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1.
J Agric Food Chem ; 72(33): 18594-18605, 2024 Aug 21.
Article in English | MEDLINE | ID: mdl-39106328

ABSTRACT

To satisfy the demands of the food industry, innovative flavor enhancers need to be developed urgently to increase the food flavor. In our work, N-lauroyl phenylalanine (LP) was prepared from phenylalanine (l-Phe) and lauric acid (Lau) in water through the use of commercial enzymes (Promatex, Sumizyme FP-G, and Trypsin), and its flavor-presenting properties and mechanism were investigated. The highest LP yields obtained under one-factor optimized conditions were 61.28, 63.43, and 77.58%, respectively. Sensory assessment and an e-tongue test revealed that 1 mg/L LP enhanced the kokumi, saltiness, and umami of the simulated chicken broth solution and attenuated the bitterness of the l-isoleucine solution. The molecular simulation results suggested that the mechanisms of LP enhancement of kokumi and umami were related to hCaSR and hT1R1-hT1R3, and that hydrophobic forces and hydrogen bonds were involved in the binding of LP to taste receptors. The results implied that LP is a potential flavor enhancer for food applications.


Subject(s)
Flavoring Agents , Phenylalanine , Taste , Phenylalanine/chemistry , Flavoring Agents/chemistry , Flavoring Agents/metabolism , Humans , Lauric Acids/chemistry , Male , Animals , Biocatalysis , Adult , Chickens , Female , Young Adult
2.
Int J Pharm ; 663: 124562, 2024 Sep 30.
Article in English | MEDLINE | ID: mdl-39111351

ABSTRACT

The aim of this study was the evaluation of suitability of novel mucoadhesive hydrogel platforms for the delivery of therapeutics useful for the management of disorders related to the gastrointestinal tract (GI). At this purpose, here we describe the preparation, the physicochemical characterization and drug delivery behaviour of novel hydrogels, based on self-assembling lipopeptides (MPD02-09), obtained by covalently conjugating lauric acid (LA) to SNA's peptide derivatives gotten by variously combining D- and L- amino acid residues. LA conjugation was aimed at improving the stability of the precursor peptides, obtaining amphiphilic structures, and triggering the hydrogels formation through the self-assembling. Budesonide (BUD), an anti-inflammatory drug, was selected as model because of its use in the treatment in GI disorders. Preliminary studies were performed to correlate the chemical structure of the conjugates with the key physicochemical properties of the materials for drug delivery. Two lipopeptides, MPD03 and MPD08, were found to form hydrogels (MPD03h and MPD08h, respectively) with characteristics suitable for drug delivery. These materials showed mucoadhesiveness of about 60 %. In vitro studies carried out with BUD loaded hydrogels showed about 70 % drug release within 6 h. Wound healing assessed in Caco-2 and HaCaT cells, showed reduction of cell-free area to values lower than 10 %. Taking together these results MPD03h and MPD08h have been shown to be excellent candidates for BUD delivery.


Subject(s)
Budesonide , Delayed-Action Preparations , Drug Liberation , Hydrogels , Hydrogels/chemistry , Humans , Caco-2 Cells , Budesonide/chemistry , Budesonide/administration & dosage , Wound Healing/drug effects , Anti-Inflammatory Agents/administration & dosage , Anti-Inflammatory Agents/chemistry , Lipopeptides/chemistry , Lipopeptides/administration & dosage , Lauric Acids/chemistry , Drug Delivery Systems/methods , HaCaT Cells , Peptides/chemistry , Peptides/administration & dosage
3.
Eur J Pharm Sci ; 201: 106874, 2024 Oct 01.
Article in English | MEDLINE | ID: mdl-39121923

ABSTRACT

Trazodone is a triazolpyridine derivative approved for the treatment of depression, and currently marketed as oral formulations. The transdermal administration of this drug could reduce side effects, related to peak plasma concentration, and improve patient adherence due to a reduced administration frequency. The aims of this work were: (a) the evaluation of the effect of pH vehicle and permeation enhancers on trazodone permeability across porcine skin ex-vivo; (b) the development and optimization of a transdermal drug delivery system containing trazodone hydrochloride. From the results obtained, it was found that the effect of pH of the vehicle on the permeation of trazodone across the skin is quite complex, because it influences both solubility and partitioning and that the presence of fatty acids in the vehicle has a notable effect on permeation (the enhancement factor obtained was approx. 100). For both the fatty acid selected (oleic and lauric) a parabolic relationship between the transdermal flux and the concentration was found, with an optimum activity in the range 2-3 %. In the second part of the work, different patches were prepared and tested ex-vivo. Overall, the results obtained seem to highlight that drug loading, rather than the components of the adhesive matrix, plays the most relevant role for the permeation of trazodone. The addition of lauric acid, which produced a considerable enhancement in solution, was not effective when included in the patch. The obtained data are promising although probably not clinically relevant for the treatment of depression, but might be interesting for the treatment of insomnia and anxiety disorder, which require much lower doses.


