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1.
Molecules ; 29(17)2024 Aug 31.
Article in English | MEDLINE | ID: mdl-39274983

ABSTRACT

This study investigated the structural composition and antioxidant properties of pectic polysaccharides extracted from Rohdea japonica (Thunb.) Roth. Pectins, which belong to a complex category of acidic polysaccharides, possess a wide range of biological effects stemming from their distinctive structural domains. The polysaccharides were extracted using water, and were subsequently purified through ion exchange and gel permeation chromatography. In order to elucidate their structural features, Fourier Transform Infrared Spectroscopy and Nuclear Magnetic Resonance techniques were applied. Two specific polysaccharides, WRJP-A2a and WRJP-A3b, with molecular weights of 42.7 kDa and 64.1 kDa, respectively, were identified to contain varying proportions of homogalacturonan, rhamnogalacturonan I, and rhamnogalacturonan II domains. Regarding antioxidant capacity, WRJP-A3b exhibited superior scavenging capabilities against DPPH, ABTS, and hydroxyl radicals, potentially attributed to its higher galacturonic acid content and abundance of homogalacturonan domains. These results enhance our comprehension of the structure-activity interplay of pectic polysaccharides sourced from Rohdea japonica (Thunb.) Roth and their potential utility in the healthcare and functional food sectors.


Subject(s)
Antioxidants , Pectins , Polysaccharides , Pectins/chemistry , Pectins/pharmacology , Antioxidants/chemistry , Antioxidants/pharmacology , Polysaccharides/chemistry , Polysaccharides/pharmacology , Molecular Weight , Spectroscopy, Fourier Transform Infrared , Free Radical Scavengers/chemistry , Free Radical Scavengers/pharmacology , Magnetic Resonance Spectroscopy , Picrates/chemistry , Picrates/antagonists & inhibitors , Hexuronic Acids
2.
Biomed Res Int ; 2024: 3435974, 2024.
Article in English | MEDLINE | ID: mdl-39314543

ABSTRACT

Ricinodendron heudelotii is a plant of the Euphorbiaceae family, used in traditional medicine to treat numerous diseases, including high blood pressure. The aim of this study is to evaluate the antioxidant and vasorelaxant effects of the aqueous extract of the stem bark of R. heudelotii. The pharmacological studies were carried out using the aqueous extract obtained by infusion. The antioxidant capacity of R. heudelotii was assessed by in vitro tests with DPPH (2,2-diphenyl-1-picryl-hydrazyl), ABTS (2,2'-azino-bis (3-ethylbenz-thiazoline-6-sulfonic acid), iron-reducing capacity (FRAP), and inhibition of nitric oxide (NO) release. In vitro studies, the aortic rings obtained from adult Wistar albino rats of both sexes were used to determine the vasorelaxant effects of the extract of R. heudelotii on the NO and prostacyclin (PGI2) pathways as well as its involvement on various potassium channels were determined on intact or naked fragments of rat aorta precontracted with phenylephrine (10-6 M) or KCl (60 mM). The aqueous extract of R. heudelotii exhibited a remarkable DPPH (EC50: 1.68 µg/mL) and ABTS (EC50: 106.30 µg/mL) and nitric oxide (53.71% inhibition at 1000 µg/mL) radical scavenging activities as well as reducing power (absorbance of 1.56 at 1000 µg/mL). The nitric oxide inhibitor, NG-nitro-L-arginine methyl ester (L-NAME), and prostacyclin inhibitor, indomethacin, significantly attenuated the vasodilatory effect of R. heudelotii. Tetraethylammonium could not inhibit the vasodilatory effect of the extract, unlike glibenclamide and barium chloride. Ricinodendron heudelotii extract possesses antioxidant properties and vasorelaxing effect linked to endothelium-related factors, and this relaxation was partially mediated mainly through the inhibition of Kir and KATP channels.


Subject(s)
Antioxidants , Plant Extracts , Rats, Wistar , Vasodilator Agents , Animals , Plant Extracts/pharmacology , Plant Extracts/chemistry , Antioxidants/pharmacology , Antioxidants/chemistry , Vasodilator Agents/pharmacology , Vasodilator Agents/chemistry , Rats , Male , Euphorbiaceae/chemistry , Nitric Oxide/metabolism , Female , Vasodilation/drug effects , Biphenyl Compounds/chemistry , Benzothiazoles/chemistry , Sulfonic Acids/chemistry , Aorta/drug effects , Picrates/chemistry
3.
Biomed Mater ; 19(6)2024 Sep 19.
Article in English | MEDLINE | ID: mdl-39255828

ABSTRACT

Development of a low-cost and biocompatible hydrogel dressing with antimicrobial, antioxidant, and low swelling properties is important for accelerating wound healing. Here, a multifunctional alginate hydrogel dressing was fabricated using the D-(+)-gluconic acidδ-lactone/CaCO3system. The addition of hyaluronic acid and tannic acid (TA) provides the alginate hydrogel with anti-reactive oxygen species (ROS), hemostatic, and pro-wound healing properties. Notably, soaking the alginate hydrogel in a poly-ϵ-lysine (EPL) aqueous solution enables the alginate hydrogel to be di-crosslinked with EPL through electrostatic interactions, forming a dense network resembling 'armor' on the surface. This simple one-step soaking strategy provides the alginate hydrogel with antibacterial and anti-swelling properties. Swelling tests demonstrated that the cross-sectional area of the fully swollen multifunctional alginate hydrogel was only 1.3 times its initial size, thus preventing excessive wound expansion caused by excessive swelling. After 5 h ofin vitrorelease, only 7% of TA was cumulatively released, indicating a distinctly slow-release behavior. Furthermore, as evidenced by the removal of 2,2-diphenyl-1-picrylhydrazyl free radicals, this integrated alginate hydrogel systems demonstrate a notable capacity to eliminate ROS. Full-thickness skin wound repair experiment and histological analysis of the healing site in mice demonstrate that the developed multifunctional alginate hydrogels have a prominent effect on extracellular matrix formation and promotion of wound closure. Overall, this study introduces a cost-effective and convenient multifunctional hydrogel dressing with high potential for clinical application in treating open wounds.


