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1.
Int J Biol Macromol ; 257(Pt 2): 128742, 2024 Feb.
Article in English | MEDLINE | ID: mdl-38092112

ABSTRACT

The production of novel natural medicines for the treatment of Helicobacter pylori (H. pylori) has lately attracted a lot of interest. Some bacterial infections have traditionally been alleviated by terpenes. The present work intended to examine the impact of several chitosan menthone Schiff base nanocomposites on the treatment of H. pylori infection as well as on its anti-inflammatory capacity. Chitosan (Cs) was condensed with menthone with different molar ratios of Cs:menthone (1:0.5, 1:1, and 1:2) to produce chitosan Schiff bases namely; Cs-SB1, Cs-SB2, and Cs-SB3, respectively. Cs-SB3 Schiff base nanocomposites were prepared individually by adding 2%Ag, 2%Se, (1%Ag + 1%Se), and 2%Fe2O3 nanoparticles to produce compounds denoted as Cs-SB-Ag, Cs-SB-Se, Cs-SB-Ag/ Se, and Cs-SB-Fe, respectively. The anti-H. pylori activity of Cs-SB-Se was detected at a minimal inhibitory concentration MIC of 1.9 µg/mL making it the most biologically active compound in our study. Cs-SB-Se nanocomposite was tested for its cyclooxygenases (COX-1 and COX-2) inhibitory potential which demonstrated inhibitory efficacy towards COX enzymes with inhibition value against COX-1 (IC50 = 49.86 ± 1.784 µg/mL) and COX-2 (IC50 = 12.64 ± 0.463 µg/mL) which were less than the well-known Celecoxib (22.65 ± 0.081 and 0.789 ± 0.029 µg/mL) and Indomethacin (0.035 ± 0.001 and 0.08 ± 0.003 µg/mL) inhibitors. The selectivity index SI = 3.94 for tested nanocomposites indicated higher selectivity for COX-1. The cytotoxicity of the Cs-SB-Se nanocomposite was evaluated in Vero cells (CCL-81) and it showed that at a concentration of 62.5 µg/mL, cell viability was 85.43 %.


Subject(s)
Chitosan , Helicobacter pylori , Menthol , Nanocomposites , Nanoparticles , Animals , Chlorocebus aethiops , Chitosan/pharmacology , Schiff Bases/pharmacology , Vero Cells , Cyclooxygenase 2 , Anti-Bacterial Agents/pharmacology
2.
Environ Sci Pollut Res Int ; 30(49): 106790-106811, 2023 Oct.
Article in English | MEDLINE | ID: mdl-36334198

ABSTRACT

Three new cross-linked chitosan derivatives were yielded through intensification of chitosan with diverse types of bis-aldehydes. The prepared cross-linked chitosan was characterized by FTIR, 1H NMR, XRD, and TGA techniques. TGA indicated an improvement in thermal stability of the cross-linked chitosan compared with pure chitosan. Batch adsorption experiments showed that the three novel cross-linked chitosan bis-aldehyde derivatives possessed good adsorption capacity against U(VI) in the order of BFPA > BFB > BODB (adsorption capacity of the three adsorbents for U(VI) reaches 142, 124, and 114 mg/g respectively) and the adsorption isotherm and kinetic were well described by the Langmuir and the pseudo-second-order kinetic model, respectively. In addition, the prepared cross-linked chitosan bis-aldehyde derivatives were examined as U(VI) catcher from waste solutions.


Subject(s)
Chitosan , Uranium , Water Pollutants, Chemical , Chitosan/chemistry , Uranium/chemistry , Schiff Bases/chemistry , Water , Adsorption , Kinetics , Water Pollutants, Chemical/chemistry , Aldehydes , Hydrogen-Ion Concentration , Solutions
3.
Int J Biol Macromol ; 208: 1029-1045, 2022 May 31.
Article in English | MEDLINE | ID: mdl-35378157

ABSTRACT

Chitosan (Cs) bis-aldehyde Schiff base derivatives were synthesized by condensation of Cs with three bis-aldehydes namely; butane-1,4-diyl bis(4-formylbenzoate), N,N'-(butane-1,4-diyl)bis(2-(4-formylphenoxy)acetamide) and 4,4'-(butane-1,4-diylbis(oxy))dibenzaldehyde. The prepared Cs derivatives were blended with carboxymethyl chitosan(CMC) and graphene quantum dots (GQDs) to produce semi-IPNs polyelectrolyte complexes (PECs). and characterized with respect to their molecular structure and physio-chemical properties. The antibacterial activity against H. pylori (and in vitro Inosine 5'-monophosphate dehydrogenase IMPDH inhibitory assay) was evaluated. Additionally, a preliminary in vitro assessment for wound healing was performed against PECs in which wound closure percentages, and rates were investigated indicating an accelerated wound healing compared with untreated cells. The PEC based on Schiff base PEC containing amide linkage showed the highest wound healing ability. A minimal inhibitory concentration (MIC) was obtained for the PEC sample containing Cs Schiff base derived from 4,4'-(butane-1, 4-diylbis(oxy))dibenzaldehyde at a dose of 0.98 µg/ml inhibiting H. pylori growth by 100%. Additionally, the selected above-mentioned compound was selected to test its inhibitory activity against the HpIMPDH enzyme in addition to its selectivity towards the hIMPDH2 enzyme and was found to have promising activity against the HpIMPDH enzyme with IC50 value of 0.65 µM, and to be safer and less active against the hIMPDH2 enzyme with IC50 > 10 µM, reflecting its selectivity.


