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1.
J Phys Chem B ; 128(41): 10272-10285, 2024 Oct 17.
Article in English | MEDLINE | ID: mdl-39378314

ABSTRACT

Predicting the interfacial properties of peptides is important for replacing oil-derived surfactants in cosmetics, oil, and agricultural applications. This work validated experimentally the estimations of surface tension at the critical micelle concentration (STCMC) of six peptides performed through a random forest (RF) model in a previous contribution. In silico interfacial tensions of the peptides were obtained in the system decane-water, and dilational experiments were applied to elucidate the foaming potential. The RF model accurately classified the peptides into high and low potential to reduce the STCMC. The simulations at the decane-water interface correctly identified peptides with high, intermediate, and low interfacial properties, and the dilational rheology allowed the estimation of the possible potential of three peptides to produce foams. This study sets the basis for identifying surface-active peptides, but future work is necessary to improve the estimations and the correlation between dilational properties and foam stabilization.


Subject(s)
Peptides , Surface Tension , Water , Peptides/chemistry , Water/chemistry , Micelles , Alkanes/chemistry , Computer Simulation , Surface-Active Agents/chemistry
2.
Environ Sci Pollut Res Int ; 31(48): 58609-58623, 2024 Oct.
Article in English | MEDLINE | ID: mdl-39316215

ABSTRACT

Sludge thickening is a fundamental stage of treatment. This study investigated the application, in continuous treatment, of polymeric bubbles produced with cationic polymer P2900 and cocamidopropyl betaine (CAPB), a zwitterionic surfactant. The proposed reagent combination aims to form aerated flakes, solid waste structures, and rapidly rising air bubbles, ideal for treatments in compact units. Using this combination, it was possible to achieve a total solids concentration of 45% with the modified bubbles and 25% with the conventional water treatment. This level of thickening occurred under the following operating conditions: initial total solids (TS) concentration of 10 g L-1, a flow rate of 5 L min-1, saturation pressure (psat) of 3 atm, and polymer dosage of 10 mg (gTS)-1. The suggested mechanism of action involves the adhesion of P2900 molecules to CAPB at the air/water interface, forming a lining on the bubble surface. Additionally, polymerized species form due to the residual aluminum (Al) in the sludge, which would occur during flocculation in the helical tubular flocculator (HTF), adsorbing the micelles and bubbles of CAPB. The critical micellar concentration (CMC) of CAPB was 0.26 mmol L-1. Polymeric bubble technology can provide an efficient and cost-effective approach to sludge thickening in continuous treatment.


Subject(s)
Betaine , Flocculation , Polymers , Sewage , Betaine/analogs & derivatives , Betaine/chemistry , Sewage/chemistry , Polymers/chemistry , Cations , Waste Disposal, Fluid/methods , Surface-Active Agents/chemistry
3.
Molecules ; 29(18)2024 Sep 18.
Article in English | MEDLINE | ID: mdl-39339416

ABSTRACT

Triacontanol is a long-chain primary alcohol derived from policosanol, known for its diverse biological activities, including functioning as a plant growth regulator and exhibiting anti-inflammatory and antitumoral effects. However, its application is limited due to its high hydrophobicity, resulting in poor absorption and reduced therapeutic effectiveness. A potential solution to this problem is the use of niosomes. Niosomes are carriers composed of non-ionic surfactants, cholesterol, charge-inducing agents, and a hydration medium. They are effective in encapsulating drugs, improving their solubility and bioavailability. The objective of this study was to optimize and synthesize nano-niosomes for the encapsulation of triacontanol. Niosomes were synthesized using a thin-film hydration method combined with ultrasonication, following a Box-Behnken design. Niosomes were characterized using various techniques including dynamic light scattering, Fourier-transform infrared spectroscopy (FTIR), confocal microscopy, high-resolution scanning electron microscopy, and transmission electron microscopy (TEM). Formulation 14 of niosomes achieved the desired size, polydispersity index (0.198 ± 0.008), and zeta potential (-31.28 ± 1.21). FTIR analysis revealed a characteristic signal in the 3400-300 cm-1 range, indicating intermolecular interactions due to a bifurcated hydrogen bond between cholesterol and S60. Confocal microscopy confirmed the presence of triacontanol through Nile Red fluorescence. TEM revealed the spherical structure of niosomes.


