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1.
Drug Des Devel Ther ; 18: 2531-2553, 2024.
Article de Anglais | MEDLINE | ID: mdl-38952486

RÉSUMÉ

The WHO Global Status Report on Oral Health 2022 reveals that oral diseases caused by infection with oral pathogenic microorganisms affect nearly 3.5 billion people worldwide. Oral health problems are caused by the presence of S. mutans, S. sanguinis, E. faecalis and C. albicans in the oral cavity. Synthetic anti-infective drugs have been widely used to treat oral infections, but have been reported to cause side effects and resistance. Various strategies have been implemented to overcome this problem. Synthetic anti-infective drugs have been widely used to treat oral infections, but they have been reported to cause side effects and resistance. Therefore, it is important to look for safe anti-infective alternatives. Ethnobotanical and ethnopharmacological studies suggest that Red Betel leaf (Piper crocatum Ruiz & Pav) could be a potential source of oral anti-infectives. This review aims to discuss the pathogenesis mechanism of several microorganisms that play an important role in causing health problems, the mechanism of action of synthetic oral anti-infective drugs in inhibiting microbial growth in the oral cavity, and the potential of red betel leaf (Piper crocatum Ruiz & Pav) as an herbal oral anti-infective drug. This study emphasises the importance of researching natural components as an alternative treatment for oral infections that is more effective and can meet global needs.


Sujet(s)
Piper , Humains , Piper/composition chimique , Maladies de la bouche/traitement médicamenteux , Maladies de la bouche/microbiologie , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/composition chimique , Feuilles de plante/composition chimique , Bouche/microbiologie
2.
J Nanobiotechnology ; 22(1): 387, 2024 Jul 01.
Article de Anglais | MEDLINE | ID: mdl-38951841

RÉSUMÉ

Metal-organic frameworks (MOFs) are metal-organic skeleton compounds composed of self-assembled metal ions or clusters and organic ligands. MOF materials often have porous structures, high specific surface areas, uniform and adjustable pores, high surface activity and easy modification and have a wide range of prospects for application. MOFs have been widely used. In recent years, with the continuous expansion of MOF materials, they have also achieved remarkable results in the field of antimicrobial agents. In this review, the structural composition and synthetic modification of MOF materials are introduced in detail, and the antimicrobial mechanisms and applications of these materials in the healing of infected wounds are described. Moreover, the opportunities and challenges encountered in the development of MOF materials are presented, and we expect that additional MOF materials with high biosafety and efficient antimicrobial capacity will be developed in the future.


Sujet(s)
Réseaux organométalliques , Cicatrisation de plaie , Réseaux organométalliques/composition chimique , Réseaux organométalliques/pharmacologie , Cicatrisation de plaie/effets des médicaments et des substances chimiques , Humains , Animaux , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Antibactériens/pharmacologie , Antibactériens/composition chimique , Porosité , Infection de plaie/traitement médicamenteux
3.
J Indian Prosthodont Soc ; 24(3): 266-272, 2024 Jul 01.
Article de Anglais | MEDLINE | ID: mdl-38946510

RÉSUMÉ

AIM: Occurrence of denture stomatitis and prosthesis breakage are common problems faced by elderly people wearing removable dentures. To overcome this, several attempts are made to improve the denture material by addition of antimicrobials without compromising original properties. The aim of the study was to evaluate flexural strength and microhardness of self-cured polymethyl methacrylate (PMMA) denture base resin after addition of Vaccinium macrocarpon (commonly called as cranberry), extract as antimicrobial, at varying proportions. STUDY SETTING AND DESIGN: Experimental in vitro study. MATERIALS AND METHODS: Frozen cranberry fruits were subjected to extraction process in the presence of aqueous solvents. Lyophilized extract was added in proportions of 0, 0.5, 1.0, 1.5, and 2.0 dry wt/wt % into polymer of self-cure PMMA denture base resin. Based on cranberry inclusion, the study comprised one control (0%) and four test groups (0.5%-2%) with total of 100 samples. A three-point bending test for flexural strength was done for fifty study samples (n = 10). Surface of fractured samples was analyzed using a scanning electron microscope (SEM). Microhardness was determined using Vickers hardness test. STATISTICAL ANALYSIS USED: One-way statistical ANOVA test was done to find the difference between groups, followed by Tukey's post hoc test for multiple pairwise comparison. RESULTS: Flexural strength ranged from 66.80 to 69.28 MPa, and a statistically insignificant difference was observed between groups (P > 0.05). SEM evaluation showed uniformly dispersed strands of cranberry extract in PMMA matrix. With higher concentration, less voids were seen. Vickers microhardness value significantly decreased from 15.96 in the control group to 14.57 with 2% cranberry addition (P < 0.05). CONCLUSION: Incorporation of cranberry extract into self-cure PMMA denture base resin, up to 2 dry wt %, did not decline the flexural strength. However, there was a significant decrease in Vickers microhardness values when compared against the control group (0% cranberry inclusion).


