scholarly journals Fatty-acid-derived ester-urethane macromonomers synthesized using bismuth and zinc catalysts

2022 ◽  
Author(s):  
Malwina Niedzwiedz ◽  
Gokhan Demirci ◽  
Nina Kantor-Malujdy ◽  
Peter Sobolewski ◽  
Miroslawa El Fray
Keyword(s):  
Fatty Acid ◽  
Uv Light ◽  
Gel Permeation Chromatography ◽  
In Vitro Cytotoxicity ◽  
Dibutyltin Dilaurate ◽  
Resonance Spectroscopy ◽  
Elastomeric Materials ◽  
Low Modulus ◽  
Mechanical Tensile

Photocurable materials that can be delivered as liquids and rapidly (within seconds) cured in situ using UV light are gaining increased interest in advanced minimally invasive procedures. The aim of this work was to synthesize and characterize fatty-acid-derived ester-urethane telechelic (methacrylate) macromonomers, suitable for photopolymerization. The commonly used dibutyltin dilaurate catalyst was replaced with bismuth neodecanoate, bismuth tris(2-ethylhexanoate), and zinc (II) acetyloacetonate as less-toxic alternative catalysts. Additionally, ethyl acetate was used as a “green” solvent. The progress of the two-step synthesis was monitored with infrared spectroscopy. The chemical structure and molecular weight of the obtained viscous materials was characterized with nuclear magnetic resonance spectroscopy and gel permeation chromatography. Photocrosslinking of the macromonomers into elastomeric films was achieved using 150 s per spot of UV light (20 mW/cm2) exposure. Mechanical tensile testing of the films indicated their elasticity up to 120% and low modulus typical for soft and elastomeric materials. Finally, in vitro cytotoxicity tests showed high cell viability for the case of materials synthesized using bismuth and zinc catalysts. Overall, our results indicate that bismuth and zinc catalysts are excellent alternatives to organotin compounds in the synthesis of photocurable methacrylate ester-urethanes for potential biomedical applications.

scholarly journals Fatty-acid-derived ester-urethane macromonomers synthesized using bismuth and zinc catalysts

2021 ◽  
Author(s):  
Malwina Niedzwiedz ◽  
Gokhan Demirci ◽  
Nina Kantor-Malujdy ◽  
Peter Sobolewski ◽  
Miroslawa El Fray
Keyword(s):  
Fatty Acid ◽  
Minimally Invasive ◽  
Uv Light ◽  
Gel Permeation Chromatography ◽  
In Vitro Cytotoxicity ◽  
Surgical Approaches ◽  
Dibutyltin Dilaurate ◽  
Resonance Spectroscopy ◽  
Minimally Invasive Surgical

Minimally invasive surgical approaches require the development of new injectable materials. A particularly attractive strategy involves using photocurable materials that can be delivered as liquids and rapidly cured in situ using UV light. The aim of this work was to synthesize and characterize fatty-acid-derived ester-urethane telechelic (methacrylate) macromonomers, suitable for photopolymerization. The commonly used dibutyltin dilaurate catalyst was replaced with bismuth neodecanoate, bismuth tris(2-ethylhexanoate), and zinc (II) acetyloacetonate as less-toxic alternative catalysts. Additionally, ethyl acetate was used as a “green” solvent. The progress of the two-step synthesis was monitored with infrared spectroscopy. The chemical structure and molecular weight of the obtained viscous materials was characterized with nuclear magnetic resonance spectroscopy and gel permeation chromatography. Photocrosslinking of the macromonomers into elastomeric films was achieved using 150 s per spot of UV light (20 mW/cm2) exposure. Mechanical tensile testing of the films confirmed tensile strength and modulus values in a range of values typical of soft tissue. Finally, in vitro cytotoxicity tests showed high cell viability for the case of materials synthesized using bismuth and zinc catalysts. Overall, our results indicate that bismuth and zinc catalysts are excellent alternatives to organotin compounds in the synthesis of photocurable methacrylate ester-urethanes for biomedical applications, such as minimally invasive surgical protocols.

scholarly journals Modifications of Hydroxyapatite by Gallium and Silver Ions—Physicochemical Characterization, Cytotoxicity and Antibacterial Evaluation

2020 ◽  
Vol 21 (14) ◽  
pp. 5006
Author(s):  
Kamil Pajor ◽  
Łukasz Pajchel ◽  
Anna Zgadzaj ◽  
Urszula Piotrowska ◽  
Joanna Kolmas
Keyword(s):  
Solid State ◽  
Physicochemical Characterization ◽  
Silver Ions ◽  
In Vitro Cytotoxicity ◽  
Emission Spectrometry ◽  
Resonance Spectroscopy ◽  
Hydroxyl Groups ◽  
Solid State Method ◽  
State Method