Subject(s)
Administration, Cutaneous , Skin Absorption , Trazodone , Trazodone/administration & dosage , Trazodone/pharmacokinetics , Animals , Swine , Skin Absorption/drug effects , Skin/metabolism , Skin/drug effects , Permeability , Oleic Acid/chemistry , Solubility , Hydrogen-Ion Concentration , Lauric Acids/chemistry , Lauric Acids/administration & dosage , Transdermal Patch , Chemistry, Pharmaceutical/methods , Antidepressive Agents, Second-Generation/administration & dosage , Antidepressive Agents, Second-Generation/pharmacokinetics , Drug Delivery Systems/methods
4.
Food Res Int ; 191: 114713, 2024 Sep.
Article in English | MEDLINE | ID: mdl-39059913

ABSTRACT

This study aimed to explore the effects of various lipids on the structure, cooking quality, and in vitro starch digestibility of extruded buckwheat noodles (EBNs) with and without 20% high-amylose corn starch (HACS). Fourier transform infrared spectroscopy, differential scanning calorimetry, and X-ray diffraction revealed that lauric acid bound more strongly to starch than did stearic acid and oleic acid, and the binding capacity of fatty acids with starch was stronger than that of glycerides. The presence of HACS during extrusion facilitated increased formation of starch-lipid complexes. Evaluations of cooking quality and digestion characteristics showed that EBNs containing 20% HACS and 0.5% glycerol monooleate demonstrated the lowest cooking loss (7.28%), and that with 20% HACS and 0.5% oleic acid displayed the lowest predicted glycemic index (pGI) (63.54) and highest resistant starch (RS) content (51.64%). However, excessive starch-lipid complexes were detrimental to EBNs cooking quality and the resistance of starch to digestive enzymes because of the damage to the continuity of the starch gel network. This study establishes a fundamental basis for the development of EBNs with superior cooking quality and a relatively lower GI.


Subject(s)
Cooking , Digestion , Fagopyrum , Fatty Acids , Starch , Fagopyrum/chemistry , Fatty Acids/chemistry , Starch/chemistry , Glycerides/chemistry , Glycemic Index , Spectroscopy, Fourier Transform Infrared , Amylose/chemistry , X-Ray Diffraction , Calorimetry, Differential Scanning , Stearic Acids/chemistry , Oleic Acid/chemistry , Lauric Acids/chemistry
5.
Carbohydr Polym ; 342: 122400, 2024 Oct 15.
Article in English | MEDLINE | ID: mdl-39048199

ABSTRACT

Previous RS5 (type 5 resistant starch) research has significantly broadened starch use and benefited society, yet the effects of the molecular weight of amylose on RS5 remain underexplored. In this study, amyloses with different molecular weights were complexed with caproic acid (C6), lauric acid (C12), and stearic acid (C18) to observe the effects of the molecular weight of amylose on the structure and in vitro digestive properties of RS5. Gel permeation chromatography revealed that the peak average molecular weight (Mp) values of high-amylose cornstarch NF-CGK (CGK), high-amylose cornstarch obtained via cornstarch via autoclave (high temperature and high pressure)-cooling combined pullulanase enzymatic hydrolysis (CTE), and high-amylose cornstarch NF-G370 (HCK) were 21,282, 171,537, and 188,084 before fatty acid complexation, respectively. Additionally, their weight average molecular weight (Mw) values of 32,429, 327,344, and 410,610 and hydrolysis rates of 58.12 %, 86.77 %, and 64.58 %, respectively. The hydrolysis rate of low-Mw amylose (GCK) complexes with fatty acids was lower than that of HCK and CTE starch-lipid complexes. However, HCK and CTE having similar molecular weights, there was no significant difference in the hydrolysis rate of starch-lipid complexes. X-ray diffraction, Fourier transform infrared spectroscopy, scanning electron microscopy and complexing index analyses confirmed the formation of these complexes. This study proposed the mechanism of RS5 formation and provided guidance for its future development.