Subject(s)
Alginates , Anti-Bacterial Agents , Free Radical Scavengers , Hemostatics , Hydrogels , Reactive Oxygen Species , Tannins , Wound Healing , Wound Healing/drug effects , Alginates/chemistry , Animals , Hydrogels/chemistry , Hydrogels/pharmacology , Mice , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Free Radical Scavengers/chemistry , Free Radical Scavengers/pharmacology , Hemostatics/chemistry , Hemostatics/pharmacology , Reactive Oxygen Species/metabolism , Tannins/chemistry , Tannins/pharmacology , Hyaluronic Acid/chemistry , Hyaluronic Acid/pharmacology , Biocompatible Materials/chemistry , Biocompatible Materials/pharmacology , Antioxidants/pharmacology , Antioxidants/chemistry , Bandages , Male , Picrates/chemistry , Biphenyl Compounds/chemistry , Polylysine/chemistry
4.
Plant Foods Hum Nutr ; 79(3): 700-706, 2024 Sep.
Article in English | MEDLINE | ID: mdl-39096440

ABSTRACT

The brassicas have the potential to prevent chronic non-communicable diseases and it is proposed to evaluate the chemical composition, antioxidant and antimicrobial potential of broccoli, cabbage and extracts. The extracts were prepared and characterized and the antioxidant potential was evaluated against three radicals while the antimicrobial potential was analyzed using three techniques against four bacteria. The extracts have glucosinolates and phenolic compounds in their composition, and effectively inhibit the 2,2-diphenyl-1-picrylhydrazyl radical. The extracts of broccoli and cauliflower showed an inhibitory effect against hydroxyl radicals and nitric oxide. Disk diffusion showed that broccoli and cauliflower extract were active against three bacteria, while kale extract showed active halos for Gram-negative bacteria. Kale extract had an inhibitory effect Gram-positive bacteria, cauliflower extract inhibited the growth of Staphylococcus aureus. The cauliflower extract thus had a higher concentration of phenols, a strong antioxidant activity and promising results at a concentration of 100 mg/mL against S. aureus.


Subject(s)
Antioxidants , Brassica , Glucosinolates , Phenols , Plant Extracts , Staphylococcus aureus , Antioxidants/pharmacology , Antioxidants/analysis , Brassica/chemistry , Plant Extracts/pharmacology , Plant Extracts/chemistry , Phenols/analysis , Phenols/pharmacology , Staphylococcus aureus/drug effects , Glucosinolates/analysis , Glucosinolates/pharmacology , Biphenyl Compounds , Gram-Positive Bacteria/drug effects , Hydroxyl Radical , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/analysis , Nitric Oxide , Picrates , Anti-Infective Agents/pharmacology , Anti-Infective Agents/analysis , Gram-Negative Bacteria/drug effects , Microbial Sensitivity Tests
5.
Talanta ; 280: 126702, 2024 Dec 01.
Article in English | MEDLINE | ID: mdl-39180873

ABSTRACT

A high performance liquid chromatography-ultraviolet-visible detector-electrospray ionization-ion trap-time-of-flight-mass spectrometry-total antioxidant capacity determination (HPLC-UVD-ESI-IT-TOF-MS-TACD) new online technique was developed for efficient screening of potential antioxidant active components in Prunus persica flowers (PPF) from 4 origins. Through this online system, 46 compounds were initially identified, while 20 compounds with DPPH binding activity and 21 compounds with FRAP binding activity were detected. The antioxidant activities of 9 compounds obtained from the screening were then validated in DNA oxidative damage protection study. The results showed that this online system can cope well with the complexity of the samples. This also provides technical basis for rapid screening of antioxidant resources of PPF. In short, this study made the chemical composition of PPF more abundant and its potential antioxidant active compounds more explicit, which provided new ideas for the detection and development of natural antioxidants and provided scientific basis for PPF as functional food.


Subject(s)
Antioxidants , DNA Damage , Flowers , Prunus persica , Antioxidants/pharmacology , Antioxidants/chemistry , Antioxidants/analysis , Flowers/chemistry , DNA Damage/drug effects , Prunus persica/chemistry , Chromatography, High Pressure Liquid , Spectrometry, Mass, Electrospray Ionization , Biphenyl Compounds/antagonists & inhibitors , Biphenyl Compounds/chemistry , Plant Extracts/chemistry , Plant Extracts/pharmacology , Oxidative Stress/drug effects , Picrates/antagonists & inhibitors , Picrates/chemistry
6.
Mar Drugs ; 22(8)2024 Aug 08.
Article in English | MEDLINE | ID: mdl-39195476

ABSTRACT

Four new polyketides, namely furantides A-B (1-2), talamin E (3) and arugosinacid A (4), and two known polyketides were obtained from the mangrove-derived fungus Penicillium sp. HDN15-312 using the One Strain Many Compounds (OSMAC) strategy. Their chemical structures, including configurations, were elucidated by detailed analysis of extensive NMR spectra, HRESIMS and ECD. The DPPH radicals scavenging activity of 3, with an IC50 value of 6.79 µM, was better than vitamin C.


