scholarly journals Effect of Alkyl Chain Length on Adsorption and Release of Hydrophobic Drug to/from Hydrophobically-modified Gelatin Hydrogel

2021 ◽  
Vol 333 ◽  
pp. 11008
Author(s):  
Yoshiki Fukuhara ◽  
Yshihiro Ohzuno ◽  
Takayuki Takei ◽  
Masahiro Yoshida

Hydrogels have become popular as drug carriers. Controlled release of the drugs from hydrogels can reduce dosage, inducing prevention of side effects. However, the hydrophilicity of hydrogels interferes with controlled release of hydrophobic drugs such as anticancer agents or antibiotics. In this study, we developed hydrophobically-modified gelatin (HMG) hydrogel, which was cross-linked only by hydrophobic interaction. HMG does not require toxic chemical cross-linkers to form hydrogel. In addition, the HMG hydrogel has hydrophobic chambers in its structure which hydrophobic drugs can adsorb to and desorb from. In order to control the amount of hydrophobic drugs adsorbed into the hydrogel, hydrophobic alkyl chains with different lengths (C4-C12) were incorporated into gelatin molecules. Uranine was used as a model for hydrophobic drugs. The adsorption test exhibited that the amount of uranine adsorbed in HMG hydrogels could be controlled by varying hydrophobic alkyl chain length and that the drug could be released in a controlled manner. These results show that HMG hydrogels are promising carriers of hydrophobic drugs.

1975 ◽  
Vol 30 (3) ◽  
pp. 316-322 ◽  
Author(s):  
G. Heppke ◽  
F. Schneider

The effect of temperature and concentration of the added electrolyte tetrabutylammoniumpicrate on the electric conductivity of homologous 4,4′-di-n-alkoxyazoxybenzenes (C1 to C8) in their nematic phase is investigated. In general an increase of the alkyl chain length results in a decrease of the ratio of anisotropy x∥/x⊥. At the lowest temperature of the nematic phase values between 1,6 (C2) and 0,45 (C8) are obtained. This behaviour can be explained by the formation of cybotactic groups with a smectic structure. Increasing the electrolyte concentration reduces the ratio of anisotropy for short alkyl chains, whereas for long chains the ratio rapidly increases.


2018 ◽  
Vol 6 (7) ◽  
pp. 1899-1907 ◽  
Author(s):  
Zhicheng Pan ◽  
Danxuan Fang ◽  
Yuanqing Song ◽  
Nijia Song ◽  
Mingming Ding ◽  
...  

The alteration of the gemini alkyl chain length could affect the surface charge exposure, stability, and the protein absorption properties of nanocarriers.


2006 ◽  
Vol 61 (9-10) ◽  
pp. 715-720 ◽  
Author(s):  
Halina Kleszczyńska ◽  
Krzysztof Bielecki ◽  
Janusz Sarapuk ◽  
Dorota Bonarska-Kujawa ◽  
Hanna Pruchnik ◽  
...  

AbstractPotential biological properties of newly synthesized single and double alkyl chain N-oxides of tertiary amines (NTA) were studied. Individual compounds in each of the series had alkyl chains of different length. Various experiments were performed to determine a mechanism of the interaction between NTA and model and biological membranes. These were measurements of hemolytic efficiencies of NTA (pig erythrocytes), their influence on the transition temperatures (DPPC liposomes), on potassium leakage from cucumber, its growth and chlorophyll content (Cucumis sativus cv. Krak F1), and on the resting membrane potential in alga cells (Nitellopsis obtusa). Also, prevention of erythrocyte membrane lipid oxidation induced by UV irradiation was studied. Potential antioxidative properties of NTA were additionally tested in radical chromogen (ABTS●+) experiments in which antioxidative efficiencies of NTA were compared to that of the standard antioxidant Trolox. It was found that NTA readily interacted with erythrocyte membranes. Their hemolyzing efficiency increased with the alkyl chain length. Slightly more intensive interaction was found for double alkyl chain compounds. Similar results were obtained in DSC experiments, where incorporation of NTA into liposomal membranes shifted the main transition temperatures and caused a broadening of the main transition peaks depending on the alkyl chain length. Double alkyl chain compounds were also found more efficiently influencing the growth of cucumber. Influence of NTA on the resting membrane potential of algae cells was not quite following the alkyl chain length rule found in erythrocyte and liposome experiments. Also potassium leakage and chlorophyll content determined in physiological experiments were not following the increase of lipophilicity of compounds. Most efficiently influencing those parameters were NTA having shorter alkyl chains, and efficiencies of single alkyl chain compounds were evidently stronger. Both methods used to test the antioxidative properties of NTA showed that they depended on the alkyl chain lengths of compounds within each series, but double alkyl chain ones exhibited markedly greater efficiency.


1992 ◽  
Vol 84 (1) ◽  
pp. 13-22 ◽  
Author(s):  
Catherine Lherm ◽  
Rainer H. Müller ◽  
Francis Puisieux ◽  
Patrick Couvreur

RSC Advances ◽  
2016 ◽  
Vol 6 (33) ◽  
pp. 27370-27377 ◽  
Author(s):  
Panpan Sun ◽  
Lijuan Shi ◽  
Fei Lu ◽  
Liqiang Zheng

The effects of anionic type, cationic structure and alkyl chain length are illustrated to regulate the self-assembly of zwitterionic SAILs.


Polymer ◽  
2015 ◽  
Vol 70 ◽  
pp. 194-206 ◽  
Author(s):  
Sven Riemer ◽  
Sylvain Prévost ◽  
Michaela Dzionara ◽  
Marie-Sousai Appavou ◽  
Ralf Schweins ◽  
...  

2021 ◽  
Vol 12 (3) ◽  
pp. 2905-2957

The QSAR model for the prediction of сytotoxicity of Ionic liquids (ILs) was developed using a data set of 1195 compounds. The Artificial Neural Networks learning technique was used. The predictive ability of the models was tested by means of cross-validation; the q2 value was 0.76 for the regression model. The prediction for the external evaluation set afforded high predictive power (q2 =0.75 for 239 compounds). The developed QSAR models evaluated the anticancer activity of a small set of virtual compounds and 6 compounds were selected for synthesis and biological testing. It was found that imidazolium and pyridinium ILs with C12 and C10 alkyl chain length exhibited significant cytotoxicity, particularly, compounds 3 and 6 were identified as the most potent anticancer agents with IC50 values 0.18 µM and 5.75 µM against Hep-2 cell line and different acute toxicity levels to cladoceran Daphnia magna. Molecular docking showed that the high cytotoxic activity of imidazolium and pyridinium ILs with C12 alkyl chain length may be associated with specific DNA binding in the region of CG nucleotides.


Sign in / Sign up

Export Citation Format

Share Document