Subject(s)
Chitosan , Graphite , Helicobacter pylori , Quantum Dots , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Butanes , Chitosan/chemistry , IMP Dehydrogenase , Polyelectrolytes , Prospective Studies , Schiff Bases/chemistry
4.
Int J Biol Macromol ; 154: 683-697, 2020 Jul 01.
Article in English | MEDLINE | ID: mdl-32194112

ABSTRACT

Chitosan has been termed as the most well-known among biopolymers, receiving widespread attention from researchers in various fields mainly, agriculture, food, and health. Chitosan is a deacetylated derivative of chitin, mainly isolated from waste shells of the phylum Arthropoda after their consumption as food. Chitosan molecules can be easily modified for adsorption and slow release of plant growth regulators, herbicides, pesticides, and fertilizers, etc. Chitosan as a carrier and control release matrix that offers many benefits including; protection of biomolecules from harsh environmental conditions such as pH, light, temperatures and prolonged release of active ingredients from its matrix consequently protecting the plant's cells from the hazardous effects of burst release. In the current review, tends to discuss the recent advances in the area of chitosan application as a control release system. Also, future recommendations will be made in light of current advancements and major gaps.


Subject(s)
Agriculture/methods , Chitosan/chemistry , Drug Carriers/chemistry , Nanostructures/chemistry , Pest Control , Agrochemicals , Plants
5.
Int J Biol Macromol ; 153: 492-501, 2020 Jun 15.
Article in English | MEDLINE | ID: mdl-32112843

ABSTRACT

Three heteroaryl pyrazole derivatives; namely 1-phenyl-3-(thiophene-2-yl)-1H-pyrazole-4-carbaldehyde, 1-phenyl-3-(furan-2-yl)-1H-pyrazole-4-carbaldehyde and 1-phenyl-3-(pyridine-3-yl)-1H-pyrazole-4-carbaldehyde were synthesized and reacted with chitosan to form Schiff bases of chitosan. All newly synthesized compounds have been characterized by solubility tests, elemental analysis, spectral (FTIR, 1H NMR) analyses, thermogravimetric analysis and X-ray diffraction (XRD). The Schiff bases were screened for their biological activity against gram-negative bacteria (Escherichia coli and Klebsiella pneumonia), gram-positive bacteria (Staphylococcus aureus and Streptococcus mutans) and fungi (Asperagillus fumigatus and Candida albican). The results indicated that the antimicrobial activity was dependent on the type of the Schiff base moiety. Cytotoxicity of the prepared chitosan derivatives was evaluated by MTT assay and the results indicated the absence of cytotoxic activity.


Subject(s)
Anti-Bacterial Agents , Antifungal Agents , Aspergillus fumigatus/growth & development , Bacteria/growth & development , Candida albicans/growth & development , Chitosan/chemistry , Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Antifungal Agents/chemical synthesis , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Schiff Bases/chemistry , Schiff Bases/pharmacology
6.
Int J Biol Macromol ; 121: 889-904, 2019 Jan.
Article in English | MEDLINE | ID: mdl-30340012

ABSTRACT

Chitosan is obtained from chitin, which could be considered to be the most abundant polymer after cellulose. Owing to these properties, chitosan alone or chitosan-based composite film production is attaining huge attention in terms of applications from researchers and industrialists coming from divergent fields. To enhance the biological (mainly antimicrobial and antioxidant) and physiological (mainly mechanical, thermal and barrier) attributes of the chitosan-based films, a vast medley of plant extracts and supporting polymers has been blended into chitosan films. Considering the up to date literature reports based on chitosan film production and applications, it can be stated that still, the research ratio is low in this field. Chitosan blend/composite films with specific properties (superhydrophobicity, excellent mechanical strength, acceptable barrier properties) can be produced only for specific applications in food technology. In the current review, we tried to summarize the advancements made in the last 5-7 years in the field of chitosan film technology for its application in the food industry.


Subject(s)
Biocompatible Materials/chemistry , Chitosan/chemistry , Food Technology , Chemical Phenomena , Humans
7.
Int J Biol Macromol ; 70: 199-207, 2014 Sep.
Article in English | MEDLINE | ID: mdl-25002014

ABSTRACT

Three acyl derivatives of chitosan (CS) with different side chains were synthesized and their structures were characterized. Their swelling behavior was investigated. The antifungal behavior of these chitosan derivatives was investigated in vitro on the mycelial growth, sporulation and germination of conidia or sclerotia of the sugar-beet pathogens, Rhizoctonia solani K"uhn (AG2-2) and Sclerotium rolfsii Sacc. All the prepared derivatives had a significant inhibiting effect on the different stages of development on the germination of conidia or sclerotia of all the investigated fungi. In the absence of chitosan and its derivative, R. solani exhibited the fastest growth of the fungi studied.