Subject(s)
Penicillium , Polyketides , Penicillium/chemistry , Polyketides/pharmacology , Polyketides/chemistry , Polyketides/isolation & purification , Free Radical Scavengers/pharmacology , Free Radical Scavengers/chemistry , Free Radical Scavengers/isolation & purification , Magnetic Resonance Spectroscopy , Molecular Structure , Picrates , Rhizophoraceae/microbiology , Biphenyl Compounds
7.
Int J Mol Sci ; 25(16)2024 Aug 21.
Article in English | MEDLINE | ID: mdl-39201730

ABSTRACT

The natural aromatic polymer lignin and its lignin-like oligomeric fragments have attracted attention for their antioxidant capacity and free radical scavenging activities. In this study, a 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay was employed to assess the antioxidant capacity of fractionated and partially depolymerized organosolv lignin by electron paramagnetic resonance (EPR) and UV-Vis spectroscopy. The results show significant antioxidant activity for both the lignin and oligomeric fragments, with the EPR measurements demonstrating their efficiency in quenching the free radicals. The EPR data were analyzed to derive the kinetic rate constants. The radical scavenging activity (RSA) of lignins was then determined by UV-Vis spectroscopy and the results were compared with the EPR method. This two-method approach improves the reliability and understanding of the antioxidant potential of lignin and its derivatives and provides valuable insights for their potential applications in various industries, including pharmaceuticals, food preservation, and cosmetics.


Subject(s)
Antioxidants , Biphenyl Compounds , Lignin , Picrates , Electron Spin Resonance Spectroscopy/methods , Lignin/chemistry , Biphenyl Compounds/chemistry , Picrates/chemistry , Antioxidants/chemistry , Antioxidants/pharmacology , Spectrophotometry, Ultraviolet , Free Radical Scavengers/chemistry , Free Radical Scavengers/pharmacology
8.
Drug Des Devel Ther ; 18: 3443-3459, 2024.
Article in English | MEDLINE | ID: mdl-39109327

ABSTRACT

Purpose: This study aimed to isolate and characterize palmatine from Fibraurea tinctoria Lour stems, quantify its content, and determine its antioxidant and antidiabetic activities. Patients and Methods: Palmatine was isolated from the methanol extract of Fibraurea tinctoria Lour stems by silica gel column chromatography. Structural elucidation of the isolated compounds was performed using spectral data analysis and comparison with the literature. High-Performance Liquid Chromatography (HPLC) was used to quantitatively determine palmatine in the crude methanol extract and fractions. The DPPH and non-enzymatic SOD mimic methods were used to assess the antioxidant activity of the methanol extract, fractions, and isolated compounds. The antidiabetic activity was evaluated in silico by the molecular docking method of alpha-glucosidase and DPP-IV enzymes. Palmatine was used as a test ligand and was compared with berberine and its native ligand or standard compounds. Results: The isolated compound was identified as palmatine. Quantification of palmatine compound by HPLC showed that palmatine was found in the extract and all fractions. In the in vitro antioxidant activity test using the DPPH method, fraction 4 showed the highest activity, with an IC50 value of 91 ppm. In contrast, using the non-enzymatic SOD mimic method, the methanol extract, fraction 5, and isolated compound (palmatine) exhibited very strong antioxidant activity, with IC50 values of 18, 20, and 28 ppm, respectively. The in silico antidiabetic activity of palmatine is thought to have the potential to inhibit these two enzymes. Conclusion: These results showed that Fibraurea tinctoria Lour stems have potential as an antioxidant and antidiabetic agent. Further research on phytochemical and pharmacological is required to validate the use of this plant species for the treatment of various diseases, especially diabetes mellitus.


Subject(s)
Antioxidants , Berberine Alkaloids , Hypoglycemic Agents , Molecular Docking Simulation , Plant Extracts , Hypoglycemic Agents/pharmacology , Hypoglycemic Agents/chemistry , Hypoglycemic Agents/isolation & purification , Antioxidants/pharmacology , Antioxidants/isolation & purification , Antioxidants/chemistry , Berberine Alkaloids/pharmacology , Berberine Alkaloids/isolation & purification , Berberine Alkaloids/chemistry , Plant Extracts/pharmacology , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Chromatography, High Pressure Liquid , Biphenyl Compounds/antagonists & inhibitors , Biphenyl Compounds/chemistry , Picrates/antagonists & inhibitors , Picrates/chemistry , Computer Simulation , alpha-Glucosidases/metabolism , Structure-Activity Relationship
9.
ACS Appl Bio Mater ; 7(8): 5662-5678, 2024 Aug 19.
Article in English | MEDLINE | ID: mdl-39097904