Subject(s)
Amylose , Lauric Acids , Molecular Weight , Amylose/chemistry , Lauric Acids/chemistry , Hydrolysis , Starch/chemistry , Starch/metabolism , Digestion , Stearic Acids/chemistry , Lipids/chemistry , Caprylates
6.
Carbohydr Polym ; 342: 122383, 2024 Oct 15.
Article in English | MEDLINE | ID: mdl-39048225

ABSTRACT

The effects of complexing conditions on the formation of amylose-lipid-protein complexes and relationships between structure and digestion of amylose-lipid and amylose-lipid-protein complexes were poorly understood. The objective of this study was to investigate the effects of complexing time (0, 0.5, 2, 4 and 6 h) and temperature (60, 70, 80, 90 and 100 °C) on the structure and in vitro amylolysis of amylose-lauric acid (AM-LA) and amylose-lauric acid-ß-lactoglobulin (AM-LA-ßLG) complexes, and to understand the relationships between structure and in vitro digestiblity of these complexes. Longer complexing time and higher complexing temperature promoted the formation of greater amounts of the more stable type II crystallites than type I crystallites in both AM-LA and AM-LA-ßLG complexes, which in turn decreased the rate and extent of the complexes digestion to a greater extent. Correlation analyses between parameters for structure and digestion kinetics showed that both the quantity of AM-LA and AM-LA-ßLG complexes and the quality of their arrangement into V-type crystallites influenced their rate and extent of digestion. This study demonstrates that AM-LA and AM-LA-ßLG complexes can be prepared with designed structural and functional properties tailored for various applications.


Subject(s)
Amylose , Lactoglobulins , Amylose/chemistry , Lactoglobulins/chemistry , Lactoglobulins/metabolism , Lauric Acids/chemistry , Temperature , Kinetics , Digestion , Hydrolysis
7.
Int J Pharm ; 661: 124418, 2024 Aug 15.
Article in English | MEDLINE | ID: mdl-38964488

ABSTRACT

There is increasing pharmaceutical interest in deep eutectic solvents not only as a green alternative to organic solvents in drug manufacturing, but also as liquid formulation for drug delivery. The present work introduces a hydrophobic deep eutectic solvent (HDES) to the field of lipid-based formulations (LBF). Phase behavior of a mixture with 2:1 M ratio of decanoic- to dodecanoic acid was studied experimentally and described by thermodynamic modelling. Venetoclax was selected as a hydrophobic model drug and studied by atomistic molecular dynamics simulations of the mixtures. As a result, valuable molecular insights were gained into the interaction networks between the different components. Moreover, experimentally the HDES showed greatly enhanced drug solubilization compared to conventional glyceride-based vehicles, but aqueous dispersion behavior was limited. Hence surfactants were studied for their ability to improve aqueous dispersion and addition of Tween 80 resulted in lowest droplet sizes and high in vitro drug release. In conclusion, the combination of HDES with surfactant(s) provides a novel LBF with high pharmaceutical potential. However, the components must be finely balanced to keep the integrity of the solubilizing HDES, while enabling sufficient dispersion and drug release.


Subject(s)
Drug Compounding , Drug Liberation , Hydrophobic and Hydrophilic Interactions , Lipids , Molecular Dynamics Simulation , Solubility , Solvents , Surface-Active Agents , Solvents/chemistry , Surface-Active Agents/chemistry , Lipids/chemistry , Drug Compounding/methods , Polysorbates/chemistry , Lauric Acids/chemistry , Chemistry, Pharmaceutical/methods , Sulfonamides/chemistry , Sulfonamides/administration & dosage , Oils/chemistry
8.
J Pharm Sci ; 113(9): 2688-2698, 2024 Sep.
Article in English | MEDLINE | ID: mdl-39009347

ABSTRACT

The hydrolysis of polysorbate surfactants in large molecule drug product formulations caused by residual host cell proteins presents numerous stability concerns for pharmaceuticals. The fatty acids (FA) released by polysorbate hydrolysis can nucleate into particulates or challenge the conformational stability of the proteinaceous active pharmaceutical ingredient (API). The loss of intact polysorbate may also leave the Drug Product (DP) vulnerable to interfacial stresses. Polysorbate 20 and 80 are available in several different quality grades (Multi-compendial, Super Refined, Pure Lauric Acid (PLA)/Pure Oleic Acid (POA)). All variations of polysorbate as well as three alternative surfactants: Brij L23, Brij O20 and Poloxamer 188 were compared for their ability to protect against air-water interfacial stresses as well as their risk for developing particulates when in the presence of lipoprotein lipase (LPL) (Pseudomonas). Results show a meaningful difference in the timing and morphology of FA particle formation depending on the type of polysorbate used. All grades of polysorbate, while susceptible to hydrolysis, still offered sufficient protection to interfacial stresses, even when hydrolyzed to concentrations as low as 0.005 % (w/v). Alternative surfactants that lack an ester bond were resistant to lipase degradation and showed good protection against shaking stress.


