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Journal of Biomaterials Science.... Jun 2023Copper is a trace element of biological significance that can form complexes with several thiol containing compounds which can be used as filler in biomedical...
Copper is a trace element of biological significance that can form complexes with several thiol containing compounds which can be used as filler in biomedical polyurethanes. In this work, segmented polyurethanes (SPUs) were synthesized with thiol containing compounds as chain extenders including d-penicillamine (DP), l-penicillamine (LP), l-cysteine (LC) and reduced glutathione (GR). Then, the synthesized polyurethane was filled with copper chelates based on the same chain extenders. Evidence of free thiol containing chain extender in polyurethane was not observed by FTIR and Raman but EDX provided evidence of sulfur in the unfilled polyurethane and copper and sulfur in their composite. DSC and DRX showed the semi-crystalline nature of the polyurethanes which provided good mechanical properties, especially to those prepared with DP. The of the PCL determined by DMA shifted toward higher temperatures by the addition of copper complexes while TGA studies showed that the thermal degradation was slightly improved when LCCu and GRCu complex were added. Macrophage viability was observed in all composition studied after longer times of extraction (72 h) and dilutions (1:2 to 1:32) but remarkably high in those prepared with LCCu and GRCu. The anti-inflammatory response was proved in LC and GR copper complex filled polyurethanes as IL-4 and IL-10 increased with time while IL-1β and TNF-α were reduced.
Topics: Polyurethanes; Biocompatible Materials; Copper; Sulfur; Anti-Inflammatory Agents
PubMed: 36475413
DOI: 10.1080/09205063.2022.2155783 -
ACS Applied Materials & Interfaces Oct 2021A novel chiral separation membrane was fabricated by assembling l-cysteine (l-Cys)-modified graphene oxide sheets. l-Cys modification leads to an enantiomer separation...
A novel chiral separation membrane was fabricated by assembling l-cysteine (l-Cys)-modified graphene oxide sheets. l-Cys modification leads to an enantiomer separation membrane with an accessible interlayer spacing of 8 Å, which allows high solvent permeability. In the racemate separation experiments under isobaric conditions, the enantiomeric excess (ee) values of alanine (Ala), threonine (Thr), tyrosine (Tyr), and penicillamine (Pen) racemates in the permeation solution were 43.60, 44.11, 27.43, and 46.44%, respectively. In the racemate separation experiments under negative pressure, the separation performances of Ala, Thr, and Tyr were still maintained, and the enantiomeric excess (ee) values of the filtrate after separation were 56.80, 54.57, and 32.34%, respectively. These results indicate that the as-prepared GO-Cys membrane has a great practical value in the field of enantiomer separation.
PubMed: 34628847
DOI: 10.1021/acsami.1c14900 -
Free Radical Biology & Medicine Feb 2021We have recently found that penicillamine, a classic copper-chelating thiol-drug for Wilson's disease, can delay tetrachlorohydroquinone (TCHQ) autooxidation via a...
We have recently found that penicillamine, a classic copper-chelating thiol-drug for Wilson's disease, can delay tetrachlorohydroquinone (TCHQ) autooxidation via a previously unrecognized redox-activity. However, its underlying molecular mechanism remains not fully understood. In this study, we found, interestingly and unexpectedly, that superoxide dismutase (SOD) can significantly shorten the delay of TCHQ autooxidation by penicillamine, but not by ascorbate; SOD can also markedly increase the yields of the oxidized form of penicillamine. Similar effects were observed with a recently-developed specific and sensitive superoxide anion radical (O) probe CT-02H, which was also employed to successfully measure O generated from both TCHQ and TCHQ/penicillamine systems for the first time. More importantly, addition of extra O (KO/18-crown-6) can further prolong the delaying effects by penicillamine and slow down penicillamine consumption. Taken together, an unexpected critical role of O in TCHQ/penicillamine interaction was proposed: O may regenerate penicillamine, thereby continuously reducing TCSQ to TCHQ and finally delaying TCHQ autooxidation; In contrast, if O were eliminated, which can not only markedly change the reaction equilibrium, accelerate the rate of interaction, and ultimately shorten the delay of TCHQ autooxidation by penicillamine, but can also accelerate penicillamine oxidation to form its corresponding disulfide solely via redox reaction without any minor nucleophilic reaction. These findings not only further support our previously-proposed redox mechanism for the protection against TCHQ-induced cytotoxicity by penicillamine, but also reveal a new mode of action for O in the inhibition of haloquinoids-induced toxicity by thiol antioxidants.
Topics: Antioxidants; Oxidation-Reduction; Penicillamine; Superoxide Dismutase; Superoxides
PubMed: 33352220
DOI: 10.1016/j.freeradbiomed.2020.12.014 -
Acta Pharmaceutica (Zagreb, Croatia) Dec 2021A novel and simple method for the determination of penicillamine (PEN), tiopronin (mercaptopropionyl glycine, MPG) and glutathione (GSH) in pharmaceutical formulations...