ABSTRACT

Quercetin, recognized for its antioxidant, anti-inflammatory, and antibacterial properties, faces limited biomedical application due to its low solubility. Cotton, a preferred wound dressing material over synthetic ones, lacks inherent antibacterial and wound-healing attributes and can benefit from quercetin features. This study explores the potential of overcoming these challenges through the inclusion complexation of quercetin with cyclodextrins (CDs) and the development of a nanofibrous coating on a cotton nonwoven textile. Hydroxypropyl-beta-cyclodextrin (HP-ß-CD) and hydroxypropyl-gamma-cyclodextrin (HP-γ-CD) formed inclusion complexes of quercetin, with chitosan added to enhance antibacterial properties. Phase solubility results showed that inclusion complexation can enhance quercetin solubility up to 20 times, with HP-γ-CD forming a more stable inclusion complexation compared with HP-ß-CD. Electrospinning of the nanofibers from HP-ß-CD/Quercetin and HP-γ-CD/Quercetin aqueous solutions without the use of a polymeric matrix yielded a uniform, smooth fiber morphology. The structural and thermal analyses of the HP-ß-CD/Quercetin and HP-γ-CD/Quercetin nanofibers confirmed the presence of inclusion complexes between quercetin and each of the CDs (HP-ß-CD and HP-γ-CD). Moreover, HP-ß-CD/Quercetin and HP-γ-CD/Quercetin nanofibers showed a near-complete loading efficiency of quercetin and followed a fast-releasing profile of quercetin. Both HP-ß-CD/Quercetin and HP-γ-CD/Quercetin nanofibers showed significantly higher antioxidant activity compared to pristine quercetin. The HP-ß-CD/Quercetin and HP-γ-CD/Quercetin nanofibers also showed antibacterial activity, and with the addition of chitosan in the HP-γ-CD/Quercetin system, the Chitosan/HP-γ-CD/Quercetin nanofibers completely eliminated the investigated bacteria species. The nanofibers were nontoxic and well-tolerated by cells, and exploiting the quercetin and chitosan anti-inflammatory activities resulted in the downregulation of IL-6 and NO secretion in both immune as well as regenerative cells. Overall, CD inclusion complexation markedly enhances quercetin solubility, resulting in a biofunctional antioxidant, antibacterial, and anti-inflammatory wound dressing through a nanofibrous coating on cotton textiles.


Subject(s)
Anti-Bacterial Agents , Anti-Inflammatory Agents , Antioxidants , Bandages , Chitosan , Cyclodextrins , Materials Testing , Nanofibers , Quercetin , Quercetin/pharmacology , Quercetin/chemistry , Antioxidants/pharmacology , Antioxidants/chemistry , Nanofibers/chemistry , Chitosan/chemistry , Chitosan/pharmacology , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Anti-Inflammatory Agents/chemistry , Cyclodextrins/chemistry , Cyclodextrins/pharmacology , Particle Size , Biocompatible Materials/chemistry , Biocompatible Materials/pharmacology , Microbial Sensitivity Tests , Cotton Fiber , Wound Healing/drug effects , Humans , Picrates/antagonists & inhibitors , Cell Survival/drug effects , Biphenyl Compounds
10.
Bioorg Chem ; 152: 107722, 2024 Nov.
Article in English | MEDLINE | ID: mdl-39213796

ABSTRACT

This study reports the Design Hypothesis of a novel series of 1,3-diphenyl pyrazole-thiosemicarbazone as novel tyrosinase inhibitors (TYRI). The designed compounds were prepared and their TYRI activity and mechanisms were studied. The results showed that the selected compounds exhibited potent tyrosinase inhibitory activities greater than that of kojic acid (KA). Lead candidates, denoted as 6g and 6n, with a para-hydroxyphenyl group attached to the 3-position of the pyrazole ring demonstrated IC50 values of 2.09 and 3.18 µM, respectively. The potency of these compounds was approximately 5-8 times higher than that of KA. The in vitro melanin content of 6g or 6n-treated melanoma cells resulted in significant efficacy in melanin reduction. The DPPH assay result revealed that the tyrosinase inhibition mechanism for these derivatives was independent of a redox effect and corresponded to the interaction with tyrosinase. According to the Lineweaver-Burk plot, the most potent compounds, 6g and 6n, exhibit a mixed type of inhibition, primarily noncompetitive inhibition. In silico molecular docking studies were employed to determine the binding mode and explore the Design Hypothesis in detail. The results suggested that these compounds could be considered promising leads for the further development of novel inhibitors to treat disorders related to tyrosinase.


Subject(s)
Antioxidants , Enzyme Inhibitors , Melanins , Molecular Docking Simulation , Monophenol Monooxygenase , Pyrazoles , Thiosemicarbazones , Monophenol Monooxygenase/antagonists & inhibitors , Monophenol Monooxygenase/metabolism , Thiosemicarbazones/chemistry , Thiosemicarbazones/pharmacology , Thiosemicarbazones/chemical synthesis , Enzyme Inhibitors/pharmacology , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/chemical synthesis , Antioxidants/pharmacology , Antioxidants/chemistry , Antioxidants/chemical synthesis , Structure-Activity Relationship , Melanins/metabolism , Melanins/antagonists & inhibitors , Kinetics , Molecular Structure , Pyrazoles/chemistry , Pyrazoles/pharmacology , Pyrazoles/chemical synthesis , Dose-Response Relationship, Drug , Humans , Biphenyl Compounds/antagonists & inhibitors , Biphenyl Compounds/pharmacology , Picrates/antagonists & inhibitors , Animals , Cell Line, Tumor
11.
Bioorg Chem ; 151: 107629, 2024 Oct.
Article in English | MEDLINE | ID: mdl-39003942

ABSTRACT

Melanin is a complex brown pigment, primarily responsible for the skin pigmentation. Therefore, cosmetic industries have always been in search of potent oxidative enzymes useful for melanin degradation, and to promise a fair complexion after using their products. In the present study, lignin peroxidase from Pseudomonas fluorescence LiP-RL5 isolate has been immobilized on super-paramagnetic nanoparticles to enhance its stability and reusability. The chitosan coated enzyme-nanomaterial complex (LiP@MFO-Chit) showed higher melanin decolorization (47.30 ± 2.3 %) compared to the graphene oxide coated nanoparticles (LiP@MFO-GO) (41.60 ± 1.6 %). Synthesized enzyme nanoparticle complexes showed microbicidal effect on skin infection causing pathogen, Pantoea agglomerans with an inhibitory zone of 6.0 ± 0.9 mm and 250 µg/100 µl minimum inhibitory concentration, and a 7.0 ± 1.5 mm zone and 170 µg/100 µl MIC for LiP@MFO-GO and LiP@MFO-Chit, respectively. Antioxidant potential of LiP@MFO-Chit and LiP@MFO-GO nano-conjugates showed a substantial DPPH scavenging activity of 75.7 % and 88.3 %, respectively. Therefore, LiP-nanoparticle hybrid complexes analyzed in this study are not only effective as skin whitening agents but they are potential molecules against various microbial skin infections as well as useful for different other biomedical applications like biorefinery, drug delivery, and dermatology, etc.