Subject(s)
Fatty Acids , Polysorbates , Surface-Active Agents , Polysorbates/chemistry , Surface-Active Agents/chemistry , Fatty Acids/chemistry , Fatty Acids/metabolism , Hydrolysis , Esterases/metabolism , Drug Stability , Particle Size , Lauric Acids/chemistry
9.
Ultrason Sonochem ; 109: 106990, 2024 Oct.
Article in English | MEDLINE | ID: mdl-39018891

ABSTRACT

Starch, lipids, and proteins are key macronutrients in starchy foods. Their interactions during processing can form starch-lipid-protein ternary complexes, significantly affecting food quality. Ultrasonic treatment, as a common processing method, is expected to regulate the quality of starchy foods by influencing the formation of ternary complexes. This study aimed to understand the effect of ultrasonic pretreatment on the formation of starch-lipid-protein ternary complexes using various types of starches. Wheat starch (WS), maize starch (MS), and potato starch (PS) were gelatinized and treated with ultrasound at various power densities (0-40 W/L) to form complexes with lauric acid (LA) and ß-lactoglobulin (ßLG), respectively. Ultrasound increased the amylose content of gelatinized WS, MS, and PS and shifted their chain length distribution towards the short chains. Results from Fourier transform infrared spectroscopy, laser confocal micro-Raman, X-ray diffraction, and differential scanning calorimetry showed that the largest amount of WS-LA-ßLG complexes was formed at the ultrasonic power density of 10 W/L, and MS-LA-ßLG and PS-LA-ßLG complexes at 20 W/L. Additionally, ultrasound enhanced the content of resistant starch (RS) in the starch-LA-ßLG complexes. The RS content increased from 14.12 % to 18.31 % for WS-LA-ßLG, and from 19.18 % and 20.69 % to 27.60 % and 28.63 % for MS-LA-ßLG and PS-LA-ßLG complexes, respectively. This study presents an approach for facilitating the formation of ternary complexes, contributing to the development of low-GI functional foods.


Subject(s)
Lactoglobulins , Lauric Acids , Starch , Lauric Acids/chemistry , Starch/chemistry , Lactoglobulins/chemistry , Ultrasonic Waves , Digestion
10.
ACS Appl Mater Interfaces ; 16(27): 34720-34731, 2024 Jul 10.
Article in English | MEDLINE | ID: mdl-38934381

ABSTRACT

Anti-inflammatory and angiogenesis are two important factors in wound healing. Wound dressings with anti-inflammation and vascularization are essential to address complex interventions, expensive treatments, and uncontrolled release mechanisms. Based on the above considerations, we designed a near-infrared (NIR)-responsive hydrogel dressing, which is composed of mPDA-DFO@LA nanoparticles (mPDA: dopamine hydrochloride nanoparticles, DFO: deferoxamine, LA: lauric acid), valsartan (abbreviated as Va), and dopamine-hyaluronic acid hydrogel. The hydrogel dressing demonstrated injectability, bioadhesive, and photothermal properties. The results indicated the obtained dressing by releasing Va can appropriately regulate macrophage phenotype transformation from M1 to M2, resulting in an anti-inflammatory environment. In addition, DFO encapsulated by LA can be sustainably released into the wound site by NIR irradiation, which further prevents excessive neovascularization. Notably, the results in vivo indicated the mPDA-DFO@LA/Va hydrogel dressing significantly enhanced wound recovery, achieving a healing rate of up to 96% after 11 days of treatment. Therefore, this NIR-responsive hydrogel dressing with anti-inflammation, vascularization, and on-demand programmed drug release will be a promising wound dressing for wound infection.