Sujet(s)
Résistance à la flexion , Dureté , Test de matériaux , Extraits de plantes , Poly(méthacrylate de méthyle) , Vaccinium macrocarpon , Poly(méthacrylate de méthyle)/composition chimique , Vaccinium macrocarpon/composition chimique , Extraits de plantes/composition chimique , Humains , Bases d'appareil de prothèse dentaire , Matériaux dentaires/composition chimique , Anti-infectieux/composition chimique , Anti-infectieux/pharmacologie , Techniques in vitro
4.
Chirality ; 36(7): e23698, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38961803

RÉSUMÉ

Chirality, the property of molecules having mirror-image forms, plays a crucial role in pharmaceutical and biomedical research. This review highlights its growing importance, emphasizing how chiral drugs and nanomaterials impact drug effectiveness, safety, and diagnostics. Chiral molecules serve as precise diagnostic tools, aiding in accurate disease detection through unique biomolecule interactions. The article extensively covers chiral drug applications in treating cardiovascular diseases, CNS disorders, local anesthesia, anti-inflammatories, antimicrobials, and anticancer drugs. Additionally, it explores the emerging field of chiral nanomaterials, highlighting their suitability for biomedical applications in diagnostics and therapeutics, enhancing medical treatments.


Sujet(s)
Nanostructures , Nanostructures/composition chimique , Humains , Stéréoisomérie , Préparations pharmaceutiques/composition chimique , Animaux , Anti-infectieux/composition chimique , Anti-infectieux/pharmacologie
5.
Sci Rep ; 14(1): 15050, 2024 07 01.
Article de Anglais | MEDLINE | ID: mdl-38951205

RÉSUMÉ

Chalcones are intermediate products in the biosynthesis of flavonoids, which possess a wide range of biological properties, including antimicrobial and anticancer activities. The introduction of a chlorine atom and the glucosyl moiety into their structure may increase their bioavailability, bioactivity, and pharmacological use. The combined chemical and biotechnological methods can be applied to obtain such compounds. Therefore, 2-chloro-2'-hydroxychalcone and 3-chloro-2'-hydroxychalcone were synthesized and biotransformed in cultures of two strains of filamentous fungi, i.e. Isaria fumosorosea KCH J2 and Beauveria bassiana KCH J1.5 to obtain their novel glycosylated derivatives. Pharmacokinetics, drug-likeness, and biological activity of them were predicted using cheminformatics tools. 2-Chloro-2'-hydroxychalcone, 3-chloro-2'-hydroxychalcone, their main glycosylation products, and 2'-hydrochychalcone were screened for antimicrobial activity against several microbial strains. The growth of Escherichia coli 10,536 was completely inhibited by chalcones with a chlorine atom and 3-chlorodihydrochalcone 2'-O-ß-D-(4″-O-methyl)-glucopyranoside. The strain Pseudomonas aeruginosa DSM 939 was the most resistant to the action of the tested compounds. However, chalcone aglycones and glycosides with a chlorine atom almost completely inhibited the growth of bacteria Staphylococcus aureus DSM 799 and yeast Candida albicans DSM 1386. The tested compounds had different effects on lactic acid bacteria depending on the tested species. In general, chlorinated chalcones were more effective in the inhibition of the tested microbial strains than their unchlorinated counterparts and aglycones were a little more effective than their glycosides.


Sujet(s)
Anti-infectieux , Biotransformation , Chalcones , Chlore , Tests de sensibilité microbienne , Chalcones/composition chimique , Chalcones/pharmacologie , Chalcones/synthèse chimique , Chlore/composition chimique , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Anti-infectieux/synthèse chimique , Beauveria/métabolisme , Champignons/effets des médicaments et des substances chimiques , Escherichia coli/effets des médicaments et des substances chimiques , Escherichia coli/croissance et développement
6.
Sci Rep ; 14(1): 15211, 2024 07 02.
Article de Anglais | MEDLINE | ID: mdl-38956076

RÉSUMÉ

Biological agents are getting a noticeable concern as efficient eco-friendly method for nanoparticle fabrication, from which fungi considered promising agents in this field. In the current study, two fungal species (Embellisia spp. and Gymnoascus spp.) were isolated from the desert soil in Saudi Arabia and identified using 18S rRNA gene sequencing then used as bio-mediator for the fabrication of silver nanoparticles (AgNPs). Myco-synthesized AgNPs were characterized using UV-visible spectrometry, transmission electron microscopy, Fourier transform infrared spectroscopy and dynamic light scattering techniques. Their antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, and Klebsiella pneumoniae were investigated. In atrial to detect their possible antibacterial mechanism, Sodium dodecyl sulfate (SDS-PAGE) and TEM analysis were performed for Klebsiella pneumoniae treated by the myco-synthesized AgNPs. Detected properties of the fabricated materials indicated the ability of both tested fungal strains in successful fabrication of AgNPs having same range of mean size diameters and varied PDI. The efficiency of Embellisia spp. in providing AgNPs with higher antibacterial activity compared to Gymnoascus spp. was reported however, both indicated antibacterial efficacy. Variations in the protein profile of K. pneumoniae after treatments and ultrastructural changes were observed. Current outcomes suggested applying of fungi as direct, simple and sustainable approach in providing efficient AgNPs.