Subject(s)
Chitosan , Graphite , Melanins , Microbial Sensitivity Tests , Melanins/metabolism , Melanins/chemistry , Chitosan/chemistry , Chitosan/pharmacology , Graphite/chemistry , Graphite/pharmacology , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/chemical synthesis , Peroxidases/metabolism , Peroxidases/chemistry , Enzymes, Immobilized/chemistry , Enzymes, Immobilized/metabolism , Pantoea , Antioxidants/chemistry , Antioxidants/pharmacology , Antioxidants/chemical synthesis , Molecular Structure , Pseudomonas , Dose-Response Relationship, Drug , Structure-Activity Relationship , Picrates/antagonists & inhibitors , Nanoparticles/chemistry , Biphenyl Compounds/antagonists & inhibitors , Biphenyl Compounds/chemistry
12.
Chem Biodivers ; 21(8): e202401061, 2024 Aug.
Article in English | MEDLINE | ID: mdl-38963913

ABSTRACT

In the current investigation, total phenolics and flavonoids of the methanolic extract obtained from the trunk bark of Acacia cyanophylla Lindl. were quantified by LC-HRMS technique. DPPH and ABTS reagents were employed to assay the antioxidant potential. The anti-tyrosinase and anti-α-amylase potentials were also assayed. The findings revealed that thirteen polyphenolic compounds were detected in the methanolic extract with trans-taxifolin (23.2 g/kg), as the major constituent. A. cyanophylla extract displayed a higher activity with DPPH test (IC50=10.14±1.00 µg/mL) than with ABTS (IC50=15.27±2.09 µg/mL). The same extract also exhibited interesting α-amylase inhibitory action (IC50 value of 4.00±0.17 µg/mL). Moreover, methanolic trunk bark extract exerted strong anti-tyrosinase capacity with an IC50 of 5.12±0.41 µg/mL in comparison to kojic acid (IC50=10.22±0.85 µg/mL) used as positive control. The antioxidant, anti-tyrosinase and anti-α-amylase potentials of the methanolic extract of A. cyanophylla trunk bark were reinforced by in silico molecular docking analyses, which confirmed the results of the in vitro tests.


Subject(s)
Acacia , Antioxidants , Enzyme Inhibitors , Molecular Docking Simulation , Monophenol Monooxygenase , Phenols , Plant Bark , Plant Extracts , alpha-Amylases , Plant Bark/chemistry , Phenols/chemistry , Phenols/pharmacology , Phenols/isolation & purification , alpha-Amylases/antagonists & inhibitors , alpha-Amylases/metabolism , Acacia/chemistry , Antioxidants/pharmacology , Antioxidants/chemistry , Antioxidants/isolation & purification , Monophenol Monooxygenase/antagonists & inhibitors , Monophenol Monooxygenase/metabolism , Plant Extracts/chemistry , Plant Extracts/pharmacology , Plant Extracts/isolation & purification , Enzyme Inhibitors/pharmacology , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/isolation & purification , Picrates/antagonists & inhibitors , Biphenyl Compounds/antagonists & inhibitors , Computer Simulation , Flavonoids/chemistry , Flavonoids/pharmacology , Flavonoids/isolation & purification
13.
Bioorg Chem ; 150: 107601, 2024 Sep.
Article in English | MEDLINE | ID: mdl-38991489

ABSTRACT

A set of novels 2-thiohydantoin derivatives were synthesized and enaminone function was discussed at position 5 using DMFDMA catalyst which result in formation of pyrazole, isoxazole, benzoxazepine by using reagents such as hydrazine, hydroxylamine and 2-aminothiophenol. These newly synthesized compounds were evaluated for their antioxidant and antiproliferative activity. In vitro studies on the effect of 2-thiohydantoin on scavenging 2,2-diphenyl-1-picrylhydrazyl radical (DPPH•) confirmed the free radical scavenging and antioxidant activity of 2-thiohydantoin. The synthesized compounds show significant antioxidant activity. The in vitro antitumor activity of 2-thiohydantoin on MCF7 (breast) and PC3 cells (prostate) was evaluated using MTT assay. Some of the synthesized compounds show significant to moderate antiproliferative properties compared to reference drug erlotinib. Among all, compound 4a exhibit potent antitumor properties against MCF7 and PC3 cancer cell lines with IC50 = 2.53 ± 0.09 /ml & with IC50 = 3.25 ± 0.12 µg/ml respectively and has potent antioxidant activity with IC50 = 10.04 ± 0.49 µg/ml.