A novel and simple method for the determination of penicillamine (PEN), tiopronin (mercaptopropionyl glycine, MPG) and glutathione (GSH) in pharmaceutical formulations by kinetic spectrophotometry has been developed and validated. It is based on the redox reaction where the thiol compound (RSH) reduces Cu-neocuproine complex to Cu-neocuproine complex. The non-steady state signal of the formed Cu- neocuproine complex is measured at 458 nm. The initial rate and fixed time (at 1 min) methods were validated. The calibration graph was linear in the concentration range from 8.0 × 10 to 8.0 × 10 mol L for the initial rate method and from 6.0 × 10 to 6.0 × 10 mol L for the fixed time method, with the detection limits of 2.4 × 10 and 1.4 × 10 mol L, resp. Levels of PEN, MPG and GSH in pharmaceutical formulations were successfully assayed by both methods. The advantages of the presented methods include sensitivity, short analysis time, ease of application and low cost.
PubMed: 36651552
DOI: 10.2478/acph-2021-0038 -
Romanian Journal of Morphology and... 2020Abdominal elastotic deposits are uncommon lesions that often presents as polyps. They show three histological patterns: fibroelastosis, angioelastosis, and... (Review)
Review
Abdominal elastotic deposits are uncommon lesions that often presents as polyps. They show three histological patterns: fibroelastosis, angioelastosis, and elastofibroma. We describe 23 cases including rare locations, such as mesentery, greater omentum, hernia sac, spleen, peripancreatic fat, and hypodermal fat. The age of the patients ranged from 49 to 93 years (mean, 76.8 years). Most lesions were discovered incidentally in the microscopic study. The most frequent locations were peritoneal subserosa (43.5%) and mesentery∕mesocolon∕greater omentum (39.1%). The most common pattern was fibroelastosis (69.6%) followed by angioelastosis (26.1%). We observed one case of omental elastofibroma. A review of the 14 abdominal elastofibromas described including our case revealed that the age of the patients ranged from 45 to 88 years (mean, 68.5 years). Female predominance is striking (M:F, 1:12). The most common site was the stomach (50%). The greater omentum (14.3%), small intestine (7.1%), and pancreas (7.1%) are very rare sites for this lesion. Only one case before ours has been published in the greater omentum. The size of the lesions ranged from 0.7 cm to 8 cm (mean 3.2 cm). In 36.4% of the cases located in the digestive tract, the mucosa did not show alterations. Ulcerations (36.4%) or polypoid excrescences (18.2%) were mostly observed. Six (42.9%) cases were asymptomatic and six (42.9%) cases simulated a neoplasm. Two cases were associated with elastofibromas in other locations. Differential diagnosis includes amyloidoma, elastofibrolipoma, mesenteric elastic vascular sclerosis in neuroendocrine tumors, diverticular disease elastosis, pseudoxanthoma elasticum, pulse granuloma, and digestive lesions in patients treated with D-Penicillamine.
Topics: Aged; Aged, 80 and over; Female; Gastrointestinal Tract; Humans; Intestine, Small; Mesentery; Middle Aged; Omentum; Soft Tissue Neoplasms
PubMed: 33817725
DOI: 10.47162/RJME.61.3.22 -
Angewandte Chemie (International Ed. in... Oct 2019A 60-nuclear silver sulfide nanocluster with a highly positive charge (1) has been synthesized by mixing an octahedral Rh complex with 2-aminoethanethiolate ligands,... (Review)
Review
A 60-nuclear silver sulfide nanocluster with a highly positive charge (1) has been synthesized by mixing an octahedral Rh complex with 2-aminoethanethiolate ligands, silver(I) nitrate, and d-penicillamine in water under mild conditions. The spherical surface of 1 is protected by the chiral octahedral Rh complex, with cleavage of the C-S bond of the d-penicillamine supplying the sulfide ions. Although 1 does not contain d-penicillamine, it is optically active because of the enantiomeric excess of the Rh molecules induced by chiral transfer from d-penicillamine. 1 can accommodate/release external Ag ions and replace inner Ag ions by Cu ions. The study demonstrates that a thiolato metal complex and sulfur-containing amino acid can be used as cluster-surface-protecting and sulfide-supplying regents, respectively, for creating chiral, water-soluble, structurally precise silver sulfide nanoclusters, the properties of which are tunable through the addition/removal/exchange of Ag ions.
PubMed: 31397055
DOI: 10.1002/anie.201906425 -
Life Science Alliance Mar 2022In Wilson disease, excessive copper accumulates in patients' livers and may, upon serum leakage, severely affect the brain according to current viewpoints. Present...