Sujet(s)
Nanoparticules métalliques , Argent , Microbiologie du sol , Argent/composition chimique , Argent/pharmacologie , Arabie saoudite , Nanoparticules métalliques/composition chimique , Tests de sensibilité microbienne , Antibactériens/pharmacologie , Antibactériens/composition chimique , Climat désertique , Champignons/effets des médicaments et des substances chimiques , Klebsiella pneumoniae/effets des médicaments et des substances chimiques , Pseudomonas aeruginosa/effets des médicaments et des substances chimiques , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique
7.
Int J Med Mushrooms ; 26(8): 13-25, 2024.
Article de Anglais | MEDLINE | ID: mdl-38967208

RÉSUMÉ

Calvatia gigantea, commonly known as the giant puffball mushroom, has traditionally been regarded as a significant edible and medicinal species due to its wide spectrum of bioactive compounds and its health-promoting properties. This study aims to systematize the knowledge on the nutritional value and therapeutic potential of C. gigantea, highlighting its role in traditional and contemporary medicine. The mushroom is recognized for its nutritional content, including easily digestible protein, carbohydrates, fiber, phenolic compounds, vitamins, and minerals, while being low in calories, cholesterol, and sodium. Furthermore, C. gigantea exhibits a range of biological effects, such as antioxidant, anticancer, antimicrobial, antidiabetic, and wound-healing properties, attributed to its diverse chemical composition that includes unsaturated fatty acids, free amino acids, polysaccharides, and bioactive metabolites.


Sujet(s)
Antioxydants , Antioxydants/pharmacologie , Antioxydants/composition chimique , Humains , Valeur nutritive , Agaricales/composition chimique , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Antinéoplasiques/pharmacologie , Antinéoplasiques/composition chimique , Hypoglycémiants/pharmacologie , Hypoglycémiants/composition chimique , Cicatrisation de plaie/effets des médicaments et des substances chimiques
8.
Microb Cell Fact ; 23(1): 189, 2024 Jul 02.
Article de Anglais | MEDLINE | ID: mdl-38956629

RÉSUMÉ

Developing special textiles (for patients in hospitals for example) properties, special antimicrobial and anticancer, was the main objective of the current work. The developed textiles were produced after dyeing by the novel formula of natural (non-environmental toxic) pigments (melanin amended by microbial-AgNPs). Streptomyces torulosus isolate OSh10 with accession number KX753680.1 was selected as a superior producer for brown natural pigment. By optimization processes, some different pigment colors were observed after growing the tested strain on the 3 media. Dextrose and malt extract enhanced the bacteria to produce a reddish-black color. However, glycerol as the main carbon source and NaNO3 and asparagine as a nitrogen source were noted as the best for the production of brown pigment. In another case, starch as a polysaccharide was the best carbon for the production of deep green pigment. Peptone and NaNO3 are the best nitrogen sources for the production of deep green pigment. Microbial-AgNPs were produced by Fusarium oxysporum with a size of 7-21 nm, and the shape was spherical. These nanoparticles were used to produce pigments-nanocomposite to improve their promising properties. The antimicrobial of nanoparticles and textiles dyeing by nanocomposites was recorded against multidrug-resistant pathogens. The new nanocomposite improved pigments' dyeing action and textile properties. The produced textiles had anticancer activity against skin cancer cells with non-cytotoxicity detectable action against normal skin cells. The obtained results indicate to application of these textiles in hospital patients' clothes.


Sujet(s)
Antinéoplasiques , Agents colorants , Argent , Textiles , Textiles/microbiologie , Agents colorants/composition chimique , Humains , Antinéoplasiques/pharmacologie , Antinéoplasiques/composition chimique , Argent/pharmacologie , Argent/composition chimique , Fusarium/effets des médicaments et des substances chimiques , Streptomyces/métabolisme , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Nanoparticules métalliques/composition chimique , Pigments biologiques/pharmacologie , Pigments biologiques/biosynthèse , Tests de sensibilité microbienne , Lignée cellulaire tumorale
9.
Sci Rep ; 14(1): 15441, 2024 07 04.
Article de Anglais | MEDLINE | ID: mdl-38965246