Subject(s)
Fatty Alcohols , Liposomes , Liposomes/chemistry , Fatty Alcohols/chemistry , Particle Size , Spectroscopy, Fourier Transform Infrared , Nanoparticles/chemistry , Drug Carriers/chemistry , Solubility , Drug Compounding/methods , Cholesterol/chemistry , Surface-Active Agents/chemistry
4.
Environ Sci Pollut Res Int ; 31(47): 57973-57988, 2024 Oct.
Article in English | MEDLINE | ID: mdl-39305414

ABSTRACT

Biosurfactants are amphiphilic biomolecules with promising tensoative and emulsifying properties that find application in the most varied industrial sectors: environment, food, agriculture, petroleum, cosmetics, and hygiene. In the current work, a 23 full-factorial design was performed to evaluate the effect and interactions of pineapple peel and corncob as substrates for biosurfactant production by Bacillus subtilis LMA-ICF-PC 001. In a previous stage, an alkaline pretreatment was applied to corncob samples to extract the xylose-rich hydrolysate. The results indicated that pineapple peel extract and xylose-rich hydrolysate acted as partial glucose substitutes, minimizing production costs with exogenous substrates. Biosurfactant I (obtained at 8.11% pineapple peel extract, 8.11% xylose-rich hydrolysate from corncob, and 2.8109 g/L glucose) exhibited a significant surface tension reduction (52.37%) and a promising bioremediation potential (87.36%). On the other hand, biosurfactant III (obtained at 8.11% pineapple peel extract, 31.89% xylose-rich hydrolysate from corncob, and 2.8109 g/L glucose) exhibited the maximum emulsification index in engine oil (69.60%), the lowest critical micellar concentration (68 mg/L), and the highest biosurfactant production (5.59 g/L). These findings demonstrated that using pineapple peel extract and xylose-rich hydrolysate from corncob effectively supports biosurfactant synthesis by B. subtilis, reinforcing how agro-industrial wastes can substitute traditional carbon sources, contributing to cost reduction and environmental sustainability.


Subject(s)
Ananas , Surface-Active Agents , Zea mays , Surface-Active Agents/chemistry , Ananas/chemistry , Zea mays/chemistry , Bacillus subtilis/metabolism , Biodegradation, Environmental
5.
Environ Sci Pollut Res Int ; 31(42): 54695-54712, 2024 Sep.
Article in English | MEDLINE | ID: mdl-39210226

ABSTRACT

The presence of drugs in aquatic environments has been considered a global challenge and several remediation technologies have been proposed, including adsorption. In this study, new diclofenac adsorbents were obtained from the reaction of sodium magadiite (Na-Mag) with surfactants dodecylpyridinium chloride hydrate (C12pyCl) and hexadecylpyridinium chloride monohydrate (C16pyCl)), 1-hexadecyltrimethylammonium bromide (C16Br), and dodecyltrimethylammonium bromide (C12Br). The synthesis was carried out in the microwave at 50 °C for 5 min using surfactant amounts of 100% and 200% in relation to the cation exchange capacity of Na-Mag. The elemental analysis indicated that surfactants with a longer organic chain were more incorporated into Na-Mag, whose values were 1.42 and 1.32 mmol g-1 for C16pyMag200% and C16Mag200%, respectively. X-ray diffraction results suggested formation of intercalated products with basal space in the range of 2.81-4.00 nm. Diclofenac was quickly adsorbed on all organophilic magadiites, at an equilibrium time of 1 min. Drug capacity adsorption was influenced by the arrangement and packing density of organic cations, the basal distance, and the organic contents of the samples at high drug concentrations. Alkylpyridinium magadiites exhibited maximum adsorption capacities higher than alkylammonium magadiites, of 96.4, 100.7, 131.7, and 166.1 mg g-1 for C12pyMag100%, C12pyMag200%, C16pyMag100%, and C16pyMag200%, respectively, at pH 6.0 and 30 °C. Diclofenac removal by samples was not affected by the presence of ibuprofen, which was also removed from binary system by organophilic magadiites reaching removal of 76.5% and 86.9% by C16pyMag100% and C16pyMag200%, respectively. Regeneration studies demonstrated a drug removal percentage of 83-92% for C16pyMag and C16Mag after three cycles of adsorption.


Subject(s)
Diclofenac , Surface-Active Agents , Water Pollutants, Chemical , Diclofenac/chemistry , Surface-Active Agents/chemistry , Adsorption , Water Pollutants, Chemical/chemistry
6.
Exp Parasitol ; 265: 108808, 2024 Oct.
Article in English | MEDLINE | ID: mdl-39094996

