide to obtain the desired molecules 2a,b. The latter acted as a key molecule for the synthesis of new carbazone derivatives 4a,b that were submitted to react with 2-oxo-N-phenyl-2-(phenylamino)acetohydrazonoyl chloride to obtain the target thiadiazole derivatives 6a,b. The structures of the newly synthesized compounds were inferred from correct spectral and microanalytical data. Moreover, the newly prepared compounds were subjected to molecular docking studies with DNA gyrase B and exhibited binding energy that extended from -9.8 to -6.4 kcal/mol, which confirmed their excellent potency. The compounds 6a,b were found to be with the minimum binding energy (-9.7 and -9.8 kcal/mol) as compared to the standard drug ciprofloxacin (-7.4 kcal/mol) against the target enzyme DNA gyrase B. In addition, the newly synthesized compounds were also examined and screened for their in vitro antimicrobial activity against pathogenic microorganisms Staphylococcus aureus, E. coli, Pseudomonas aeruginosa, Aspergillus niger, and Candida albicans. Among the newly synthesized molecules, significant antimicrobial activity against all the tested microorganisms was obtained for the compounds 6a,b. The in silico and in vitro findings showed that compounds 6a,b were the most active against bacterial strains, and could serve as potential antimicrobial agents.


Subject(s)
Anti-Infective Agents/chemistry , Bacterial Infections/drug therapy , DNA Gyrase/genetics , Topoisomerase II Inhibitors/chemistry , Triazoles/chemistry , Anti-Infective Agents/chemical synthesis , Anti-Infective Agents/pharmacology , Aspergillus niger/drug effects , Bacterial Infections/microbiology , Candida albicans/drug effects , Candida albicans/pathogenicity , DNA Gyrase/drug effects , Escherichia coli/drug effects , Escherichia coli/pathogenicity , Humans , Molecular Docking Simulation , Pharmacokinetics , Pseudomonas aeruginosa/drug effects , Pseudomonas aeruginosa/pathogenicity , Staphylococcus aureus/drug effects , Staphylococcus aureus/pathogenicity , Structure-Activity Relationship , Topoisomerase II Inhibitors/chemical synthesis , Topoisomerase II Inhibitors/pharmacology , Triazoles/chemical synthesis , Triazoles/pharmacology
19.
Drug Deliv ; 28(1): 2348-2360, 2021 Dec.
Article in English | MEDLINE | ID: mdl-34747275

ABSTRACT

The present research work is designed to prepare and optimize butenafine (BT) loaded poly lactic co glycolic acid (PLGA) nanoparticles (BT-NPs). BT-NPs were prepared by emulsification probe sonication method using PLGA (A), PVA (B) as polymer and stabilizer, respectively. The optimum composition of BT-NPs was selected based on the point prediction method given by the Box Behnken design software. The optimized composition of BT-NPop showed a particle size of 267.21 ± 3.54 nm with an entrapment efficiency of 72.43 ± 3.11%. The optimum composition of BT-NPop was further converted into gel formulation using chitosan as a natural polymer. The prepared topical gel formulation (BT-NPopG) was further evaluated for gel characterization, drug release, permeation study, irritation, and antifungal studies. The prepared BT-NPopG formulation showed optimum pH, viscosity, spreadability, and drug content. The release and permeation study results revealed slow BT release (42.76 ± 2.87%) with significantly enhanced permeation across the egg membrane. The irritation study data showed negligible irritation with a cumulative score of 0.33. The antifungal study results conclude higher activity than marketed as well as pure BT. The overall conclusion of the results revealed BT-NPopG as an ideal delivery system to treat topical fungal infection.


Subject(s)
Antifungal Agents/administration & dosage , Antifungal Agents/pharmacology , Benzylamines/administration & dosage , Benzylamines/pharmacology , Naphthalenes/administration & dosage , Naphthalenes/pharmacology , Administration, Topical , Animals , Antifungal Agents/adverse effects , Antifungal Agents/pharmacokinetics , Aspergillus niger/drug effects , Benzylamines/adverse effects , Benzylamines/pharmacokinetics , Candida albicans/drug effects , Chemistry, Pharmaceutical , Chickens , Chitosan/chemistry , Drug Carriers/chemistry , Drug Liberation , Drug Stability , Eggs , Gels/chemistry , Hydrogen-Ion Concentration , Nanoparticles/chemistry , Naphthalenes/adverse effects , Naphthalenes/pharmacokinetics , Particle Size , Polylactic Acid-Polyglycolic Acid Copolymer/chemistry , Polyvinyl Alcohol/chemistry , Surface Properties , Viscosity
20.
ScientificWorldJournal ; 2021: 7011493, 2021.
Article in English | MEDLINE | ID: mdl-34754277

ABSTRACT

In this study, the polyphenol content and the antioxidant and antimicrobial activities of hydroethanolic (MVE) and hydroacetonic (MVA) leaf extracts of Marrubium vulgare L. were examined. The results indicated that the total phenolic content was higher in MVA (112.09 ± 4.77 mg GAE/DW) compared to MVE extract (98.77 ± 1.68 mg GAE/DW). The total flavonoid content was also higher in MVA extract (21.08 ± 0.38 mg QE/g DW) compared to MVE (17.65 ± 0.73 mg QE/g DW). Analysis of the chemical composition revealed the presence of 13 compounds with a total of 96.14%, with the major compound being malic acid (22.57%). Both extracts possess a good total antioxidant activity. DPPH and FRAP assays indicated that the MVE extract possesses a better antioxidant activity, with IC50 = 52.04 µg/mL ± 0.2 and EC50 of 4.51 ± 0.5 mg/mL, compared to MVA extract (IC50 = 60.57 ± 0.6 µg/mL and EC50 of 6.43 ± 0.0411 mg/mL). Moreover, both extracts exhibited strong antimicrobial activity against certain nosocomial strains as indicted by the MIC values, which ranged between 0.93 mg/mL and 10 mg/mL. Taken together, these results reveal the importance of M. vulgare as a natural antioxidant with important antimicrobial activity.


Subject(s)
Anti-Infective Agents/analysis , Antioxidants/analysis , Marrubium/chemistry , Plant Extracts/chemistry , Anti-Infective Agents/isolation & purification , Anti-Infective Agents/pharmacology , Antioxidants/isolation & purification , Antioxidants/pharmacology , Aspergillus niger/drug effects , Bacillus subtilis/drug effects , Candida albicans/drug effects , Disk Diffusion Antimicrobial Tests , Escherichia coli/drug effects , Flavonoids/analysis , Phenols/analysis , Plant Extracts/pharmacology , Plant Leaves/chemistry , Salmonella enterica/drug effects , Staphylococcus aureus/drug effects
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