RÉSUMÉ

A very practical method for the synthesis of unsymmetrical carbamide derivatives in good to excellent yield was presented, without the need for any catalyst and at room temperature. Using a facile and robust protocol, fifteen unsymmetrical carbamide derivatives (9-23) bearing different aliphatic amine moieties were designed and synthesized by the reaction of secondary aliphatic amines with isocyanate derivatives in the presence of acetonitrile as an appropriate solvent in good to excellent yields. Trusted instruments like IR, mass spectrometry, NMR spectra, and elemental analyses were employed to validate the purity and chemical structures of the synthesized compounds. All the synthesized compounds were tested as antimicrobial agents against some clinically bacterial pathogens such as Salmonella typhimurium, Bacillus subtilis, Pseudomonas aeruginosa, Staphylococcus aureus and Candida albicans. Compounds 15, 16, 17, 19 and 22 showed potent antimicrobial activity with promising MIC values compared to the positive controls. Moreover, compounds 15 and 22 provide a potent lipid peroxidation (LPO) of the bacterial cell wall. On the other hand, we investigated the anti-proliferative activity of compounds 9-23 against selected human cancerous cell lines of breast (MCF-7), colon (HCT-116), and lung (A549) relative to healthy noncancerous control skin fibroblast cells (BJ-1). The mechanism of their cytotoxic activity has been also examined by immunoassaying the levels of key anti- and pro-apoptotic protein markers. The results of MTT assay revealed that compounds 10, 13, 21, 22 and 23 possessed highly cytotoxic effects. Out of these, three synthesized compounds 13, 21 and 22 showed cytotoxicity with IC50 values (13, IC50 = 62.4 ± 0.128 and 22, IC50 = 91.6 ± 0.112 µM, respectively, on MCF-7), (13, IC50 = 43.5 ± 0.15 and 21, IC50 = 38.5 ± 0.17 µM, respectively, on HCT-116). Cell cycle and apoptosis/necrosis assays demonstrated that compounds 13 and 22 induced S and G2/M phase cell cycle arrest in MCF-7 cells, while only compound 13 had this effect on HCT-116 cells. Furthermore, compound 13 exhibited the greatest potency in inducing apoptosis in both cell lines compared to compounds 21 and 22. Docking studies indicated that compounds 10, 13, 21 and 23 could potentially inhibit enzymes and exert promising antimicrobial effects, as evidenced by their lower binding energies and various types of interactions observed at the active sites of key enzymes such as Sterol 14-demethylase of C. albicans, Dihydropteroate synthase of S. aureus, LasR of P. aeruginosa, Glucosamine-6-phosphate synthase of K. pneumenia and Gyrase B of B. subtilis. Moreover, 13, 21, and 22 demonstrated minimal binding energy and favorable affinity towards the active pocket of anticancer receptor proteins, including CDK2, EGFR, Erα, Topoisomerase II and VEGFFR. Physicochemical properties, drug-likeness, and ADME (absorption, distribution, metabolism, excretion, and toxicity) parameters of the selected compounds were also computed.


Sujet(s)
Anti-infectieux , Antinéoplasiques , Tests de sensibilité microbienne , Humains , Antinéoplasiques/pharmacologie , Antinéoplasiques/synthèse chimique , Antinéoplasiques/composition chimique , Anti-infectieux/pharmacologie , Anti-infectieux/synthèse chimique , Anti-infectieux/composition chimique , Lignée cellulaire tumorale , Apoptose/effets des médicaments et des substances chimiques , Technologie de la chimie verte/méthodes , Prolifération cellulaire/effets des médicaments et des substances chimiques , Candida albicans/effets des médicaments et des substances chimiques , Simulation de docking moléculaire , Cellules MCF-7 , Antibactériens/pharmacologie , Antibactériens/synthèse chimique , Antibactériens/composition chimique , Staphylococcus aureus/effets des médicaments et des substances chimiques , Bactéries/effets des médicaments et des substances chimiques , Pseudomonas aeruginosa/effets des médicaments et des substances chimiques
10.
Microb Cell Fact ; 23(1): 195, 2024 Jul 06.
Article de Anglais | MEDLINE | ID: mdl-38971787

RÉSUMÉ

This study explores a sustainable approach for synthesizing silver nanocomposites (AgNCs) with enhanced antimicrobial and bioactivity using safe Lactobacillus strains and a whey-based medium (WBM). WBM effectively supported the growth of Lactobacillus delbrueckii and Lactobacillus acidophilus, triggering a stress response that led to AgNCs formation. The synthesized AgNCs were characterized using advanced spectroscopic and imaging techniques such as UV‒visible, Fourier transform infrared (FT-IR) spectroscopy, transmission electron (TEM), and scanning electron microscopy with energy dispersive X-ray analysis (SEM-Edx). Lb acidophilus-synthesized AgNCs in WBM (had DLS size average 817.2-974.3 ± PDI = 0.441 nm with an average of metal core size 13.32 ± 3.55 nm) exhibited significant antimicrobial activity against a broad spectrum of pathogens, including bacteria such as Escherichia coli (16.47 ± 2.19 nm), Bacillus cereus (15.31 ± 0.43 nm), Clostridium perfringens (25.95 ± 0.03 mm), Enterococcus faecalis (32.34 ± 0.07 mm), Listeria monocytogenes (23.33 ± 0.05 mm), methicillin-resistant Staphylococcus aureus (MRSA) (13.20 ± 1.76 mm), and filamentous fungi such as Aspergillus brasiliensis (33.46 ± 0.01 mm). In addition, Lb acidophilus-synthesized AgNCs in WBM exhibit remarkable free radical scavenging abilities, suggesting their potential as bioavailable antioxidants. These findings highlight the dual functionality of these biogenic AgNCs, making them promising candidates for applications in both medicine and nutrition.


Sujet(s)
Tests de sensibilité microbienne , Nanocomposites , Argent , Lactosérum , Nanocomposites/composition chimique , Argent/composition chimique , Argent/pharmacologie , Lactosérum/composition chimique , Lactosérum/métabolisme , Lactobacillus acidophilus/effets des médicaments et des substances chimiques , Lactobacillus acidophilus/métabolisme , Antibactériens/pharmacologie , Antibactériens/composition chimique , Antibactériens/biosynthèse , Nanoparticules métalliques/composition chimique , Lactobacillus/métabolisme , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Spectroscopie infrarouge à transformée de Fourier
11.
Biomolecules ; 14(6)2024 Jun 05.
Article de Anglais | MEDLINE | ID: mdl-38927062