ABSTRACT

This study aimed to develop microemulsions (MEs) containing α-bisabolol for the topical treatment of cutaneous leishmaniasis (CL). Initially, pseudoternary phase diagrams were developed using α-bisabolol as the oil phase, Eumulgin® CO 40 as the surfactant, Polymol® HE as the co-surfactant, and distilled water as the aqueous phase. Two transparent liquid systems (TLS) containing 5% of α-bisabolol were selected and characterized (F5E25 and F5EP25). Next, skin permeation and retention assays were performed using Franz cells. The interaction of the formulation with the stratum corneum (SC) was evaluated using the FTIR technique. The cytotoxicity was evaluated in murine peritoneal macrophages. Finally, the antileishmanial activity of microemulsions was determined in promastigotes and amastigotes of L. amazonensis (strain MHOM/BR/77/LTB 0016). As a result, the selected formulations showed isotropy, nanometric size (below 25 nm), Newtonian behavior and pH ranging from 6.5 to 6.9. The MEs achieved a 2.5-fold increase in the flux and skin-permeated amount of α-bisabolol. ATR-FTIR results showed that microemulsions promoted fluidization and extraction of lipids and proteins of the stratum corneum, increasing the diffusion coefficient and partition coefficient of the drug in the skin. Additionally, F5E25 and F5EP25 showed higher activity against promastigotes (IC50 13.27 and 18.29, respectively) compared to unencapsulated α-bisabolol (IC50 53.8). Furthermore, F5E25 and F5EP25 also showed antileishmanial activity against intracellular amastigotes of L. amazonensis, with IC50 50 times lower than free α-bisabolol and high selectivity index (up to 15). Therefore, the systems obtained are favorable to topical administration, with significant antileishmanial activity against L. amazonensis promastigotes and amastigotes, being a promising system for future in vivo trials.


Subject(s)
Emulsions , Macrophages, Peritoneal , Monocyclic Sesquiterpenes , Sesquiterpenes , Skin , Animals , Monocyclic Sesquiterpenes/pharmacology , Monocyclic Sesquiterpenes/chemistry , Emulsions/chemistry , Mice , Sesquiterpenes/pharmacology , Sesquiterpenes/chemistry , Skin/parasitology , Macrophages, Peritoneal/drug effects , Macrophages, Peritoneal/parasitology , Leishmaniasis, Cutaneous/drug therapy , Leishmaniasis, Cutaneous/parasitology , Spectroscopy, Fourier Transform Infrared , Skin Absorption/drug effects , Mice, Inbred BALB C , Female , Leishmania/drug effects , Surface-Active Agents/pharmacology , Surface-Active Agents/chemistry , Antiprotozoal Agents/pharmacology , Antiprotozoal Agents/chemistry
7.
Sensors (Basel) ; 24(16)2024 Aug 22.
Article in English | MEDLINE | ID: mdl-39205114

ABSTRACT

This paper presents a new application of a lanthanum oxide (III)-modified carbon paste electrode (LaOX/CPE) for dopamine (DP) detection in the presence of ascorbic acid (AA). The presence of cetyl trimethyl ammonium bromide (CTAB) facilitated the LaOX/CPE electrode's ability to detect DP amidst AA interference, resulting in a substantial 70.0% increase in the anodic peak current for DP when compared to the unmodified carbon paste electrode (CPE). CTAB enabled clear separation of the anodic peaks for DP and AA by nearly 0.2 V, despite their initially overlapping potential values, through the ion-dipole interaction of AA and CTAB. The electrode was characterized using cyclic voltammetry (CV) and energy-dispersive spectroscopy (EDS). The method demonstrated a detection limit of 0.06 µmol/L with a relative standard deviation (RSD) of 6.0% (n = 15). Accuracy was assessed through the relative error and recovery percent, using urine samples spiked with known quantities of DP.


Subject(s)
Carbon , Cetrimonium , Dopamine , Electrochemical Techniques , Electrodes , Lanthanum , Oxides , Surface-Active Agents , Lanthanum/chemistry , Carbon/chemistry , Dopamine/urine , Dopamine/analysis , Dopamine/chemistry , Oxides/chemistry , Surface-Active Agents/chemistry , Cetrimonium/chemistry , Electrochemical Techniques/methods , Ascorbic Acid/chemistry , Ascorbic Acid/analysis , Limit of Detection , Humans
8.
Biochem Biophys Res Commun ; 733: 150572, 2024 Nov 12.
Article in English | MEDLINE | ID: mdl-39191187

ABSTRACT

Fungal lipolytic enzymes play crucial roles in various lipid bio-industry processes. Here, we elucidated the biochemical and structural characteristics of an unexplored fungal lipolytic enzyme (TaLip) from Thermoascus aurantiacus var. levisporus, a strain renowned for its significant industrial relevance in carbohydrate-active enzyme production. TaLip belongs to a poorly understood phylogenetic branch within the class 3 lipase family and prefers to hydrolyze mainly short-chain esters. Nonetheless, it also displays activity against natural long-chain triacylglycerols. Furthermore, our analyses revealed that the surfactant sodium dodecyl sulfate (SDS) enhances the hydrolytic activity of TaLip on pNP butyrate by up to 5.0-fold. Biophysical studies suggest that interactions with SDS may prevent TaLip aggregation, thereby preserving the integrity and stability of its monomeric form and improving its performance. These findings highlight the resilience of TaLip as a lipolytic enzyme capable of functioning in tandem with surfactants, offering an intriguing enzymatic model for further exploration of surfactant tolerance and activation in biotechnological applications.