Subject(s)
Chitosan/chemistry , Disinfectants/chemistry , Disinfectants/pharmacology , Thiourea/chemistry , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Chitosan/chemical synthesis , Microbial Sensitivity Tests , Spectroscopy, Fourier Transform Infrared , Thermogravimetry , X-Ray Diffraction
8.
Mater Sci Eng C Mater Biol Appl ; 33(4): 1819-41, 2013 May 01.
Article in English | MEDLINE | ID: mdl-23498203

ABSTRACT

Chitosan is a biodegradable biocompatible polymer derived from natural renewable resources with numerous applications in various fields, and one of which is the area of edible films and coatings. Chitosan has antibacterial and antifungal properties which qualify it for food protection, however, its weak mechanical properties, gas and water vapor permeability limit its uses. This review discusses the application of chitosan and its blends with other natural polymers such as starch and other ingredients for example essential oils, and clay in the field of edible films for food protection. The mechanical behavior and the gas and water vapor permeability of the films are also discussed. References dealing with the antimicrobial behavior of these films and their impact on food protection are explored.


Subject(s)
Chitosan/pharmacology , Coated Materials, Biocompatible/pharmacology , Food Storage , Anti-Bacterial Agents/pharmacology , Chitosan/chemistry , Electricity , Humans , Oils, Volatile/pharmacology
9.
Mater Sci Eng C Mater Biol Appl ; 32(7): 1711-1726, 2012 Oct 01.
Article in English | MEDLINE | ID: mdl-34062651

ABSTRACT

Chitin and chitosan are natural polymers with a huge potential in numerous fields, namely, biomedical, biological, and many industrial applications such as waste water treatment due to the fact that they can absorb and chelate many metal cations. Electrospinning is a growing field of research to produce submicron fibers with promising applications in biomedical fields like tissue engineering scaffolds and wound healing capabilities. Both chitin and chitosan polymers were found to be hard to electrospun, however, many researchers manage to produce nano-fibers using special solvents; for example, 90% acetic acid was found to reduce the surface tension making electrospinning feasible. Mixtures of organic acids were also experimented to produce homogenous and uniform fibers. Bigger attention was given to electrospinning of their soluble derivatives such as dibutyryl and carboxymethyl chitin. More derivatives of chitosan were investigated to produce nano-fibers such as hexanoyl, polyethyleneglycol, carboxymethyl, and a series of quaternized chitosan derivatives. The obtained nano-fibers were found to have much better qualities than normal chitosan fibers. Several polymer blends of chitin/chitosan with many commercial polymers were found to be amenable for electrospinning producing uniform beads free fibers. The review surveys the various approaches for successful electrospinning of chitin, chitosan, their derivatives, and blends with several other polymers.

10.
Colloids Surf B Biointerfaces ; 74(1): 1-16, 2009 Nov 01.
Article in English | MEDLINE | ID: mdl-19682870

ABSTRACT

This review discusses the definition of surface active agents and specifically natural polymeric surface active agents. Chitosan by itself was found to have weak surface activity since it has no hydrophobic segments. Chemical modifications of chitosan could improve such surface activity. This is achieved by introducing hydrophobic substituents in its glucosidic group. Several examples of chitosan derivatives with surfactant activity have been surveyed. The surface active polymers form micelles and aggregates which have enormous importance in the entrapment of water-insoluble drugs and consequently applications in the controlled drug delivery and many biomedical fields. Chitosan also interacts with several substrates by electrostatic and hydrophobic interactions with considerable biomedical applications.


Subject(s)
Chitosan/analogs & derivatives , Chitosan/chemistry , Surface-Active Agents/chemistry , Humans , Hydrophobic and Hydrophilic Interactions , Pulmonary Surfactants/chemistry , Solutions , Surface Properties
11.
Bioresour Technol ; 99(5): 1359-67, 2008 Mar.
Article in English | MEDLINE | ID: mdl-17383869

ABSTRACT

Chitin has been extracted from six different local sources in Egypt. The obtained chitin was converted into the more useful soluble chitosan by steeping into solutions of NaOH of various concentrations and for extended periods of time, then the alkali chitin was heated in an autoclave which dramatically reduced the time of deacetylation. Chitin from squid pens did not require steeping in sodium hydroxide solution and showed much higher reactivity towards deacetylation in the autoclave that even after 15 min of heating a degree of deacetylation of 90% was achieved. The obtained chitin and chitosan were characterized by spectral analysis, X-ray diffraction and thermo gravimetric analysis.


Subject(s)
Chitin/chemistry , Chitosan/chemistry , Egypt , Hot Temperature , Sodium Hydroxide/chemistry , Spectroscopy, Fourier Transform Infrared , Time Factors , X-Ray Diffraction
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