Subject(s)
Anti-Inflammatory Agents , Bandages , Hydrogels , Nanocomposites , Wound Healing , Animals , Mice , Angiogenesis/drug effects , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Anti-Inflammatory Agents/therapeutic use , Deferoxamine/chemistry , Deferoxamine/pharmacology , Deferoxamine/therapeutic use , Dopamine/chemistry , Dopamine/pharmacology , Hydrogels/chemistry , Hydrogels/pharmacology , Infrared Rays , Lauric Acids/chemistry , Lauric Acids/pharmacology , Nanocomposites/chemistry , Nanocomposites/therapeutic use , RAW 264.7 Cells , Wound Healing/drug effects
11.
Int J Mol Med ; 54(2)2024 08.
Article in English | MEDLINE | ID: mdl-38940336

ABSTRACT

Osteosarcoma (OS) is a highly malignant primary bone neoplasm that is the leading cause of cancer­associated death in young people. GNE­477 belongs to the second generation of mTOR inhibitors and possesses promising potential in the treatment of OS but dose tolerance and drug toxicity limit its development and utilization. The present study aimed to prepare a novel H2O2 stimulus­responsive dodecanoic acid (DA)­phenylborate ester­dextran (DA­B­DEX) polymeric micelle delivery system for GNE­477 and evaluate its efficacy. The polymer micelles were characterized by morphology, size and critical micelle concentration. The GNE­477 loaded DA­B­DEX (GNE­477@DBD) tumor­targeting drug delivery system was established and the release of GNE­477 was measured. The cellular uptake of GNE­477@DBD by three OS cell lines (MG­63, U2OS and 143B cells) was analyzed utilizing a fluorescent tracer technique. The hydroxylated DA­B was successfully grafted onto dextran at a grafting rate of 3%, suitable for forming amphiphilic micelles. Following exposure to H2O2, the DA­B­DEX micelles ruptured and released the drug rapidly, leading to increased uptake of GNE­477@DBD by cells with sustained release of GNE­477. The in vitro experiments, including MTT assay, flow cytometry, western blotting and RT­qPCR, demonstrated that GNE­477@DBD inhibited tumor cell viability, arrested cell cycle in G1 phase, induced apoptosis and blocked the PI3K/Akt/mTOR cascade response. In vivo, through the observation of mice tumor growth and the results of H&E staining, the GNE­477@DBD group exhibited more positive therapeutic outcomes than the free drug group with almost no adverse effects on other organs. In conclusion, H2O2­responsive DA­B­DEX presents a promising delivery system for hydrophobic anti­tumor drugs for OS therapy.


Subject(s)
Dextrans , Hydrogen Peroxide , Lauric Acids , Micelles , Osteosarcoma , Animals , Humans , Osteosarcoma/drug therapy , Osteosarcoma/pathology , Cell Line, Tumor , Dextrans/chemistry , Mice , Lauric Acids/chemistry , Lauric Acids/pharmacology , Apoptosis/drug effects , Polymers/chemistry , Polymers/pharmacology , Xenograft Model Antitumor Assays , Bone Neoplasms/drug therapy , Bone Neoplasms/pathology , Mice, Nude , Antineoplastic Agents/pharmacology , Antineoplastic Agents/chemistry , Mice, Inbred BALB C , Male , TOR Serine-Threonine Kinases/metabolism
12.
Int J Biol Macromol ; 271(Pt 1): 132340, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38816293

ABSTRACT

In this study, the high amylose corn starch and Canna edulis native starch were compounded with lauric acid and fermented by human fecal inoculation in vitro. Changes in beneficial metabolite profile and microbiota composition were evaluated. The structural properties showed that both NS-12C and HAMS-12C formed V-shaped crystals under the same preparation method, but NS-12C had a higher composite index and resistance content than HAMS-12C. At the end of fermentation, the starch-lauric acid complexes prepared from the two types of starch significantly promoted the formation of short-chain fatty acids and the contents of acetic acid, butyric acid and valeric acid produced by NS-12C were higher than those of HAMS-12C(p>0.05). HAMS-12C and NS-12C both increased the relative abundance of Blautia. Notably, NS-12C also increased the relative abundance of beneficial bacteria Bifidobacterium and Meganomas, while HAMS-12C did not. These results suggested that this effect may be related to starch type and provide a basis for designing and producing functional foods to improve intestinal health in Canna edulis native starch.


Subject(s)
Amylose , Fermentation , Starch , Amylose/chemistry , Starch/chemistry , Humans , Feces/microbiology , Feces/chemistry , Gastrointestinal Microbiome , Fatty Acids, Volatile/metabolism , Fatty Acids, Volatile/chemistry , Lauric Acids/chemistry , Zea mays/chemistry
13.
Int J Biol Macromol ; 268(Pt 2): 131996, 2024 May.
Article in English | MEDLINE | ID: mdl-38697417