Subject(s)
Esterases , Lipase , Surface-Active Agents , Surface-Active Agents/chemistry , Surface-Active Agents/pharmacology , Lipase/metabolism , Lipase/chemistry , Esterases/metabolism , Esterases/chemistry , Sodium Dodecyl Sulfate/chemistry , Substrate Specificity , Hydrolysis , Fungal Proteins/chemistry , Fungal Proteins/metabolism , Anions/chemistry , Anions/metabolism , Enzyme Stability
9.
Food Res Int ; 192: 114744, 2024 Sep.
Article in English | MEDLINE | ID: mdl-39147550

ABSTRACT

The use of natural and sustainable additives, that are less aggressive to the environment, is a trend in the food industry. Rhamnolipids (RL) biosurfactants have shown potential for controlling food pathogens however, due to the presence of free carboxyl groups, the pH and ionic strength may influence the properties of such surfactants. In this study, we describe the antimicrobial activity of RL under different pH values and NaCl concentrations, towards both planktonic and biofilms of Listeria monocytogenes. RL were effective at pH 5.0 and the addition of 5 % NaCl improved the bactericidal efficacy for planktonic and sessile cells. The effect of NaCl was more pronounced at pH above 6 showing a significant increase in RL antimicrobial activity. At pH 7.0 planktonic population was eradicated by RL only when salt was present whereas biofilm viability was decreased by 5 log with MBIC varying from > 2500.0 mg/L (RL) to 39.0 mg/L (RL + 5 % NaCl). Larger vesicular and lamellar RL self-assembly structures were predominant when NaCl was present, suggesting their association with the antimicrobial activity observed. The pH and ionic strength of the medium are important parameters to be considered for the development of RL-based strategies to control L. monocytogenes.


Subject(s)
Biofilms , Glycolipids , Listeria monocytogenes , Sodium Chloride , Listeria monocytogenes/drug effects , Listeria monocytogenes/growth & development , Hydrogen-Ion Concentration , Glycolipids/pharmacology , Glycolipids/chemistry , Sodium Chloride/pharmacology , Sodium Chloride/chemistry , Osmolar Concentration , Biofilms/drug effects , Biofilms/growth & development , Anti-Bacterial Agents/pharmacology , Surface-Active Agents/pharmacology , Surface-Active Agents/chemistry , Food Microbiology , Microbial Sensitivity Tests , Microbial Viability/drug effects
10.
Braz J Microbiol ; 55(3): 2119-2130, 2024 Sep.
Article in English | MEDLINE | ID: mdl-38954220

ABSTRACT

Biosurfactants, sustainable alternatives to petrochemical surfactants, are gaining attention for their potential in medical applications. This study focuses on producing, purifying, and characterizing a glycolipid biosurfactant from Candida sp. UFSJ7A, particularly for its application in biofilm prevention on siliconized latex catheter surfaces. The glycolipid was extracted and characterized, revealing a critical micellar concentration (CMC) of 0.98 mg/mL, indicating its efficiency at low concentrations. Its composition, confirmed through Fourier transform infrared spectroscopy (FT-IR) and thin layer chromatography (TLC), identified it as an anionic biosurfactant with a significant ionic charge of -14.8 mV. This anionic nature contributes to its biofilm prevention capabilities. The glycolipid showed a high emulsification index (E24) for toluene, gasoline, and soy oil and maintained stability under various pH and temperature conditions. Notably, its anti-adhesion activity against biofilms formed by Escherichia coli, Enterococcus faecalis, and Candida albicans was substantial. When siliconized latex catheter surfaces were preconditioned with 2 mg/mL of the glycolipid, biofilm formation was reduced by up to 97% for E. coli and C. albicans and 57% for E. faecalis. These results are particularly significant when compared to the efficacy of conventional surfactants like SDS, especially for E. coli and C. albicans. This study highlights glycolipids' potential as a biotechnological tool in reducing biofilm-associated infections on medical devices, demonstrating their promising applicability in healthcare settings.