Hydroxyapatite (HA) powders enriched with silver or gallium ions or both were synthesized by two different routes: standard precipitation and the solid-state method. The powders were characterized by using several methods: inductively coupled plasma optical emission spectrometry (ICP-OES), powder X-ray diffractometry (PXRD), transmission electron microscopy (TEM), infrared spectroscopy (FT-IR) and solid-state nuclear magnetic resonance spectroscopy (ssNMR). The effects of enrichment of the HAs in Ag+ or Ga3+ or both on in vitro cytotoxicity and microbiological activity were discussed. PXRD experiments showed that the samples obtained by the wet method consisted of single-phase nanocrystalline HA, while the samples prepared via the solid-state method are microcrystalline with a small amount of calcium oxide. The introduction of higher amounts of silver ions was found to be more effective than enriching HA with small amounts of Ag+. Gallium and silver ions were found not to affect the lattice parameters. Ga3+ affected the crystallinity of the samples as well as the content of structural hydroxyl groups. Among samples synthesized by the wet method, only one (5Ag-HAw) was cytotoxic, whereas all Ga-containing samples obtained by the dry method showed cytotoxicity. In the preliminary antimicrobial test all the materials containing “foreign” ions showed high antibacterial activity.

Electrochemical synthesis and in vitro cytotoxicity study of copper(ii) carboxylates with different fatty acid alkyl chain lengths

2018 ◽  
Vol 42 (18) ◽  
pp. 15127-15135
Author(s):  
Norazzizi Nordin ◽  
Badrul Hisham Yahaya ◽  
Muhammad Rahimi Yusop
Keyword(s):  
Fatty Acid ◽  
Electrochemical Synthesis ◽  
Alkyl Chain ◽  
In Vitro Cytotoxicity ◽  
Chain Fatty Acid ◽  
Cytotoxic Effects ◽  
Chain Lengths

This study examines the optimum electrolysis parameters and cytotoxic effects of Cu(ii) carboxylates with different alkyl chain fatty acid ligands.

scholarly journals A New Sterol From Sporoderm-Broken Ganoderma sinense Spores and Its Anticancer Activity

2019 ◽  
Vol 14 (12) ◽  
pp. 1934578X1989512
Author(s):  
Danhong Lian ◽  
Xin Zhong ◽  
Yimei Zheng ◽  
Sha Zhou ◽  
Li Gu ◽  
...  
Keyword(s):  
Inhibitory Concentration ◽  
A549 Cells ◽  
In Vitro Cytotoxicity ◽  
Resonance Spectroscopy ◽  
Spectroscopic Techniques ◽  
Migration Inhibition ◽  
And Migration ◽  
Ganoderma Sinense ◽  
First Time

A new sterol, ganodermaside E (1), and 4 known sterols, (22 E,24 R)-3β,5α-dihydroxyergosta-7,22-dien-6-one (2), (22 E,24 R)-3β,5α,9α-trihydroxyergosta-7,22-diene-6-one (3), (22 E,24 R)-ergosta-7,9(11),22-triene-3β,5α,6β-triol (4), and (22 E,24 R)-ergosta-7,22-diene-3β,5α,6α-triol (5), were isolated for the first time from the sporoderm-broken spores of Ganoderm sinense Zhao, Xu et Zhang. Their structures were determined by spectroscopic techniques such as nuclear magnetic resonance spectroscopy and mass spectrometry. Furthermore, all the compounds were evaluated for their in vitro cytotoxicity and migration inhibition on human non-small-lung cancer A549 cells. Compound 1 exhibited cytotoxicity with a half-maximal inhibitory concentration value of 21.12 ± 1.46 µM. Compound 5 exhibited the strongest and most significant antimetastatic activity at concentrations of 100 and 200 µM.

scholarly journals Physiochemical and in-vitro Cytotoxicity Properties of Biocompatible Palm Fatty Acid-Based Polyesters

2021 ◽  
Vol 50 (2) ◽  
pp. 395-407
Author(s):  
Yvonne Tze Qzian Ling ◽  
Yiing Jye Yap ◽  
Yi Xin Heng ◽  
Siang Yin Lee ◽  
Rhun Yian Koh ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Cell Viability ◽  
Raw Materials ◽  
Human Keratinocytes ◽  
Acid Value ◽  
In Vitro Cytotoxicity ◽  
Cytotoxicity Test ◽  
Chemical Structures ◽  
Value Determination