In Wilson disease, excessive copper accumulates in patients' livers and may, upon serum leakage, severely affect the brain according to current viewpoints. Present remedies aim at avoiding copper toxicity by chelation, for example, by D-penicillamine (DPA) or bis-choline tetrathiomolybdate (ALXN1840), the latter with a very high copper affinity. Hence, ALXN1840 may potentially avoid neurological deterioration that frequently occurs upon DPA treatment. As the etiology of such worsening is unclear, we reasoned that copper loosely bound to albumin, that is, mimicking a potential liver copper leakage into blood, may damage cells that constitute the blood-brain barrier, which was found to be the case in an model using primary porcine brain capillary endothelial cells. Such blood-brain barrier damage was avoided by ALXN1840, plausibly due to firm protein embedding of the chelator bound copper, but not by DPA. Mitochondrial protection was observed, a prerequisite for blood-brain barrier integrity. Thus, high-affinity copper chelators may minimize such deterioration in the treatment of neurologic Wilson disease.
Topics: Animals; Biological Transport; Biomarkers; Blood-Brain Barrier; Brain; Cell Survival; Chelating Agents; Copper; Endothelial Cells; Humans; Mice, Transgenic; Mitochondria; Models, Molecular; Molybdenum; Penicillamine; Positron-Emission Tomography; Protein Binding; Rats; Serum Albumin; Structure-Activity Relationship
PubMed: 34857647
DOI: 10.26508/lsa.202101164 -
Orthopadie (Heidelberg, Germany) Jul 2023The differential diagnosis of a trigger finger presents a clinical challenge. This case depicts a 32-year-old male patient who presented with persistent snapping of...
The differential diagnosis of a trigger finger presents a clinical challenge. This case depicts a 32-year-old male patient who presented with persistent snapping of the right index finger at the metacarpophalangeal joint without localized tenderness despite previous surgical A1-annular ligament release. CT diagnostics demonstrated a prominent articular tuberosity. The MRI showed no pathological findings. Surgical revision with concomitant excision of the tuberosity restored smooth mobility of the index finger.
Topics: Male; Humans; Adult; Trigger Finger Disorder; Diagnosis, Differential; Fingers; Metacarpophalangeal Joint; Penicillamine
PubMed: 37233746
DOI: 10.1007/s00132-023-04390-6 -
Cureus Jun 2023A systematic review was carried out on a rare dermatological condition affecting papillary dermal tissue fibers of the skin known as elastosis perforans serpiginosa... (Review)
Review
A systematic review was carried out on a rare dermatological condition affecting papillary dermal tissue fibers of the skin known as elastosis perforans serpiginosa (EPS). The aim of this review was to highlight this skin disease, its association with other medical conditions, and its management. The search was conducted by using the keywords "elastosis perforans serpiginosa" and "case reports" in the databases. A total of 10 case reports were analyzed and presented by the parameters like age, gender, chief complaints, and medical history. The most common causes of EPS were drug-induced and occurred along with the Wilson disease. The study concluded that as EPS is an uncommon disease with few instances, there is a need for further research to analyze randomized controlled trials that have been conducted in relation to the condition.
PubMed: 37448439
DOI: 10.7759/cureus.40296 -
BMJ Paediatrics Open 2021To evaluate the concentrations of copper and zinc in the breast milk of mothers undergoing treatment for Wilson's disease (WD) and clarify whether they can safely breast... (Observational Study)
Observational Study
OBJECTIVE
To evaluate the concentrations of copper and zinc in the breast milk of mothers undergoing treatment for Wilson's disease (WD) and clarify whether they can safely breast feed their infants.
DESIGN
This was an observational and prospective study in an individual-based case series.
SETTING
Breast milk samples were collected from participants across Japan from 2007 to 2018 at the Department of Pediatrics, Teikyo University in Tokyo. This was a primary-care level study. Clinical data were collected from the participants' physicians.
PATIENTS
Eighteen Japanese mothers with WD who were treated with trientine, penicillamine or zinc, and 25 healthy mothers as controls, were enrolled.
MAIN OUTCOME MEASURES
Whey exacted from the milk was used to evaluate the distribution of copper by high-performance liquid chromatography-inductively coupled plasma mass spectrometry. Copper and zinc concentrations in the breast milk samples were analysed by atomic absorption spectrometry.
RESULTS
Copper distribution was normal in the breast milk of mothers with WD treated with trientine, penicillamine or zinc. No peak was detected for trientine-bound or penicillamine-bound copper. The mean copper concentrations in the mature breast milk of patients treated with trientine, penicillamine and zinc were 29.6, 26 and 38 µg/dL, respectively, and were within the normal range compared with the value in healthy controls (33 µg/dL). Likewise, mean zinc concentrations were normal in the mature breast milk of patients treated with trientine and penicillamine (153 and 134 µg/dL, respectively vs 160 µg/dL in healthy controls). Zinc concentrations in the breast milk of mothers treated with zinc were significantly higher than those in control milk. All infants were born normally, breast fed by mothers undergoing treatment and exhibited normal development.
CONCLUSIONS
Our results suggest that mothers with WD can safely breast feed their infants, even if they are receiving treatment for WD.
Topics: Child; Copper; Female; Hepatolenticular Degeneration; Humans; Infant; Milk, Human; Mothers; Prospective Studies; Zinc
PubMed: 34222678
DOI: 10.1136/bmjpo-2020-000948