scholarly journals Photo- and Acid-Degradable Polyacylhydrazone–Doxorubicin Conjugates

Polymers ◽  
2021 ◽  
Vol 13 (15) ◽  
pp. 2461
Author(s):  
Maria Psarrou ◽  
Martha Georgia Kothri ◽  
Maria Vamvakaki

Light-mediated polymer degradation has attracted considerable attention in various applications, including photo-patterning, tissue engineering and photo-triggered drug delivery. In this study, we report the synthesis and characterization of a new, linear, main-chain photo- and acid-degradable copolymer based on acylhydrazone linkages. The polymer was synthesized via a step-growth copolymerization of adipic acid dihydrazide with a bifunctional poly(ethylene glycol) bearing benzaldehyde end-groups, under mild acidic conditions, to afford a hydrophilic PEG-alt-adipic acid (PEG-alt-AA) alternating copolymer. The synthesized polymer was characterized by size exclusion chromatography, proton nuclear magnetic resonance and attenuated total reflection-Fourier transform infrared spectroscopies. The main-chain photo- and acid-induced degradation of the copolymer in dimethylsulfoxide and water, respectively, was verified by UV-vis spectroscopy at light intensities as low as 0.1 mW cm−2 at λ = 254 nm. Next, a model anticancer drug, doxorubicin (DOX), was chemically linked to the polymer chain end(s) via acylhydrazone bond(s), resulting in amphiphilic PEG-alt-adipic acid-DOX (PEG-alt-AA-DOX) polymer–drug conjugates. The conjugates were self-assembled in water to form spherical nanoparticles, as evidenced by scanning and transmission electron microscopies. The irradiation of the self-assembled PEG-alt-AA-DOX conjugates with UV light and the decrease of the solution pH resulted in the disruption of the assemblies due to the photolysis and acidolysis of the acylhydrazone bonds, and the release of the therapeutic cargo.

Materials ◽  
2019 ◽  
Vol 12 (24) ◽  
pp. 4067
Author(s):  
Ioanna Tzoumani ◽  
Georgia Ch. Lainioti ◽  
Alexios J. Aletras ◽  
Gabriel Zainescu ◽  
Simina Stefan ◽  
...  

Novel cross-linked hydrogels were synthesized as potential materials for the development of smart biofertilizers. For this purpose, hydrogels were prepared using collagen hydrolysate recovered from tannery waste. The water-soluble polymer poly(sodium 4-styrenesulfonate-co-glycidyl methacrylate) (P(SSNa-co-GMAx)) was among others used for the cross-linking reaction that combined hydrophilic nature with epoxide groups. The synthetic procedure was thoroughly investigated in order to ensure high percentage of epoxide groups in combination with water-soluble behavior. The copolymer did not show cytotoxicity against normal lung, skin fibroblasts, or nasal polyps fibroblasts. Through the present work, we also present the ability to control the properties of cross-linked hydrogels by altering copolymer’s composition and cross-linking parameters (curing temperature and time). Hydrogels were then studied in terms of water-uptake capacity for a period up to six days. The techniques Proton Nuclear Magnetic Resonance (1H NMR), Thermogravimetric Analysis (TGA), Size Exclusion Chromatography (SEC), and Attenuated Total Reflection Fourier Transform Infrared Spectroscopy (ATR-FTIR) were applied for the characterization of the synthesized copolymers and the cross-linked hydrogels. Three samples of biofertilizers based on collagen hydrolysate functionalized with P(SSNa-co-GMAx) and starch and having nutrients encapsulated (N, P, K) were prepared and characterized by physical–chemical analysis and Energy Dispersive X-ray analysis-Scanning Electron Microscope (EDAX-SEM) in terms of microstructure. Preliminary tests for application as fertilizers were performed including the release degree of oxidable organic compounds.


2012 ◽  
Vol 65 (5) ◽  
pp. 948-953
Author(s):  
Xuefeng Hu ◽  
Wei Qin

The degradation of 3,4-dihydroxybenzoic acid (3,4-DHBA) in the presence and absence of Pb2+ under UV illumination was studied. Addition of Pb2+ caused the formation of precipitate during photoreaction when the solution pH was higher than 6. The presence of Pb2+ remarkably inhibited the degradation of 3,4-DHBA and its photodegradation intermediates, while complexation of 3,4-DHBA and its photodegradation intermediates with Pb2+ decreased the free Pb2+ in aqueous solutions. Molecular oxygen played an important role in photodegradation of 3,4-DHBA in the presence of Pb2+. UV–Vis spectroscopy was used to investigate the interaction between Pb2+ and 3,4-DHBA at different pH conditions, and FT-IR was used to characterize the precipitate formed during photoreaction. The mineralization of 3,4-DHBA was investigate by total organic carbon analysis.