With the sharp rise in global interest in sustainability and environmental concerns, there is a growing demand in replacing petroleum-derived raw materials with renewable plant-based raw materials in the production of polymers. In this study, two palm fatty acid polyesters were synthesized from palmitic and stearic acids. Their chemical structures were identified by FTIR and 1H-NMR analysis. Both polyesters showed a moderately high conversion rate from the acid value determination. DSC analysis showed that the palmitic acid polyester (PAP) had a lower Tg than that of stearic acid polyester (SAP), where PA P had a Tg of 1.8 °C, while SAP had a Tg of 31.9 °C. TGA demonstrated that thermal decomposition of both polyesters took place via two-stage processes, which occurred above 200 °C. GPC analysis showed that PAP (1031 g/mol) had a higher Mn value than SAP (972 g/mol). MTT assays were performed to determine the cytotoxicity of these polyesters against human keratinocytes (HaCaT), mouse fibroblasts (3T3), mouse hepatocytes (H2.35), and canine kidney cells (MDCK) in both dose- and time-dependent manners, with SDS serving as the experimental benchmark. Comparative cytotoxicity test showed that both PA P and SAP were biocompatibility and non-cytotoxic with the cell viability well above 80%, except SAP demonstrated a moderately low cytotoxicity on fibroblasts with cell viability remaining as 50.4% following 72 h exposure at 100 μg/mL of concentration. These findings suggest that the natural-sourced palm fatty acid polyesters have high potential to be used in pharmaceutical and nutraceutical applications.

scholarly journals In Vitro and In Vivo Response to Low-Modulus PMMA-Based Bone Cement

2015 ◽  
Vol 2015 ◽  
pp. 1-9 ◽  
Author(s):  
Elin Carlsson ◽  
Gemma Mestres ◽  
Kiatnida Treerattrakoon ◽  
Alejandro López ◽  
Marjam Karlsson Ott ◽  
...  
Keyword(s):  
Linoleic Acid ◽  
Immune Cells ◽  
Castor Oil ◽  
In Vitro Cytotoxicity ◽  
Bone Cements ◽  
Human Osteoblast ◽  
Flow Cytometry Analysis ◽  
Low Modulus

The high stiffness of acrylic bone cements has been hypothesized to contribute to the increased number of fractures encountered after vertebroplasty, which has led to the development of low-modulus cements. However, there is no data available on the in vivo biocompatibility of any low-modulus cement. In this study, the in vitro cytotoxicity and in vivo biocompatibility of two types of low-modulus acrylic cements, one modified with castor oil and one with linoleic acid, were evaluated using human osteoblast-like cells and a rodent model, respectively. While the in vitro cytotoxicity appeared somewhat affected by the castor oil and linoleic acid additions, no difference could be found in the in vivo response to these cements in comparison to the base, commercially available cement, in terms of histology and flow cytometry analysis of the presence of immune cells. Furthermore, the in vivo radiopacity of the cements appeared unaltered. While these results are promising, the mechanical behavior of these cements in vivo remains to be investigated.

In Vitro Incorporation and Metabolism of Icosapentaenoic and Docosahexaenoic Acids in Human Platelets - Effect on Aggregation

1986 ◽  
Vol 56 (01) ◽  
pp. 057-062 ◽  
Author(s):  
Martine Croset ◽  
M Lagarde
Keyword(s):  
Arachidonic Acid ◽  
Fatty Acid ◽  
Platelet Aggregation ◽  
Fatty Acid Distribution ◽  
Thromboxane A2 ◽  
Human Platelets ◽  
Aggregation Response ◽  
Docosahexaenoic Acids ◽  
Membrane Level

SummaryWashed human platelets were pre-loaded with icosapentaenoic acid (EPA), docosahexaenoic acid (DHA) or EPA + DHA and tested for their aggregation response in comparison with control platelets. In fatty acid-rich platelets, an inhibition of the aggregation could be observed when induced by thrombin, collagen or U-46619. The strongest inhibition was observed with DHA-rich platelets and it was reduced when DHA was incorporated in the presence of EPA.Study of fatty acid distribution in cell lipids after loading showed that around 90% of EPA or DHA taken up was acylated into phospholipids and a very small amount (less than 2%) remained in their free and hydroxylated forms. DHA was more efficiently acylated into phosphatidylethanolamine (PE) than into phosphatidylinositol (PI) in contrast to what observed with EPA, and both acids were preferentially incorporated into phosphatidylcholine (PC). EPA inhibited total incorporation of DHA and increased its relative acylation into PE at the expense of PC. In contrast, DHA did not affect the acylation of EPA. Upon stimulation with, thrombin, EPA was liberated from phospholipids and oxygenated (as judged by the formation of its monohydroxy derivative) whereas DHA was much less metabolized, although consistently transferred into PE.It is concluded that EPA and DHA might affect platelet aggregation via different mechanisms when pre-loaded in phospholipids. Whereas EPA is known to alter thromboxane A2 metabolism from endogenous arachidonic acid, by competing with it, DHA might act directly at the membrane level for inhibiting aggregation.

RECONSTRUCTION OF DNA-REPAIR DEFICIENT XERODERMA PIGMENTOSUM SKIN IN VITRO: A MODEL TO STUDY HYPERSENSITIVITY TO UV LIGHT

2004 ◽  
Author(s):  
Françoise Bernerd ◽  
Daniel Asselineau ◽  
Mathilde Frechet ◽  
Alain Sarasin ◽  
Thierry Magnaldo
Keyword(s):  
Dna Repair ◽  
Xeroderma Pigmentosum ◽  
Uv Light
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