Subject(s)
Biofilms , Candida , Catheters , Glycolipids , Surface-Active Agents , Glycolipids/pharmacology , Glycolipids/chemistry , Biofilms/drug effects , Biofilms/growth & development , Surface-Active Agents/pharmacology , Surface-Active Agents/chemistry , Candida/drug effects , Candida/physiology , Catheters/microbiology , Latex/chemistry , Latex/pharmacology , Escherichia coli/drug effects , Enterococcus faecalis/drug effects , Enterococcus faecalis/physiology , Candida albicans/drug effects , Candida albicans/physiology
11.
Int J Biol Macromol ; 278(Pt 1): 133672, 2024 Oct.
Article in English | MEDLINE | ID: mdl-38971276

ABSTRACT

Bioemulsifiers are compounds produced by microorganisms that reduce the interfacial forces between hydrophobic substances and water. Due to their potential in the pharmaceutical and food industries and their efficiency in oil spill remediation, they have been the subject of study in the scientific community while being safe, biodegradable, and sustainable compared to synthetic options. These biomolecules have high molecular weight and polymeric structures, distinguishing them from traditional biosurfactants. Emulsan, a bioemulsifier exopolysaccharide, is produced by Acinetobacter strains and is highly efficient in forming stable emulsions. Its low toxicity and high potential as an emulsifying agent promote its application in pharmaceutical and food industries as a drug-delivery vehicle and emulsion stabilizer. Due to the high environmental impact of oil spills, bioemulsifiers have great potential for environmental applications, such as bioremediation. This unique feature gives them a distinct mechanism of action in forming emulsions, resulting in minimal environmental impact. A better understanding of these aspects can improve the use of bioemulsifiers and environmental remediation in various industries. This review will discuss the production and characterization of Emulsan, focusing on recent advancements in cultivation conditions, purification techniques, compound identification, and ecotoxicity.


Subject(s)
Biodegradation, Environmental , Emulsifying Agents , Emulsifying Agents/chemistry , Polysaccharides, Bacterial/chemistry , Polysaccharides, Bacterial/biosynthesis , Polysaccharides, Bacterial/isolation & purification , Emulsions , Surface-Active Agents/chemistry , Acinetobacter/metabolism
12.
J Phys Chem B ; 128(28): 6940-6950, 2024 Jul 18.
Article in English | MEDLINE | ID: mdl-38956449

ABSTRACT

Two ionic liquids (ILs) with amphiphilic properties composed of 1-butyl-3-methylimidazolium dioctylsulfosuccinate (bmim-AOT) and 1-hexyl-3-methylimidazolium dioctylsulfosuccinate (hmim-AOT) form unilamellar vesicles spontaneously simply by dissolving the IL-like surfactant in water. These novel vesicles were characterized using two different and highly sensitive fluorescent probes: 6-propionyl-2-(dimethylaminonaphthalene) (PRODAN) and trans-4-[4-(dimethylamino)-styryl]-1-methylpyridinium iodide (HC). These fluorescent probes provide information about the physicochemical properties of the bilayer, such as micropolarity, microviscosity, and electron-donor capacity. In addition, the biocompatibility of these vesicles with the blood medium was evaluated, and their toxicity was determined using Dictyostelium discoideum amoebas. First, using PRODAN and HC, it was found that the bilayer composition and the chemical structure of the ions at the interface produced differences between both amphiphiles, making the vesicles different. Thus, the bilayer of hmim-AOT vesicles is less polar, more rigid, and has a lower electron-donor capacity than those made by bmim-AOT. Finally, the results obtained from the hemolysis studies and the growth behavior of unicellular amoebas, particularly utilizing the D. discoideum assay, showed that both vesicular systems do not produce toxic effects up to a concentration of 0.02 mg/mL. This elegant assay, devoid of animal usage, highlights the potential of these newly organized systems for the delivery of drugs and bioactive molecules of different polarities.


Subject(s)
Ionic Liquids , Surface-Active Agents , Unilamellar Liposomes , Ionic Liquids/chemistry , Surface-Active Agents/chemistry , Unilamellar Liposomes/chemistry , Unilamellar Liposomes/metabolism , Nanomedicine , Fluorescent Dyes/chemistry , Pyridinium Compounds/chemistry , Imidazoles/chemistry , Lipid Bilayers/chemistry
13.
Bioprocess Biosyst Eng ; 47(9): 1555-1570, 2024 Sep.
Article in English | MEDLINE | ID: mdl-38916653

ABSTRACT

Biosurfactants (BSFs) are molecules produced by microorganisms from various carbon sources, with applications in bioremediation and petroleum recovery. However, the production cost limits large-scale applications. This study optimized BSFs production by Bacillus velezensis (strain MO13) using residual glycerin as a substrate. The spherical quadratic central composite design (CCD) model was used to standardize carbon source concentration (30 g/L), temperature (34 °C), pH (7.2), stirring (239 rpm), and aeration (0.775 vvm) in a 5-L bioreactor. Maximum BSFs production reached 1527.6 mg/L of surfactins and 176.88 mg/L of iturins, a threefold increase through optimization. Microbial development, substrate consumption, concentration of BSFs, and surface tension were also evaluated on the bioprocess dynamics. Mass spectrometry Q-TOF-MS identified five surfactin and two iturin isoforms produced by B. velezensis MO13. This study demonstrates significant progress on BSF production using industrial waste as a microbial substrate, surpassing reported concentrations in the literature.