ABSTRACT

This research investigated the effect of lecithin on the complexation of lauric acid with maize starch, potato starch, waxy maize starch, and high amylose maize starch. Rapid visco analysis showed that lecithin altered the setback pattern of potato starch-lauric acid and maize starch-lauric acid mixtures but not waxy maize starch-lauric acid. Further investigation, including differential scanning calorimetry, complex index, and X-ray diffraction, showed that lecithin enhanced the complexation of maize starch, potato starch, and high amylose maize starch with lauric acid. Fourier transform infrared and Raman spectroscopy revealed increasingly ordered structures formed in maize starch-lauric acid-lecithin, potato starch-lauric acid-lecithin, and high amylose maize starch-lauric acid-lecithin systems compared to corresponding binary systems. These highly ordered complexes of maize starch, potato starch, and high amylose maize starch also demonstrated greater resistance to in vitro enzymatic hydrolysis. Waxy maize starch complexation however remained unaffected by lecithin. The results of this study show that lecithin impacts complexation between fatty acids and native starches containing amylose, with the starch source being critical. Lecithin minimally impacted the complexation of low amylose starch and fatty acids.


Subject(s)
Amylose , Lauric Acids , Lecithins , Starch , Zea mays , Lauric Acids/chemistry , Lecithins/chemistry , Starch/chemistry , Amylose/chemistry , Zea mays/chemistry , Solanum tuberosum/chemistry , Hydrolysis , X-Ray Diffraction , Spectroscopy, Fourier Transform Infrared , Calorimetry, Differential Scanning
14.
Food Res Int ; 187: 114373, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38763649

ABSTRACT

Effect of complexation of three medium-chain fatty acids (octanoic, decylic and lauric acid, OA, DA and LA, respectively) on structural characteristics, physicochemical properties and digestion behaviors of cassava starch (CS) was investigated. Current study indicated that LA was more easily to combine with CS (complex index 88.9%), followed by DA (80.9%), which was also consistent with their corresponding complexed lipids content. Following the investigation of morphology, short-range ordered structure, helical structure, crystalline/amorphous region and fractal dimension of the various complexes, all cassava starch-fatty acids complexes (CS-FAs) were characterized with a flaked morphology rather than a round morphology in native starch (control CS). X-ray diffraction demonstrated that all CS-FAs had a V-type crystalline structure, and nuclear magnetic resonance spectroscopy confirmed that the complexes made from different fatty acids displayed similar V6 or V7 type polymorphs. Interestingly, small-angle X-ray scattering analysis revealed that α value became greater following increased carbon chain length of fatty acids, indicating the formation of a more ordered fractal structure in the aggregates. Changes in rheological parameters G' and G'' indicated that starch complexed with fatty acids was more likely to form a gel network, but difference among three CS-FAs complexes was significant, which might be contributed to their corresponding hydrophobicity and hydrophilicity raised from individual fatty acids. Importantly, digestion indicated that CS-LA complexes had the lowest hydrolysis degree, followed by the greatest RS content, indicating the importance of chain length of fatty acids for manipulating the fine structure and functionality of the complexes.


Subject(s)
Digestion , Fatty Acids , Lauric Acids , Manihot , Starch , X-Ray Diffraction , Manihot/chemistry , Starch/chemistry , Lauric Acids/chemistry , Fatty Acids/chemistry , Decanoic Acids/chemistry , Rheology , Caprylates/chemistry , Magnetic Resonance Spectroscopy
15.
Carbohydr Polym ; 337: 122187, 2024 Aug 01.
Article in English | MEDLINE | ID: mdl-38710543

ABSTRACT

The effects of different electron beam irradiation doses (2, 4, 8 KGy) and various types of fatty acids (lauric acid, stearic acid, and oleic acid) on the formation, structure, physicochemical properties, and digestibility of starch-lipid complex were investigated. The complexing index of the complexes was higher than 85 %, indicating that the three fatty acids could easily form complexes with starch. With the increase of electron beam irradiation dose, the complexing index increased first and then decreased. The highest complexing index was lauric acid (97.12 %), stearic acid (96.80 %), and oleic acid (97.51 %) at 2 KGy radiation dose, respectively. Moreover, the microstructure, crystal structure, thermal stability, rheological properties, and starch solubility were analyzed. In vitro digestibility tests showed that adding fatty acids could reduce the content of hydrolyzed starch, among which the resistant starch content of the starch-oleic acid complex was the highest (54.26 %). The lower dose of electron beam irradiation could decrease the digestibility of starch and increase the content of resistant starch.