Coatings ◽  
2019 ◽  
Vol 9 (9) ◽  
pp. 533 ◽  
Author(s):  
Fei Rao ◽  
Yahui Zhang ◽  
Minzhen Bao ◽  
Zhiyuan Zhang ◽  
Yongjie Bao ◽  
...  

Long-term exposure to ultraviolet (UV) light can degrade and discolor bamboo; thus, coatings to protect it from UV exposure are required, especially for outdoor use. Benzotriazole (BTZ) and zinc oxide nanoparticles (NZnO) are organic and inorganic UV absorbers commonly used in UV shielding coatings. This study investigated the photostabilizing efficiency of acrylic-based bamboo exterior coatings using a combination of BTZ and NZnO. Different film formulations covering bamboo substrates were irradiated with artificial UV light for 500 h to accelerate aging. The UV-shielding effect on bamboo beneath various films was determined by CIELAB color space and Fourier transform infrared (FTIR) analysis. The film effectiveness was analyzed by scanning electron microscopy, wettability, UV-vis spectroscopy, and FTIR-attenuated total reflection (ATR) spectroscopy. Films containing BTZ provided higher resistance to photodegradation and more effectively inhibited photodiscoloration of the bamboo substrates than those prepared solely with NZnO. After 500 h of UV irradiation, the BTZ–NZnO film containing 2 wt % BTZ and 1 wt % NZnO showed the best coating performance. Strong synergistic effects were detected in the BTZ–NZnO coatings, particularly for the 2:1 ratio formulation. This study also demonstrated the potential of combining BTZ and NZnO as additives for developing stable, effective UV-shielding bamboo exterior coatings for outdoor applications.


Polymers ◽  
2019 ◽  
Vol 11 (5) ◽  
pp. 895
Author(s):  
Xiuzhong Zhu ◽  
Xiao Duan ◽  
Ting Bai ◽  
Xuan Zhang ◽  
Tong Wang ◽  
...  

In this study, a new pH-tunable thermoresponsive hydroxyl-terminated hyperbranched polyether (HTHP 2) was successfully prepared via a one-pot cationic polymerization technique and postmodification. In the first step, hydroxyl-terminated hyperbranched polyether containing double bonds (HTHP 1) were synthesized. Then, through thiol-ene “click” reaction, pH-responsive carboxyl groups were introduced to the target polymer of HTHP 2. The products were characterized via Fourier-transform infrared spectra (FTIR), nuclear magnetic resonance (NMR), and size-exclusion chromatography-multiangle laser light scattering (SEC-MALLS). Moreover, dynamic light scattering (DLS) and UV–Vis spectroscopy was employed to study the pH- and thermoresponsiveness in detail. Results showed that HTHP 2 possessed typical pH-controllable thermoresponsive behavior. By regulating the solution pH value range 3.0–5.4, LCST of HTHP 2 could be changed from 12.8 to 68.0 °C. Meanwhile, the cell viabilities of A549 cells were more than 80% for in vitro cytotoxicity tests of HTHP 2, suggested that HTHP 2 polymers are of good biocompatibility for up to 24 h.


e-Polymers ◽  
2020 ◽  
Vol 20 (1) ◽  
pp. 613-623
Author(s):  
José Manuel Sandoval-Díaz ◽  
Francisco Javier Rivera-Gálvez ◽  
Marta Fernández-García ◽  
Carlos Federico Jasso-Gastinel

AbstractIn this work, for a semicontinuous emulsion polymerization reaction, it is shown that using a redox initiation system at 40°C, substantial modifications in copolymer chain composition with conversion can be easily obtained. To test controllable trajectories for comonomer feeding, linear and parabolic profiles were chosen to get different types of chain composition variations for the 50/50 w/w styrene/n-butyl acrylate system. For the “forced composition copolymers,” the molecular weight averages and distribution were obtained by size exclusion chromatography. The composition along conversion was followed by proton nuclear magnetic resonance to determine the weight composition distribution (WCD) of the copolymer chains. Mechanodynamic (dynamic-mechanical analysis), tensile, and hardness tests exhibited consistent results depending on the WCD that outcomes from the respective feeding profile. The results confirm that this methodology is of great potential for industrial applications when looking for synergy in copolymer properties, and low-cost processes.


2012 ◽  
Vol 31 (1) ◽  
pp. 79
Author(s):  
Khalil Faghihi ◽  
Masoumeh Soleimani ◽  
Shabnam Nezami ◽  
Meisam Shabanian

Two new samples of poly(amide-imide)-montmorillonite reinforced nanocomposites containing N-trimellitylimido-L-valine moiety in the main chain were synthesized by a convenient solution intercalation technique. Poly(amide-imide) (PAI) 5 as a source of polymer matrix was synthesized by the direct polycondensation reaction of N-trimellitylimido-L-valine (3) with 4,4′-diaminodiphenyl ether 4 in the presence of triphenyl phosphite (TPP), CaCl2, pyridine and N-methyl-2-pyrrolidone (NMP). Morphology and structure of the resulting PA-nanocomposite films (5a) and (5b) with 10 and 20 % silicate particles were characterized by FTIR spectroscopy, X-ray diffraction (XRD) and scanning electron microscopy (SEM). The effect of clay dispersion and the interaction between clay and polymeric chains on the properties of nanocomposite films were investigated by using Uv-vis spectroscopy,  thermogravimetric analysis (TGA) and water uptake measurements.