Subject(s)
Bacillus , Glycerol , Lipopeptides , Surface-Active Agents , Bacillus/metabolism , Surface-Active Agents/metabolism , Surface-Active Agents/chemistry , Lipopeptides/biosynthesis , Lipopeptides/chemistry , Glycerol/metabolism , Bioreactors
14.
Future Microbiol ; 19(8): 667-679, 2024.
Article in English | MEDLINE | ID: mdl-38864708

ABSTRACT

Aim: The present study investigated the antimicrobial effectiveness of a rhamnolipid complexed with arginine (RLMIX_Arg) against planktonic cells and biofilms of methicillin-resistant Staphylococcus aureus (MRSA). Methodology: Susceptibility testing was performed using the Clinical & Laboratory Standards Institute protocol: M07-A10, checkerboard test, biofilm in plates and catheters and flow cytometry were used. Result: RLMIX_Arg has bactericidal and synergistic activity with oxacillin. RLMIX_Arg inhibits the formation of MRSA biofilms on plates at sub-inhibitory concentrations and has antibiofilm action against MRSA in peripheral venous catheters. Catheters impregnated with RLMIX_Arg reduce the formation of MRSA biofilms. Conclusion: RLMIX_Arg exhibits potential for application in preventing infections related to methicillin-resistant S. aureus biofilms.


[Box: see text].


Subject(s)
Anti-Bacterial Agents , Arginine , Biofilms , Methicillin-Resistant Staphylococcus aureus , Microbial Sensitivity Tests , Surface-Active Agents , Biofilms/drug effects , Biofilms/growth & development , Methicillin-Resistant Staphylococcus aureus/drug effects , Arginine/pharmacology , Arginine/chemistry , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Humans , Surface-Active Agents/pharmacology , Surface-Active Agents/chemistry , Glycolipids/pharmacology , Glycolipids/chemistry , Staphylococcal Infections/microbiology , Staphylococcal Infections/prevention & control , Staphylococcal Infections/drug therapy , Oxacillin/pharmacology , Drug Synergism
15.
Nanomedicine (Lond) ; 19(15): 1407-1423, 2024 06 20.
Article in English | MEDLINE | ID: mdl-38920352

ABSTRACT

Aim: To investigate the effect of surfactant type on curcumin-loaded (CUR) PLGA nanoparticles (NPs) to modulate monocyte functions. Materials & methods: The nanoprecipitation method was used, and PLGA NPs were designed using Pluronic F127 (F127) and/or lecithin (LEC) as surfactants. Results: The Z-average of the NPs was <200 nm, they had a spherical shape, Derjaguin-Muller-Toporov modulus >0.128 MPa, they were stable during storage at 4°C, ζ-potential ∼-40 mV, polydispersity index <0.26 and % EE of CUR >94%. PLGA-LEC/F127 NPs showed favorable physicochemical and nanomechanical properties. These NPs were bound and internalized mainly by monocytes, suppressed monocyte-induced reactive oxygen species production, and decreased the ability of monocytes to modulate T-cell proliferation. Conclusion: These results demonstrate the potential of these NPs for targeted therapy.


This study explores how different surfactants affect curcumin-loaded PLGA nanoparticles, a biodegradable polymer. The nanoparticles were designed using Pluronic F127 and/or lecithin as surfactants. They are less than 200 nm and spherical. They are stable when stored at 4 °C, with a surface charge of about -40 mV, and can encapsulate more than 94% of curcumin.The results of this study are promising, showing that PLGA nanoparticles using a mixture of lecithin and Pluronic F127 as surfactants have favorable properties toward monocyte adhesion. They are primarily taken up by monocytes, a type of white blood cell, and demonstrate a remarkable ability to reduce the production of reactive oxygen species, which can cause cell damage, as well as the ability of monocytes to stimulate the proliferation of T cells. This underscores the potential of these nanoparticles in targeted therapy, particularly in diseases where monocytes play a pivotal role, such as chronic inflammatory conditions.