Subject(s)
Electrons , Fatty Acids , Solubility , Starch , Starch/chemistry , Fatty Acids/chemistry , Lauric Acids/chemistry , Rheology , Hydrolysis , Oleic Acid/chemistry , Lipids/chemistry
16.
Sci Rep ; 14(1): 9270, 2024 04 23.
Article in English | MEDLINE | ID: mdl-38649421

ABSTRACT

The present study explored the anticancer activity of a Chitosan-based nanogel incorporating thiocolchicoside and lauric acid (CTL) against oral cancer cell lines (KB-1). Cell viability, AO/EtBr dual staining and Cell cycle analysis were done to evaluate the impact of CTL nanogel on oral cancer cells. Real-time PCR was performed to analyze proapoptotic and antiapoptotic gene expression in CTL-treated KB-1 cells. Further, molecular docking analysis was conducted to explore the interaction of our key ingredient, thiocolchicoside and its binding affinities. The CTL nanogel demonstrated potent anticancer activity by inhibiting oral cancer cell proliferation and inducing cell cycle arrest in cancer cells. Gene expression analysis indicated alterations in Bax and Bcl-2 genes; CTL nanogel treatment increased Bax mRNA expression and inhibited the Bcl-2 mRNA expression, which showed potential mechanisms of the CTL nanogel's anticancer action. It was found that thiocolchicoside can stabilize the protein's function or restore it as a tumour suppressor. The CTL nanogel exhibited excellent cytotoxicity and potent anticancer effects, making it a potential candidate for non-toxic chemotherapy in cancer nanomedicine. Furthermore, the nanogel's ability to modulate proapoptotic gene expression highlights its potential for targeted cancer therapy. This research contributes to the growing interest in Chitosan-based nanogels and their potential applications in cancer treatment.


Subject(s)
Antineoplastic Agents , Apoptosis , Chitosan , Colchicine , Colchicine/analogs & derivatives , Lauric Acids , Mouth Neoplasms , Nanogels , Polyethyleneimine , Humans , Chitosan/analogs & derivatives , Chitosan/chemistry , Chitosan/pharmacology , Lauric Acids/chemistry , Lauric Acids/pharmacology , Cell Line, Tumor , Nanogels/chemistry , Antineoplastic Agents/pharmacology , Antineoplastic Agents/chemistry , Colchicine/pharmacology , Apoptosis/drug effects , Mouth Neoplasms/drug therapy , Mouth Neoplasms/pathology , Molecular Docking Simulation , Cell Proliferation/drug effects , Cell Survival/drug effects , Polyethylene Glycols/chemistry , Polyethylene Glycols/pharmacology
17.
J Mater Chem B ; 12(16): 3947-3958, 2024 Apr 24.
Article in English | MEDLINE | ID: mdl-38586917

ABSTRACT

Colorectal cancer (CRC) occurs in the colorectum and ranks second in the global incidence of all cancers, accounting for one of the highest mortalities. Although the combination chemotherapy regimen of 5-fluorouracil (5-FU) and platinum(IV) oxaliplatin prodrug (OxPt) is an effective strategy for CRC treatment in clinical practice, chemotherapy resistance caused by tumor-resided Fusobacterium nucleatum (Fn) could result in treatment failure. To enhance the efficacy and improve the biocompatibility of combination chemotherapy, we developed an antibacterial-based nanodrug delivery system for Fn-associated CRC treatment. A tumor microenvironment-activated nanomedicine 5-FU-LA@PPL was constructed by the self-assembly of chemotherapeutic drug derivatives 5-FU-LA and polymeric drug carrier PPL. PPL is prepared by conjugating lauric acid (LA) and OxPt to hyperbranched polyglycidyl ether. In principle, LA is used to selectively combat Fn, inhibit autophagy in CRC cells, restore chemosensitivity of 5-FU as well as OxPt, and consequently enhance the combination chemotherapy effects for Fn-associated drug-resistant colorectal tumor. Both in vitro and in vivo studies exhibited that the tailored nanomedicine possessed efficient antibacterial and anti-tumor activities with improved biocompatibility and reduced non-specific toxicity. Hence, this novel anti-tumor strategy has great potential in the combination chemotherapy of CRC, which suggests a clinically relevant valuable option for bacteria-associated drug-resistant cancers.