2018 ◽  
Author(s):  
Koen Vercruysse ◽  
Jayla Moore

This report expands our ongoing research efforts into the non-enzymatic synthesis of melanins. We have explored four different methods for the synthesis of L-DOPA based melanins and evaluated the reproducibility of some of their physic-chemical properties. The melanins were synthesized through the addition of NaOH, tyrosinate or Fe<sup>2+</sup>/H<sub>2</sub>O<sub>2</sub>. Two different approaches for the reactions involving Fe<sup>2+</sup> and H<sub>2</sub>O<sub>2</sub> were tested: a) addition of H<sub>2</sub>O<sub>2</sub> spread out over multiple days or b) addition of H<sub>2</sub>O<sub>2</sub> in one fraction at the start of the reaction. The physic-chemical properties of the melanins explored involved: 1) retention on size exclusion chromatography column, 2) FT-IR spectroscopy, 3) UV-Vis spectroscopy and 4) the capacity to reduce a redox dye, dichlorophenolindophenol. Overall the results obtained indicated that 1) the various synthesis methods lead to melanins with reproducible physic-chemical properties, 2) that the melanins synthesized in the presence of Fe<sup>2+</sup>/H<sub>2</sub>O<sub>2</sub> are distinctly different from the melanins synthesized in the presence of NaOH or tyrosinate and 3) that no distinctly different melanins were generated when comparing the two different synthesis approaches involving Fe<sup>2+</sup>/H<sub>2</sub>O<sub>2</sub>. Only the melanins synthesized in the presence of Fe<sup>2+</sup>/H<sub>2</sub>O<sub>2</sub> appeared to possess the capacity to reduce dichlorophenolindophenol.


2021 ◽  
Vol 1 (1) ◽  
pp. 1-14
Author(s):  
Muhammad Nur Iman Amir ◽  
Nurhidayatullaili Muhd Julkaplia ◽  
Saba Afzal

Titanium dioxide (TiO2) nanoparticles are used enormously for treating wastewater pollutants due to their unique optoelectronic and physiochemical properties. Though, wide bandgap, fast recombination of e- - h+ pair, and low adsorption toward organic pollutants limit their applications. However, immobilization of TiO2 on Chitosan (Cs) is believed to overcome these limitations. Cs with plenty of NH2 and OH groups in their structure are expected to enhance their adsorption and consequently photocatalytic performance. A series of TiO2/Cs photocatalysts have been prepared using a chemical co-precipitation method. Amount of TiO2 is varied from 0.25, 0.50, and 0.75 to 1.0 g. The photocatalysts are characterized by using FESEM-EDS, CHNS Elemental Analyser TGA, FTIR, and UV-Vis spectroscopy. These characterization results revealed the formation of a good interface between TiO2 and Cs matrix. Increasing TiO2 content significantly increased the thermal stability of the photocatalyst up to 600ᵒC. The photocatalytic activity of Cs/TiO2 is observed under UV light which is found to be more significant with 1:1(TiO2: Cs) composition for the degradation of methylene blue dye at 85 % and be maintained up to 4 numbers of cycles. This demonstrated open new insight into the application of Cs as a support materials and adsorption agent in TiO2 based photocatalyst system


Author(s):  
Mahrzadi Noureen Shahi ◽  
Muhammad Arshad ◽  
Aman Ullah

Solvent free copolymerization of epoxides derived from fatty acid esters of waste cooking oil with phthalic anhydride using (salen)CrIII Cl as catalyst and n-Bu4NCl/DMAP as co-catalyst was carried out for the first time under microwave irradiation, where reaction time was reduced from number of hours to minutes. The polyesters were obtained with molecular weight (Mw = 3084-6740 g/mol) and dispersity values (D = 1.18-1.92), when (salen)CrIII Cl/n-Bu4NCl was used as catalysts. While in case of DMAP as a co-catalyst, polyesters with improved molecular weight (Mw = 5537-6925 g/mol) and narrow dispersity values (D = 1.07-1.28) were obtained even at reduced concentrations of (salen)CrIII Cl and DMAP. The obtained products were characterized and evaluated by attenuated total reflection-fourier transform infrared spectroscopy (ATR-FTIR), proton nuclear magnetic resonance (1H-NMR) spectroscopy, gel permeation chromatography (GPC) and thermogravimetric analysis (TGA) Techniques.


Sign in / Sign up

Export Citation Format

Share Document