Subject(s)
Antineoplastic Agents , Antioxidants , Aromatase , Cell Proliferation , Drug Screening Assays, Antitumor , ErbB Receptors , Molecular Docking Simulation , Thiohydantoins , Humans , Antineoplastic Agents/pharmacology , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/chemistry , Cell Proliferation/drug effects , Antioxidants/pharmacology , Antioxidants/chemical synthesis , Antioxidants/chemistry , ErbB Receptors/antagonists & inhibitors , ErbB Receptors/metabolism , Structure-Activity Relationship , Molecular Structure , Thiohydantoins/pharmacology , Thiohydantoins/chemistry , Thiohydantoins/chemical synthesis , Aromatase/metabolism , Dose-Response Relationship, Drug , Drug Design , Protein Kinase Inhibitors/pharmacology , Protein Kinase Inhibitors/chemical synthesis , Protein Kinase Inhibitors/chemistry , Catalysis , Biphenyl Compounds/antagonists & inhibitors , Biphenyl Compounds/pharmacology , Biphenyl Compounds/chemistry , Cell Line, Tumor , Thermodynamics , Picrates/antagonists & inhibitors , Hydrazines , Thioamides
14.
Anal Chim Acta ; 1318: 342928, 2024 Aug 22.
Article in English | MEDLINE | ID: mdl-39067933

ABSTRACT

BACKGROUND: The quality of traditional Chinese medicine (TCM) is the prerequisite for ensuring its safe and effective clinical application. With the increasing popularity of TCM worldwide, the quality control of TCM products has become increasingly crucial. Tianma toutong tablet (TMTTT) is mainly used for migraine caused by external wind and cold, blood stasis, or deficiency of blood and nourishment. However, the mechanism of action of TMTTT is still unclear, and there has been a lack of in vitro antioxidant activity research and migraine treatment mechanism research. Therefore, it is urgent to establish a set of comprehensive and effective evaluation methods. RESULTS: three fingerprint profiles were established using HPLC, UV, and DSC analysis methods, and established three digital parameters simple complexity index (SX), simple clarity index (SY), simple complexity clarity ratio (Sω), 22 batches of samples were evaluated using a comprehensive linear quantitative fingerprint method (CLQFM). In addition, the antioxidant activity of the samples was determined using the DPPH method, and the relationship between fingerprint peaks in different fingerprints and antioxidant capacity was explored using Pearson correlation coefficients. Finally, network pharmacological research was conducted to investigate the potential targets, compounds, and pathways involved in the treatment of migraines with TMTTT. The results showed that the 22 batches of samples were classified into different quality grades. TMTTT exhibited good antioxidant activity, the fingerprint-efficacy relationship showed that gastrodin, chlorogenic acid, ferulic acid, imperatorin and isoimperatorin had strong antioxidant capacity, providing directions for the identification of active compounds. A total of 36 core targets were identified and screened by network pharmacology, which AKT serine/threonine kinase 1 (AKT1), albumin (ALB), insulin (INS), tumor necrosis factor (TNF), prostaglandin-endoperoxide synthase 2 (PTGS2) and interleukin-6 (IL-6), and compounds such as ß-sitosterol, chrysophanol, vanillin are the key to the treatment of migraine, providing references for subsequent clinical research and new drug development. SIGNIFICANCE: This study examined the consistency of the quality of TMTTT and the mechanism of action in treating migraines from both quality and efficacy perspectives, providing a favorable direction for further research on TMTTT and offering new ideas for the quality control of TCM compound formulations.


Subject(s)
Antioxidants , Drugs, Chinese Herbal , Network Pharmacology , Tablets , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/pharmacology , Drugs, Chinese Herbal/analysis , Antioxidants/pharmacology , Antioxidants/chemistry , Antioxidants/analysis , Chromatography, High Pressure Liquid , Quality Control , Medicine, Chinese Traditional , Picrates/antagonists & inhibitors , Biphenyl Compounds
15.
Molecules ; 29(13)2024 Jul 03.
Article in English | MEDLINE | ID: mdl-38999116

ABSTRACT

The present article describes the synthesis of an isonicotinate-derived meso-arylporphyrin, that has been fully characterized by spectroscopic methods (including fluorescence spectroscopy), as well as elemental analysis and HR-MS. The structure of an n-hexane monosolvate has been determined by single-crystal X-ray diffraction analysis. The radical scavenging activity of this new porphyrin against the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical has been measured. Its antifungal activity against three yeast strains (C. albicans ATCC 90028, C. glabrata ATCC 64677, and C. tropicalis ATCC 64677) has been tested using the disk diffusion and microdilution methods. Whereas the measured antioxidant activity was low, the porphyrin showed moderate but encouraging antifungal activity. Finally, a study of its effect on the germination of lentil seeds revealed interesting allelopathic properties.


Subject(s)
Antifungal Agents , Antioxidants , Porphyrins , Antifungal Agents/pharmacology , Antifungal Agents/chemical synthesis , Antifungal Agents/chemistry , Antioxidants/pharmacology , Antioxidants/chemistry , Antioxidants/chemical synthesis , Porphyrins/chemistry , Porphyrins/pharmacology , Porphyrins/chemical synthesis , Isonicotinic Acids/chemistry , Isonicotinic Acids/pharmacology , Isonicotinic Acids/chemical synthesis , Molecular Structure , Biphenyl Compounds/chemistry , Picrates/chemistry , Picrates/antagonists & inhibitors , Candida albicans/drug effects , Candida albicans/growth & development , Crystallography, X-Ray , Microbial Sensitivity Tests , Lens Plant/chemistry , Germination/drug effects , Allelopathy
16.
Int J Biol Macromol ; 275(Pt 1): 133761, 2024 Aug.
Article in English | MEDLINE | ID: mdl-38987001