RÉSUMÉ

Rattusin, an α-defensin-related antimicrobial peptide isolated from the small intestine of rats, has been previously characterized through NMR spectroscopy to elucidate its three-dimensional structure, revealing a C2 homodimeric scaffold stabilized by five disulfide bonds. This study aimed to identify the functional region of rattusin by designing and synthesizing various short analogs, subsequently leading to the development of novel peptide-based antibiotics. The analogs, designated as F1, F2, F3, and F4, were constructed based on the three-dimensional configuration of rattusin, among which F2 is the shortest peptide and exhibited superior antimicrobial efficacy compared to the wild-type peptide. The central cysteine residue of F2 prompted an investigation into its potential to form a dimer at neutral pH, which is critical for its antimicrobial function. This activity was abolished upon the substitution of the cysteine residue with serine, indicating the necessity of dimerization for antimicrobial action. Further, we synthesized ß-hairpin-like analogs, both parallel and antiparallel, based on the dimeric structure of F2, which maintained comparable antimicrobial potency. In contrast to rattusin, which acts by disrupting bacterial membranes, the F2 dimer binds directly to DNA, as evidenced by fluorescence assays and DNA retardation experiments. Importantly, F2 exhibited negligible cytotoxicity up to 515 µg/mL, assessed via hemolysis and MTT assays, underscoring its potential as a lead compound for novel peptide-based antibiotic development.


Sujet(s)
Défensines-alpha , Animaux , Défensines-alpha/composition chimique , Défensines-alpha/pharmacologie , Défensines-alpha/synthèse chimique , Tests de sensibilité microbienne , Rats , Peptides antimicrobiens/composition chimique , Peptides antimicrobiens/pharmacologie , Peptides antimicrobiens/synthèse chimique , Multimérisation de protéines/effets des médicaments et des substances chimiques , ADN/métabolisme , ADN/composition chimique , Hémolyse/effets des médicaments et des substances chimiques , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Humains , Antibactériens/pharmacologie , Antibactériens/composition chimique , Antibactériens/synthèse chimique , Séquence d'acides aminés
12.
Mar Drugs ; 22(6)2024 May 27.
Article de Anglais | MEDLINE | ID: mdl-38921554

RÉSUMÉ

Five new naphthalene derivatives dalesconosides A-D, F (1-4, 6), a known synthetic analogue named dalesconoside E (5), and eighteen known compounds (7-24) were isolated from Daldinia eschscholzii MCZ-18, which is an endophytic fungus obtained from the Chinese mangrove plant Ceriops tagal. Differing from previously reported naphthalenes, compounds 1 and 2 were bearing a rare ribofuranoside substituted at C-1 and the 5-methyltetrahydrofuran-2,3-diol moiety, respectively. Their structures were determined by detailed nuclear magnetic resonance (NMR) and mass spectroscopic (MS) analyses, while the absolute configurations were established by theoretical electronic circular dichroism (ECD) calculation. Compounds 1, 3, 13-17 and 19 showed broad ranges of antimicrobial spectrum against five indicator test microorganisms (Enterococcus faecalis, Methicillin-resistant Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Candida albicans); especially, 1, 16 and 17 were most potent. The variations in structure and attendant biological activities provided fresh insights concerning structure-activity relationships for the naphthalene derivatives.


Sujet(s)
Tests de sensibilité microbienne , Naphtalènes , Naphtalènes/pharmacologie , Naphtalènes/composition chimique , Naphtalènes/isolement et purification , Relation structure-activité , Spectroscopie par résonance magnétique , Antibactériens/pharmacologie , Antibactériens/composition chimique , Antibactériens/isolement et purification , Candida albicans/effets des médicaments et des substances chimiques , Structure moléculaire , Rhizophoraceae/microbiologie , Endophytes/composition chimique , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Anti-infectieux/isolement et purification
13.
Sci Rep ; 14(1): 13201, 2024 06 08.
Article de Anglais | MEDLINE | ID: mdl-38851845

RÉSUMÉ

Sugar esters display surface-active properties, wetting, emulsifying, and other physicochemical phenomena following their amphipathic nature and recognize distinct biological activity. The development of nutritional pharmaceuticals and other applications remains of great interest. Herein, three novel homologous series of several N-mono-fatty acyl amino acid glucosyl esters were synthesized, and their physicochemical properties and biological activities were evaluated. The design and preparation of these esters were chemically performed via the reaction of glucose with different fatty acyl amino acids as renewable starting materials, with the suggestion that they would acquire functional characteristics superior and competitive to certain conventional surfactants. The synthesized products are characterized using FTIR, 1H-NMR, and 13C-NMR spectroscopy. Further, their physicochemical properties, such as HLB, CMC, Γmax, γCMC, and Amin, were determined. Additionally, their antimicrobial and anticancer efficiency were assessed. The results indicate that the esters' molecular structure, including the acyl chain length and the type of amino acid, significantly influences their properties. The measured HLB ranged from 8.84 to 12.27, suggesting their use as oil/water emulsifiers, wetting, and cleansing agents. All esters demonstrate promising surface-active characteristics, with moderate to high foam production with good stability. Notably, compounds 6-O-(N-dodecanoyl, tetradecanoyl cysteine)-glucopyranose (34, 35), respectively and 6-O-(N-12-hydroxy-9-octadecenoyl cysteine)-glucopyranose (38) display superior foamability. Wetting efficiency increased with decreasing the chain length of the acyl group. The storage results reveal that increasing the fatty acyl hydrophobe length enhances the derived emulsion's stability for up to 63 days. Particularly, including cysteine in these glucosyl esters improves wetting, foaming, and emulsifying potentialities. Furthermore, the esters exhibit antibacterial activity against several tested Gram-positive and Gram-negative bacteria and fungi. On the other hand, they show significant antiproliferative effects on some liver tumor cell lines. For instance, compounds 6-O-(N-12-hydroxy-9-octadecenoylglycine)-glucopyranose (28), 6-O-(N-dodecanoyl, hexadecanoyl, 9-octadecenoyl and 12-hydroxy-9-octadecenoylvaline)- glucopyranose (29, 31, 32 and 33), respectively in addition to the dodecanoyl, hexadecanoyl, 9-octadecenoyl and 12-hydroxy-9-octadecenoyl cysteine glucopyranose (34, 36, 37 and 38), respectively significantly inhibit the examined cancer cells.