Subject(s)
Curcumin , Lecithins , Monocytes , Nanoparticles , Poloxamer , Humans , Cell Proliferation/drug effects , Curcumin/chemistry , Curcumin/pharmacology , Drug Carriers/chemistry , Lecithins/chemistry , Monocytes/drug effects , Monocytes/metabolism , Nanoparticles/chemistry , Particle Size , Poloxamer/chemistry , Polylactic Acid-Polyglycolic Acid Copolymer/chemistry , Reactive Oxygen Species/metabolism , Surface-Active Agents/chemistry , T-Lymphocytes/drug effects
16.
Food Res Int ; 187: 114430, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38763679

ABSTRACT

Oleogels have been explored as fat substitutes due to their healthier composition compared to trans and saturated fats, also presenting interesting technological perspectives. The aim of this study was to investigate the compositional perspective of multicomponent oleogels. Structuring ability of lecithin (LEC) (20 or 90 wt% of phosphatidylcholine - PC) combined with glycerol monostearate (GMS), sorbitan monostearate (SMS) or sucrose monostearate (SAC) in sunflower oil was evaluated from oleogels properties. The thermal and rheological properties, microstructure and stability of the oleogels were affected by the difference in the chemical composition of LEC and the ratio between LEC and different surfactants. Interestingly, low-phosphatidylcholine LEC (L20) performed better, although systems formed with reduced amounts of LEC tended to be softer (LEC-GMS) and present high oil holding capacity (LEC-SMS). The mixtures of LEC and monostearate-based surfactants showed different behaviors, depending on the surfactant polar head. In LEC-GMS systems, LEC hindered the self-assembly of GMS in sunflower oil, compromising mechanical properties and increasing oil release. When combined with SMS, LEC acted as a crystal habit modifier of SMS, forming a more homogeneous microstructure and producing stronger oleogels with greater oil binding capacity. However, above the threshold concentration, LEC prevented SMS self-assembly, resulting in a weaker gel. A positive interaction was found in LEC-SAC formulations in specific ratios, since SAC cannot act as a single oleogelator. Results show the impact of solubility balance played by LEC and fatty-acid derivatives surfactant when combined and used as oleogelators. This knowledge can contribute to a rational perspective in the preparation and modulation of the properties of edible oleogels.


Subject(s)
Lecithins , Organic Chemicals , Rheology , Sunflower Oil , Surface-Active Agents , Lecithins/chemistry , Organic Chemicals/chemistry , Sunflower Oil/chemistry , Surface-Active Agents/chemistry , Hexoses/chemistry , Fat Substitutes/chemistry , Glycerides/chemistry , Sucrose/chemistry
17.
J Mater Chem B ; 12(29): 7076-7089, 2024 Jul 24.
Article in English | MEDLINE | ID: mdl-38817163

ABSTRACT

A series of amphiphilic block copolymer (BCP) micelles based on poly(dimethylsiloxane) (PDMS) and poly(ethylene glycol) (PEG) were synthesized by a one-step reaction in the presence of tris(pentafluorophenyl)borane (BCF) as a catalyst. The structural composition of PDMS-b-PEG (PR11) and PEG-b-PDMS-b-PEG (PR12) was corroborated by FTIR, 29Si NMR, and TGA. The BCPs were assembled in an aqueous solution, obtaining micelles between 57 and 87 nm in size. PR11 exhibited a higher (2.0 g L-1) critical micelle concentration (CMC) than PR12 (1.5 g L-1) due to the short chain length. The synthesized nano micelles were used to encapsulate curcumin, which is one of three compounds of turmeric plant 'Curcuma longa' with significant biological activities, including antioxidant, chemoprotective, antibacterial, anti-inflammatory, antiviral, and anti-depressant properties. The encapsulation efficiency of curcumin was 60% for PR11 and 45% for PR12. Regarding the release study, PR11 delivered 53% curcumin after five days under acidic conditions (pH of 1.2) compared to 43% at a pH of 7.4. The degradation products of curcumin were observed under basic conditions and were more stable at acidic pH. In both situations, the release process is carried out by breaking the silyl-ether bond, allowing the release of curcumin. PR11 showed prolonged release times, so it could be used to reduce ingestion times and simultaneously work as a nanocarrier for other hydrophobic drugs.


Subject(s)
Curcumin , Dimethylpolysiloxanes , Micelles , Polyethylene Glycols , Curcumin/chemistry , Curcumin/pharmacology , Dimethylpolysiloxanes/chemistry , Polyethylene Glycols/chemistry , Particle Size , Boranes/chemistry , Drug Liberation , Drug Carriers/chemistry , Drug Carriers/chemical synthesis , Surface-Active Agents/chemistry , Surface-Active Agents/chemical synthesis
18.
Biopolymers ; 115(4): e23582, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38680100