ABSTRACT

This study aimed to enhance the antioxidant activity of carboxymethyl inulin (CMI) by chemical modification. Therefore, a series of cationic Schiff bases bearing heteroatoms were synthesized and incorporated into CMI via ion exchange reactions, ultimately preparing 10 novel CMI derivatives (CMID). Their structures were confirmed by Fourier transform infrared (FTIR) and nuclear magnetic resonance (NMR) spectroscopy. The radical scavenging activities and reducing power of inulin, CMI, and CMID were studied. The results revealed a significant enhancement in antioxidant activity upon the introduction of cationic Schiff bases into CMI. Compared to commercially available antioxidant Vc, CMID demonstrated a broader range of antioxidant activities across the four antioxidant systems analyzed in this research. In particular, CMID containing quinoline (6QSCMI) exhibited the strongest hydroxyl radical scavenging activity, with a scavenging rate of 93.60 % at 1.6 mg mL-1. The CMID bearing imidazole (2MSCMI) was able to scavenge 100 % of the DPPH radical at 1.60 mg mL-1. Furthermore, cytotoxicity experiments showed that the products had good biocompatibility. These results are helpful for evaluating the feasibility of exploiting these products in the food, biomedical, and cosmetics industries.


Subject(s)
Antioxidants , Free Radical Scavengers , Inulin , Schiff Bases , Schiff Bases/chemistry , Inulin/chemistry , Inulin/chemical synthesis , Free Radical Scavengers/chemistry , Free Radical Scavengers/pharmacology , Free Radical Scavengers/chemical synthesis , Antioxidants/pharmacology , Antioxidants/chemistry , Antioxidants/chemical synthesis , Cations/chemistry , Hydroxyl Radical/chemistry , Humans , Chemistry Techniques, Synthetic , Spectroscopy, Fourier Transform Infrared , Biphenyl Compounds/chemistry , Biphenyl Compounds/antagonists & inhibitors , Picrates
17.
Chemosphere ; 363: 142771, 2024 Sep.
Article in English | MEDLINE | ID: mdl-38969219

ABSTRACT

A wearable glove-based sensor is a portable and practical approach for onsite detection/monitoring of a variety of chemical threats. Herein, we report a flexible and sensitive wearable sensor fabricated on the nitrile glove fingertips by stencil-printing technique. The working electrodes were modified with multiwalled carbon nanotubes (MWCNTs)/poly(3,4-ethylenedioxythiophene):poly(styrenesulfonate) (PEDOT:PSS) for sensitive and real-time analyses of hazardous or chemical treats, as picric acid (PA) explosive, diazepam (DZ) as drug-facilitated crimes and the emerging pollutant 4-nitrophenol (4-NP). The multi-sensing platform towards PA, 4-NP, and DZ offers the ability of in-situ qualitative and quantitative analyses of powder and liquid samples. A simple sampling by touching or swiping the fingertip sensor on the sample or surface under investigation using an ionic hydrogel combined with fast voltammetry measurement provides timely point-of-need analyses. The wearable glove-based sensor uses the square wave voltammetry (SWV) technique and exhibited excellent performance to detect PA, 4-NP, and DZ, resulting in limits of detection (LOD) of 0.24 µM, 0.35 µM, 0.06 µM, respectively, in a wide concentration range (from 0.5 µM to 100 µM). Also, we obtained excellent manufacturing reproducibility with relative standard deviations (RSD) in the range of 3.65%-4.61% using 7 different wearable devices (n = 7) and stability in the range of 4.86%-6.61% using different electrodes stored for 10 days at room temperature (n = 10), demonstrating the excellent sensor-to-sensor reproducibility and stability for reliable in-field measurements. The stretchable sensor presented great mechanical robustness, supporting up to 80 bending or stretching deformation cycles without significant voltammetric changes. Collectively, our wearable glove-based sensor may be employed for analyses of chemical contaminants of concern, such as explosives (PA), drugs (DZ), and emerging pollutants (4-NP), helping in environmental and public safety control.


Subject(s)
Diazepam , Electrochemical Techniques , Nanotubes, Carbon , Nitrophenols , Wearable Electronic Devices , Nanotubes, Carbon/chemistry , Nitrophenols/analysis , Electrochemical Techniques/instrumentation , Electrochemical Techniques/methods , Diazepam/analysis , Electrodes , Humans , Limit of Detection , Explosive Agents/analysis , Polymers/chemistry , Picrates
18.
Int J Biol Macromol ; 277(Pt 2): 133908, 2024 Oct.
Article in English | MEDLINE | ID: mdl-39019362

ABSTRACT

Developing bifunctional innovative food packaging for maintaining and monitoring food freshness is crucial for food safety. Here, we prepared tannic acid cinnamaldehyde nanoemulsions through self-assembly and ionic cross-linking between the natural emulsifiers tannic acid and cinnamaldehyde, and were incorporated into chitosan as a protective outer layer. Sodium alginate anchored with alizarin was employed as the sensing inner layer. A pH-sensitive bilayer film integrating real-time monitoring and maintenance of food fresh food freshness was designed using layer-by-layer assembly (LBL) technology. The prepared bilayer film exhibited 100 % UV protection, >99 % antimicrobial effect, and 94.86 % and 97.91 % clearance rates for DPPH and ABTS free radicals, respectively. In addition, the bilayer film exhibited high biosafety and sensitive, reversible, and rapid response to pH/NH3. Shrimp preservation experiments showed that the smart bilayer film could effectively slow down the growth of microorganisms on the surface of shrimp, extend the freshness period of shrimp, and could monitor the freshness of shrimp in real-time through color changes. In conclusion, the prepared SL-CCT bilayer film has excellent potential for food preservation and freshness monitoring, providing a new perspective for design and development of multifunctional smart food packaging films.