Sujet(s)
Anti-infectieux , Antinéoplasiques , Tensioactifs , Antinéoplasiques/pharmacologie , Antinéoplasiques/synthèse chimique , Antinéoplasiques/composition chimique , Tensioactifs/composition chimique , Tensioactifs/synthèse chimique , Tensioactifs/pharmacologie , Humains , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Anti-infectieux/synthèse chimique , Relation structure-activité , Tests de sensibilité microbienne , Esters/composition chimique , Esters/pharmacologie , Esters/synthèse chimique , Lignée cellulaire tumorale , Acides aminés/composition chimique
14.
J Med Food ; 27(6): 563-574, 2024 Jun.
Article de Anglais | MEDLINE | ID: mdl-38868932

RÉSUMÉ

Antioxidant-related parameters and anti-inflammatory and antimicrobial activities against Listeria monocytogenes were assessed in eight North East Spain poplar propolis samples. Propolis extracts (PEs) were obtained using 70% ethanol (PEE) and methanol (PME). Yield and total phenol compounds were higher in PEE. Phenolic acids were analyzed by a high-performance liquid chromatograph-diode array detector. Caffeic and ferulic acids were quantified in all PEE and PME. All samples contained p-coumaric acid (quantified in 6 PEE and in 3 PME). Ascorbic acid was detected in all propolis, but mainly quantified in PME (≤0.37 mg/g PE). Biological properties were tested on PEE. As for antiradical activities, trolox equivalent antioxidant capacity (TEAC) [against 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)•+], ranged between 578 and 4620 µmol trolox/g, 2,2-diphenyl-1-picrylhydrazyl (DPPH) (against DPPH free radical), between 0.049 and 0.094 mg/mL, antioxidant activity against hydroxyl (•OH) radical (AOA), between 0.04 and 11.01 mmol uric acid/g, and oxygen radical absorbance capacity (ORAC) against peroxyl (ROO•) radical between 122 and 3282 µmol trolox/g. Results of TEAC, AOA, and ORAC were significantly correlated. IC50 anti-inflammatory activity ranged from 1.08 to 6.19 mg/mL. Propolis showed higher inhibitory activity against L. monocytogenes CECT934 and L. monocytogenes CP101 by agar well diffusion (P < .05) (10.5 and 10.2 mm, respectively) than against L. monocytogenes CP102 (7.0 mm). Data of this research show that North East Spain propolis may be of interest for pharmaceutical and food industry use.


Sujet(s)
Anti-inflammatoires , Antioxydants , Listeria monocytogenes , Phénols , Propolis , Propolis/composition chimique , Propolis/pharmacologie , Anti-inflammatoires/pharmacologie , Anti-inflammatoires/composition chimique , Phénols/analyse , Phénols/pharmacologie , Phénols/composition chimique , Listeria monocytogenes/effets des médicaments et des substances chimiques , Antioxydants/pharmacologie , Antioxydants/composition chimique , Antioxydants/analyse , Espagne , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Antibactériens/pharmacologie , Antibactériens/composition chimique , Antibactériens/analyse , Extraits de plantes/pharmacologie , Extraits de plantes/composition chimique
15.
Chem Biol Interact ; 398: 111082, 2024 Aug 01.
Article de Anglais | MEDLINE | ID: mdl-38825055

RÉSUMÉ

The study investigates the effect of the presence of a chlorine atom in the 2'-hydroxychalcone molecule on its interaction with model lipid membranes, in order to discern its potential pharmacological activity. Five chlorine derivatives of 2'-hydroxychalcone were synthesized and evaluated against liposomes composed of POPC and enriched with cationic (DOTAP) or anionic (POPG) lipids. The physicochemical properties of the compounds were initially simulated using SwissAdame software, revealing high lipophilicity (ilogP values: 2.79-2.90). The dynamic light scattering analysis of liposomes showed that chloro chalcones induce minor changes in the diameter of liposomes of different surface charges. Fluorescence quenching assays with a TMA-DPH probe demonstrated the strong ability of the compounds to interact with the lipid bilayer, with varying quenching capacities based on chlorine atom position. FTIR studies indicated alterations in carbonyl, phosphate, and choline groups, suggesting a transition area localization rather than deep penetration into the hydrocarbon chains. Additionally, dipole potential reduction was observed in POPC and POPC-POPG membranes, particularly pronounced by derivatives with a chlorine atom in the B ring. Antibacterial and antibiofilm assays revealed enhanced activity of derivatives with a chlorine atom compared to 2'-hydroxychalcone, especially against Gram-positive bacteria. The MIC and MBIC50 values showed increased efficacy in the presence of chlorine with 3'-5'-dichloro-2'-hydroxychalcone demonstrating optimal antimicrobial and antibiofilm activity. Furthermore, antiproliferative assays against breast cancer cell lines indicated higher activity of B-ring chlorine derivatives, particularly against MDA-MB-231 cells. In general, the presence of a chlorine atom in 2'-hydroxychalcone improves its pharmacological potential, with derivatives showing improved antimicrobial, antibiofilm, and antiproliferative activities, especially against aggressive breast cancer cell lines. These findings underscore the importance of molecular structure in modulating biological activity and highlight chalcones with a chlorine as promising candidates for further drug development studies.