ABSTRACT

This study focused on synthesizing and characterizing PEGylated amphiphilic block copolymers with pendant linoleic acid (Lin) moieties as an alternative to enhance their potential in drug delivery applications. The synthesis involved a two-step process, starting with ring-opening polymerization of ε-caprolactone (CL) and propargylated cyclic carbonate (MCP) to obtain PEG-b-P(CL-co-MCP) copolymers, which were subsequently modified via click chemistry. Various reaction conditions were explored to improve the yield and efficiency of the click chemistry step. The use of anisole as a solvent, N-(3-azidopropyl)linoleamide as a substrate, and a reaction temperature of 60°C proved to be highly efficient, achieving nearly 100% conversion at a low catalyst concentration. The resulting copolymers exhibited controlled molecular weights and low polydispersity, confirming the successful synthesis. Furthermore, click chemistry allows for the attachment of Lin moieties to the copolymer, enhancing its hydrophobic character, as deduced from their significantly lower critical micelle concentration than that of traditional PEG-b-PCL systems, which is indicative of enhanced stability against dilution. The modified copolymers exhibited improved thermal stability, making them suitable for applications that require high processing temperatures. Dynamic light scattering and transmission electron microscopy confirmed the formation of micellar structures with sizes below 100 nm and minimal aggregate formation. Additionally, 1H NMR spectroscopy in deuterated water revealed the presence of core-shell micelles, which provided higher kinetic stability against dilution.


Subject(s)
Click Chemistry , Polyethylene Glycols , Polymerization , Click Chemistry/methods , Polyethylene Glycols/chemistry , Linoleic Acid/chemistry , Micelles , Hydrophobic and Hydrophilic Interactions , Surface-Active Agents/chemistry , Surface-Active Agents/chemical synthesis , Molecular Weight
19.
Chemosphere ; 355: 141807, 2024 May.
Article in English | MEDLINE | ID: mdl-38552803

ABSTRACT

The present study investigates the potential for biosurfactant production of 19 marine yeast species obtained from zoanthids. Using the emulsification index test to screen the samples produced by the marine yeasts, we verified that five isolates exhibited an emulsification index ≥50%. Additional tests were performed on such isolates, including oil displacement, drop collapse, Parafilm M assay, and surface tension measurement. The tolerance of produced biosurfactants for environmental conditions was also analyzed, especially considering the media's temperature, pH, and salinity. Moreover, the surfactant's ability to emulsify different hydrocarbon sources and to metabolize kerosene as the sole carbon source was evaluated in vitro. Our results demonstrate that yeast biosurfactants can emulsify hydrocarbon sources under different physicochemical conditions and metabolize kerosene as a carbon source. Considering the Yarrowia lipolytica LMS 24B as the yeast model for biosurfactant production from the cell's wall biomass, emulsification indexes of 61.2% were obtained, even at a high temperature of 120 °C. Furthermore, the Fourier-transform middle infrared spectroscopy (FTIR) analysis of the biosurfactant's chemical composition revealed the presence of distinct functional groups assigned to a glycoprotein complex. Considering the status of developing new bioproducts and bioprocesses nowadays, our findings bring a new perspective to biosurfactant production by marine yeasts, especially Y. lipolytica LMS 24B. In particular, the presented results validate the relevance of marine environments as valuable sources of genetic resources, i.e., yeast strains capable of metabolizing and emulsifying petroleum derivatives.


Subject(s)
Petroleum , Yarrowia , Yarrowia/metabolism , Surface-Active Agents/chemistry , Kerosene , Petroleum/analysis , Hydrocarbons/metabolism , Carbon/metabolism , Biodegradation, Environmental
20.
Sci Rep ; 14(1): 4629, 2024 03 12.
Article in English | MEDLINE | ID: mdl-38472312

ABSTRACT

Biosurfactants encompass structurally and chemically diverse molecules with surface active properties, and a broad industrial deployment, including pharmaceuticals. The interest is growing mainly for the low toxicity, biodegradability, and production from renewable sources. In this work, the optimized biosurfactant production by Pseudomonas aeruginosa BM02, isolated from the soil of a mining area in the Brazilian Amazon region was assessed, in addition to its antiviral, antitumor, and antimicrobial activities. The optimal conditions for biosurfactant production were determined using a factorial design, which showed the best yield (2.28 mg/mL) at 25 °C, pH 5, and 1% glycerol. The biosurfactant obtained was characterized as a mixture of rhamnolipids with virucidal properties against Herpes Simplex Virus, Coronavirus, and Respiratory Syncytial Virus, in addition to antimicrobial properties against Gram-positive bacteria (Staphylococcus aureus and Enterococcus faecium), at 50 µg/mL. The antitumor activity of BS (12.5 µg/mL) was also demonstrated, with potential selectivity in reducing the proliferation of breast tumor cells, after 1 min of exposure. These results demonstrate the importance of studying the interconnection between cultivation conditions and properties of industrially important compounds, such as rhamnolipid-type biosurfactant from P. aeruginosa BM02, a promising and sustainable alternative in the development of new antiviral, antitumor, and antimicrobial prototypes.


Subject(s)
Pseudomonas aeruginosa , Surface-Active Agents , Surface-Active Agents/chemistry , Glycolipids/chemistry , Antiviral Agents
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