Subject(s)
Antineoplastic Agents , Colorectal Neoplasms , Fluorouracil , Lauric Acids , Fluorouracil/pharmacology , Fluorouracil/chemistry , Colorectal Neoplasms/drug therapy , Colorectal Neoplasms/pathology , Humans , Lauric Acids/chemistry , Lauric Acids/pharmacology , Animals , Mice , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Fusobacterium nucleatum/drug effects , Oxaliplatin/pharmacology , Oxaliplatin/chemistry , Drug Delivery Systems , Cell Proliferation/drug effects , Drug Screening Assays, Antitumor , Prodrugs/chemistry , Prodrugs/pharmacology , Biocompatible Materials/chemistry , Biocompatible Materials/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Mice, Inbred BALB C , Particle Size , Drug Carriers/chemistry
18.
Environ Sci Pollut Res Int ; 31(27): 38618-38627, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38393571

ABSTRACT

In the present work, lauric acid was taken as a phase change material (PCM), and different nanoparticles (NPs) such as SiO2, TiO2, CuO, and ZnO were taken as the supporting materials. CuO NPs were prepared through the co-precipitation technique; SiO2, TiO2, and ZnO NPs were synthesized via the sol-gel technique. These NPs with different weight fractions were dispersed into molten lauric acid, individually. The variations in thermal properties (phase change temperature and latent heat for solid and liquid) of the prepared composite PCMs due to the dispersion of NPs were observed by DSC analyses. An increase in thermal conductivity of the composite PCMs was observed with the increasing weight fraction of NPs. In order to ascertain the long-term utility, a thermal reliability test was conducted on the composite PCMs with repeated heating and cooling cycles. Also, the specific heats of the pure PCM and the composite PCMs were determined as a function of temperature. Further, the experimental investigation was performed on the pure PCM and the prepared composite PCMs to assess their phase change behavior, and the test results clearly proved that the time required for the complete melting and freezing process of the composite PCMs was less when compared to pure PCM. By considering the above facts, the newly prepared composite PCMs can be recommended as a potential candidate for low-temperature solar heating applications.


Subject(s)
Lauric Acids , Nanostructures , Lauric Acids/chemistry , Nanostructures/chemistry , Silicon Dioxide/chemistry , Temperature
19.
Int J Biol Macromol ; 260(Pt 2): 129526, 2024 Mar.
Article in English | MEDLINE | ID: mdl-38242387

ABSTRACT

A model system of gelatinized wheat starch (GWS) and lauric acid (LA) was used to examine the effect of residual short-range molecular order in GWS on the formation of starch-lipid complexes. The extent of residual short-range molecular order, as determined by Raman spectroscopy, decreased with increasing water content or heating duration of gelatinization. The enthalpy changes, crystallinity, short-range molecular order and the in vitro enzymic digestion of GWS-LA complexes increased initially to a maximum and then declined as the short-range molecular order in GWS decreased, showing that there was an optimal amount of residual short-range molecular order in GWS for maximizing GWS-LA complexes formation. Below this optimum amount, the limited disruption of short-range molecular order may constrain the mobility of amylose chains for complexation with LA, whereas with excessive disruption above this amount the amylose chains may be too disorganized or entangled to form complexes with LA. The susceptibility of GWS-LA complexes to enzymatic hydrolysis was influenced by both long- and short-range structural order, and to a lesser extent the amounts of complexes. This study showed clearly the role of short-range molecular order in gelatinized starch in influencing the formation of GWS-LA complexes.


Subject(s)
Amylose , Starch , Starch/chemistry , Amylose/chemistry , Lauric Acids/chemistry , Hydrolysis
20.
J Oleo Sci ; 72(9): 831-837, 2023.
Article in English | MEDLINE | ID: mdl-37648460

ABSTRACT

Alkali series with different atomic numbers affect the physicochemical properties of aqueous solutions. The micellar properties of aqueous solutions of dodecanoate as surfactants were measured by changing the counterions (C12-Na, C12-K, C12-Rb, and C12-Cs). A plot of Krafft temperature vs. alkali metal atomic number showed a downward convex curve, with its minimum temperature (20°C) in the C12-K system. By contrast, a plot of the critical micelle concentration (CMC) vs. alkali metal atomic number exhibited an upward convex curve with the maximum CMC (25.6 mmol L-1) at C12-K. Furthermore, the minimum surface tension (γ min ) of the solution at the CMC increased with increasing atomic number (C12-Na ≈ C12-K < C12-Rb < C12-Cs). The size of the dodecanoate micelles decreased with increasing atomic number. The ionization degree of the micelles also increased with increasing atomic number of the alkali metal. Small-angle X-ray scattering (SAXS) measurements revealed that alkali dodecanoate micelles formed spherical to ellipsoidal structures. In addition, micelles from the shell region showed large electrostatic repulsion, judging from the shape of the spectrum in the higher Q -1 region. From the measurement results of the solubilization of naphthalene into the micelles, the size of the micelles corresponded to the maximum solubilization quantity of naphthalene.


Subject(s)
Lauric Acids , Micelles , Lauric Acids/chemistry , Metals, Alkali/chemistry , Surface Properties , Cations/chemistry , Solubility
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