Sujet(s)
Antinéoplasiques , Chalcones , Chlore , Liposomes , Humains , Chalcones/pharmacologie , Chalcones/composition chimique , Chalcones/synthèse chimique , Antinéoplasiques/pharmacologie , Antinéoplasiques/composition chimique , Antinéoplasiques/synthèse chimique , Liposomes/composition chimique , Chlore/composition chimique , Lignée cellulaire tumorale , Tests de sensibilité microbienne , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Anti-infectieux/synthèse chimique , Double couche lipidique/composition chimique , Double couche lipidique/métabolisme , Membrane cellulaire/effets des médicaments et des substances chimiques , Phosphatidylcholines/composition chimique , Antibactériens/pharmacologie , Antibactériens/composition chimique , Antibactériens/synthèse chimique
16.
Biomed Mater ; 19(5)2024 Jul 08.
Article de Anglais | MEDLINE | ID: mdl-38917818

RÉSUMÉ

N-chloro-N-fluorobenzenesulfonylamide (CFBSA), was a novel chlorinating reagent, which exhibits potential antibacterial activities. In this study, CFBSA was confirmed as a wide-broad antimicrobial and bactericidal drug against different gram-negative bacteria, gram-positive bacteria and fungi, while it was found to have low cytotoxicity for eukaryotic cells. In addition, microorganism morphology assay and oxidative stress test was used to determine the antimicrobial mechanisms of CFBSA. According to the results, CFBSA probably had a target on cell membrane and killed microorganism by disrupting its cell membrane. Then, CFBSA was first combined with poly(L-lactide-co-caprolactone) (PLCL)/SF via electrospinning and applied in wound dressings. The characterization of different PLCL/SF of CFBSA-loaded nanofibrous mats was investigated by SEM, water contact angle, Fourier transform infrared spectroscopy, cell compatibility and antimicrobial test. CFBSA-loaded PLCL/SF nanofibrous mats showed excellent antimicrobial activities. In order to balance of the biocompatibility and antibacterial efficiency, SP-2.5 was selected as the ideal loading concentration for further application of CFBSA-loaded PLCL/SF. In conclusion, the electrospun CFBSA-loaded PLCL/SF nanofibrous mat with its broad-spectrum antimicrobial and bactericidal activity and good biocompatibility showed enormous potential for wound dressing.


Sujet(s)
Antibactériens , Bandages , Nanofibres , Antibactériens/pharmacologie , Antibactériens/composition chimique , Nanofibres/composition chimique , Tests de sensibilité microbienne , Matériaux biocompatibles/composition chimique , Matériaux biocompatibles/pharmacologie , Cicatrisation de plaie/effets des médicaments et des substances chimiques , Spectroscopie infrarouge à transformée de Fourier , Bactéries à Gram négatif/effets des médicaments et des substances chimiques , Humains , Test de matériaux , Animaux , Bactéries à Gram positif/effets des médicaments et des substances chimiques , Polyesters/composition chimique , Polyesters/pharmacologie , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Stress oxydatif/effets des médicaments et des substances chimiques
17.
Int J Biol Macromol ; 273(Pt 1): 132989, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38852717

RÉSUMÉ

Developing a biodegradable sponge with rapid shape recovery and potent antibacterial and coagulation properties for traumatic hemostasis and anti-infection remains challenging. Herein, we fabricated quaternized silk fibroin (SF) sponges by freeze-drying under a constant cooling rate and modification with quaternary ammonium groups. We found the constant cooling rate enabled the sponges with a highly uniform pore structure, which provided excellent self-elasticity and shape recovery. Decoration with quaternary ammonium groups enhanced blood cells adhesion, aggregation, and activation, as well as resistance to infections from Staphylococcus aureus and Escherichia coli. The SF sponge had superior hemostatic capacity to gauze and commercial gelatin sponge in different hemorrhage models. The SF sponge exhibited favorable biodegradability and biocompatibility. Moreover, The SF sponge also promoted host cell infiltration, capillary formation, and tissue ingrowth, suggesting its potential for guiding tissue regeneration. The developed SF sponge holds great application prospects for traumatic hemostasis, anti-infection, and guiding tissue regeneration.