Subject(s)
Alginates , Chitosan , Food Packaging , Chitosan/chemistry , Alginates/chemistry , Food Packaging/methods , Animals , Penaeidae/chemistry , Tannins/chemistry , Food Preservation/methods , Hydrogen-Ion Concentration , Acrolein/analogs & derivatives , Acrolein/chemistry , Acrolein/pharmacology , Antioxidants/chemistry , Antioxidants/pharmacology , Picrates/chemistry , Biphenyl Compounds/chemistry , Ultraviolet Rays , Sulfonic Acids , Benzothiazoles
19.
J Photochem Photobiol B ; 257: 112975, 2024 Aug.
Article in English | MEDLINE | ID: mdl-38970967

ABSTRACT

The physiological parameters such as growth, Chl a content, and photosynthetic performance of the experimental cyanobacterium Anabaenopsis circularis HKAR-22 were estimated to evaluate the cumulative effects of photosynthetically active radiation (PAR) and ultraviolet (UV) radiation. Maximum induction of UV-screening molecules, MAAs, was observed under the treatment condition of PAR + UV-A + UV-B (PAB) radiations. UV/VIS absorption spectroscopy and HPLC-PDA detection primarily confirmed the presence of MAA-shinorine (SN) having absorption maxima (λmax) at 332.3 nm and retention time (RT) of 1.47 min. For further validation of the presence of SN, HRMS, FTIR and NMR were utilized. UV-stress elevated the in vivo ROS scavenging and in vitro enzymatic antioxidant capabilities. SN exhibited substantial and concentration-dependent antioxidant capabilities which was determined utilizing 2,2-diphenyl-1-picryl-hydrazyl (DPPH), 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate (ABTS), ferric reducing power (FRAP) and superoxide radical scavenging assay (SRSA). The density functional theory (DFT) method using B3LYP energy model and 6-311G++(d,p) basis set was implied to perform the quantum chemical calculation to systematically investigate the antioxidant nature of SN. The principal pathways involved in the antioxidant reactions along with the basic molecular descriptors affecting the antioxidant potentials of a compound were also studied. The results favor the potential of SN as an active ingredient to be used in cosmeceutical formulations.


Subject(s)
Antioxidants , Cyanobacteria , Density Functional Theory , Ultraviolet Rays , Antioxidants/chemistry , Cyanobacteria/chemistry , Cyanobacteria/metabolism , Amino Acids/chemistry , Amino Acids/metabolism , Cyclohexanones/chemistry , Photosynthesis , Reactive Oxygen Species/metabolism , Chlorophyll A/chemistry , Chlorophyll A/metabolism , Biphenyl Compounds/chemistry , Picrates/antagonists & inhibitors , Picrates/chemistry , Free Radical Scavengers/chemistry , Cyclohexylamines , Glycine/analogs & derivatives , Sulfonic Acids , Benzothiazoles
20.
Biomolecules ; 14(7)2024 Jun 30.
Article in English | MEDLINE | ID: mdl-39062496

ABSTRACT

In this work, the hexane, chloroform, and methanol extracts from Kalanchoe fedtschenkoi were utilized to green-synthesize silver nanoparticles (Kf1-, Kf2-, and Kf3-AgNPs). The Kf1-, Kf2-, and Kf3-AgNPs were characterized by spectroscopy and microscopy techniques. The antibacterial activity of AgNPs was studied against bacteria strains, utilizing the microdilution assay. The DPPH and H2O2 assays were considered to assess the antioxidant activity of AgNPs. The results revealed that Kf1-, Kf2-, and Kf3-AgNPs exhibit an average diameter of 39.9, 111, and 42 nm, respectively. The calculated ζ-potential of Kf1-, Kf2-, and Kf3-AgNPs were -20.5, -10.6, and -7.9 mV, respectively. The UV-vis analysis of the three samples demonstrated characteristic absorption bands within the range of 350-450 nm, which confirmed the formation of AgNPs. The FTIR analysis of AgNPs exhibited a series of bands from 3500 to 750 cm-1, related to the presence of extracts on their surfaces. SEM observations unveiled that Kf1- and Kf2-AgNPs adopted structural arrangements related to nano-popcorns and nanoflowers, whereas Kf3-AgNPs were spherical in shape. It was determined that treatment with Kf1-, Kf2-, and Kf3-AgNPs was demonstrated to inhibit the growth of E. coli, S. aureus, and P. aeruginosa in a dose-dependent manner (50-300 µg/mL). Within the same range, treatment with Kf1-, Kf2-, and Kf3-AgNPs decreased the generation of DPPH (IC50 57.02-2.09 µg/mL) and H2O2 (IC50 3.15-3.45 µg/mL) radicals. This study highlights the importance of using inorganic nanomaterials to improve the biological performance of plant extracts as an efficient nanotechnological approach.


Subject(s)
Anti-Bacterial Agents , Antioxidants , Green Chemistry Technology , Kalanchoe , Metal Nanoparticles , Microbial Sensitivity Tests , Plant Extracts , Silver , Metal Nanoparticles/chemistry , Silver/chemistry , Silver/pharmacology , Plant Extracts/chemistry , Plant Extracts/pharmacology , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/chemical synthesis , Kalanchoe/chemistry , Antioxidants/pharmacology , Antioxidants/chemistry , Antioxidants/chemical synthesis , Biphenyl Compounds/antagonists & inhibitors , Biphenyl Compounds/chemistry , Picrates/antagonists & inhibitors , Picrates/chemistry , Escherichia coli/drug effects , Escherichia coli/growth & development , Hydrogen Peroxide
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