Sujet(s)
Matériaux biocompatibles , Fibroïne , Hémostase , Fibroïne/composition chimique , Fibroïne/pharmacologie , Animaux , Hémostase/effets des médicaments et des substances chimiques , Porosité , Matériaux biocompatibles/composition chimique , Matériaux biocompatibles/pharmacologie , Staphylococcus aureus/effets des médicaments et des substances chimiques , Escherichia coli/effets des médicaments et des substances chimiques , Hémostatiques/composition chimique , Hémostatiques/pharmacologie , Rats , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Souris , Antibactériens/pharmacologie , Antibactériens/composition chimique , Hémorragie/traitement médicamenteux
18.
Int J Biol Macromol ; 273(Pt 1): 132823, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38852732

RÉSUMÉ

Industrial hemp has gained increasing interests for its applications in multifaceted areas, including foods, pharmaceuticals and reinforcing materials. The high protein content of hempseeds, presence of essential fatty acids and balanced ratio of omega 6:3 fatty acids, makes hemp an ideal source of choice amongst nutritionists and food product developers. The use of hemp has also been advocated in lowering the risks of certain medical conditions. The antimicrobial and antioxidant feature of oil expands its potential in innovative packaging solutions in the form of coatings or films for shelf-life extension. Fiber from hemp hulls, herd or stalks encourages it as a reinforcement material with eco-friendly attributes. This review explores the applications of hemp in novel product development, with the highlights of its nutritional benefits and antimicrobial efficacy in food and packaging sectors.


Sujet(s)
Cannabis , Emballage alimentaire , Cannabis/composition chimique , Emballage alimentaire/méthodes , Antioxydants/composition chimique , Anti-infectieux/composition chimique , Anti-infectieux/pharmacologie , Structures macromoléculaires/composition chimique
19.
Int J Biol Macromol ; 273(Pt 2): 132955, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38852733

RÉSUMÉ

In this study, 4-sulfo-1,8-naphthalimide calixarene of derivatives were prepared (3 and 4) then transparent biofilms of the Ag salts of these compounds were formed in the presence of hyaluronic acid (HA), and antimicrobial properties were investigated. In chemosensor studies, the sensing ability behavior of 3 and 4 towards some cations and anions was investigated by fluorescence spectroscopy. It was observed that the prepared chemosensors show selectivity towards Hg(II) and Cr(VI). Ligand-ion interaction occurs according to the photo-induced electron transfer (PET) mechanism. The stoichiometric ratio was calculated by using Stern-Volmer plot method and binding constant Ksv values were found as 5.2 × 107 M-1 and 5.5 × 107 M-1 for 3-Hg(II) and 4-Hg(II) complexes, respectively and 4.0 × 107 M-1 and 4.3 × 107 M-1 for 3-Cr(VI) and 4-Cr(VI) complexes. The detection limits of the complexes of 3-Hg(II) and 4-Hg(II) are 6.35 × 10-12and 6.81 × 10-12, while those of 3-Cr(VI) and 4-Cr(VI) are 1.41 × 10- 11and 8.37 × 10-12, respectively. As a result of the antimicrobial test performed with these compounds, it was observed that the most effective material was HA-3Ag, which showed a significant antibacterial effect against Sarcina lutea (S. lutea) at a minimum inhibitory concentration (MIC) value of 0.097 mg/mL.


Sujet(s)
Biofilms , Calixarènes , Acide hyaluronique , Mercure , Dérivés de la benzo[de]isoquinoléine-1,3-dione , Calixarènes/composition chimique , Calixarènes/pharmacologie , Acide hyaluronique/composition chimique , Acide hyaluronique/pharmacologie , Biofilms/effets des médicaments et des substances chimiques , Dérivés de la benzo[de]isoquinoléine-1,3-dione/composition chimique , Dérivés de la benzo[de]isoquinoléine-1,3-dione/pharmacologie , Mercure/composition chimique , Chrome/composition chimique , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Tests de sensibilité microbienne , Spectrométrie de fluorescence , Antibactériens/pharmacologie , Antibactériens/composition chimique , Phénols/composition chimique , Phénols/pharmacologie , Fluorescence
20.
Int J Biol Macromol ; 273(Pt 2): 132969, 2024 Jul.
Article de Anglais | MEDLINE | ID: mdl-38857733

RÉSUMÉ

Lactoferrin (LAC) is an iron-binding glycoprotein found in mammalian secretion, such as milk and colostrum, which has several advantageous biological characteristics, such as antioxidant and antimicrobial activity, intestinal iron absorption and regulation, growth factor activity, and immune response. LAC is an active GRAS food ingredient and can be included in the food packaging/film matrix in both free and encapsulated forms to increase the microbial, mechanical, barrier, and thermal properties of biopolymer films. Additionally, LAC-containing films maintain the quality of fresh food and extend the shelf life of food products. This paper primarily focuses on examining how LAC affects the antimicrobial, antioxidant, physical, mechanical, thermal, and optical properties of packaging films. Moreover, the paper explains the attributes of films incorporating LAC within different matrices, exploring the interaction between LAC and polymers. The potential of LAC-enhanced food packaging technologies is highlighted, showcasing their promising applications in sustainable food packaging.


Sujet(s)
Emballage alimentaire , Lactoferrine , Emballage alimentaire/méthodes , Lactoferrine/composition chimique , Antioxydants/composition chimique , Antioxydants/pharmacologie , Animaux , Anti-infectieux/composition chimique , Anti-infectieux/pharmacologie , Humains
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