Tuning Gel–Sol Transition Behavior of a Hydrogel Based on 12-Hydroxystearic Acid and a Long-Chain Amidoamine Derivative

Nakagawa, Makoto; Kawai, Takeshi

doi:10.1246/bcsj.20180337

Cited by 18 publications

(10 citation statements)

References 33 publications

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“…The SEM results showed that CKR12-PLGA micelles attack the cell surface of C. albicans . When solubilising poorly water-soluble substances in amphiphilic surfactants, the relationship between the ratio of the surfactant and poorly water-soluble substance enables micelle formation, although micelle formation is not dependent on the ratio [ 26 ]. Therefore, the mixing ratio need not be considered.…”

Section: Discussionmentioning

confidence: 99%

Targeted Delivery of Miconazole Employing LL37 Fragment Mutant Peptide CKR12-Poly (Lactic-Co-Glycolic) Acid Polymeric Micelles

Mori

Yoshida

Hazekawa

et al. 2021

IJMS

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We previously reported that conjugates of antimicrobial peptide fragment analogues and poly (lactic-co-glycolic) acid (PLGA) enhance antimicrobial activity and that the conjugated micelle structure is an effective tool for antimicrobial drug delivery. In recent years, the delivery of antimicrobial peptides to targets for antimicrobial activity has attracted attention. In this study, we targeted Candida albicans, a causative organism of catheter-related bloodstream infections, which is refractory to antimicrobial agents and is currently a problem in medical practice. We evaluated the antifungal activity of CKR12 (a mutant fragment of the human cathelicidin peptide, LL-37)-PLGA-miconazole (MCZ) micelles using nanotechnology with MCZ delivery. The prepared CKR12-PLGA-MCZ micelles were characterised by measuring dynamic light scattering, zeta potential, dilution stability, and drug release. CKR12-PLGA-MCZ micelles showed higher antifungal activity than CKR12-PLGA micelles and MCZ solution. Furthermore, scanning and transmission electron microscopy suggested that CKR12-PLGA-MCZ micelles disrupted both cell wall and cell membrane of C. albicans. Our results revealed a synergistic effect of antifungal activity using a combination of antimicrobial peptide fragment analogues and MCZ, and that MCZ is a promising tool for the delivery to target microorganisms.

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Section: Discussionmentioning

confidence: 99%

Targeted Delivery of Miconazole Employing LL37 Fragment Mutant Peptide CKR12-Poly (Lactic-Co-Glycolic) Acid Polymeric Micelles

Mori

Yoshida

Hazekawa

et al. 2021

IJMS

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“…Hydrogelation using 12-HOA was reported in the systems containing 12-HOA with the presence of alkanolamines [17,18] or alkylamines [19,20] which form ionic complexes with 12-HOA. Therefore, in the alkanolamine systems, rod-shaped fibers with small aspect ratios are formed.…”

Section: Discussionmentioning

confidence: 99%

“…However, if the organogelator can be dissolved in water by any means, a hydrogel is formed. In the case of 12-HOA, the water solubility can be increased, and hydrogels are formed by several approaches using the properties of the carboxyl group, such as pH adjustment, conversion to the metal salt, and formation of an ion complex with alkylamine [17][18][19][20][21]. Another approach, the physicochemical approach, utilizes the solubilization function of the surfactants and does not depend on the specific chemical properties of the gelators.…”

Section: Introductionmentioning

confidence: 99%

Effect of the Cationic Head Group on Cationic Surfactant-Based Surfactant Mediated Gelation (SMG)

Aramaki

Takimoto

Yamaguchi

2020

IJMS

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The surfactant-mediated gelation (SMG) method allows us to formulate hydrogels using a water-insoluble organogelator. In this study, we formulated hydrogels using three cationic surfactants, hexadecyltrimethylammonium bromide (CTAB), hexadecyltrimethylammonium chloride (CTAC), and hexadecylpyridinium chloride (CPC)] and an organogelator (12-hydroxyoctadecanoic acid (12-HOA), and studied their structures and mechanical properties. A fiber-like structure similar to that found in the 12-HOA-based organogels was observed by optical microscopy. Small- and wide-angle X-ray scattering profiles showed Bragg peaks derived from the long- and short-spacing of the crystalline structures in the gel fibers and a correlation peak from the surfactant micelles in the small-angle region. Furthermore, the formation of micelles in the hydrogels was confirmed by UV-vis spectroscopic measurements of the gel samples in the presence of Rhodamine 6G. We concluded that the hydrogels prepared by the SMG method in the present systems are orthogonal molecular assembled systems in which two different molecular assembled structures coexist. Among the three surfactant systems, the CTAB system presented the lowest critical gelation concentration and highest sol-gel transition temperature and viscoelasticity. These differences in gel fiber formation and gel properties were discussed from the viewpoint of the degree of solubilization of the gelator molecules in micelles coexisting with gel fibers and diffusion of the gelator molecules in the gel formation process.

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“…This makes them good excipients for extended-release tablets wherein the powdered drug is directly mixed with the polymer and compressed to obtain matrix structures. The rate of drug release from hydrogel matrices depends on the polymer swelling, the drug dissolution and the erosion of the swelled polymer chains [9][10][11].…”

Section: Introductionmentioning

confidence: 99%

Controlled Release of Highly Hydrophilic Drugs from Novel Poly(Magnesium Acrylate) Matrix Tablets

et al. 2020

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The potential of a new poly(magnesium acrylate) hydrogel (PAMgA) as a pharmaceutical excipient for the elaboration of matrix tablets for the extended release of highly hydrophilic drugs was evaluated. The polymer was synthetized with two different crosslinking degrees that were characterized by FTIR and DSC. Their acute oral toxicity was determined in a mouse model, showing no toxicity at doses up to 10 g/kg. Matrix tablets were prepared using metformin hydrochloride as a model drug and the mechanisms involved in drug release (swelling and/or erosion) were investigated using biorrelevant media. This new hydrogel effectively controlled the release of small and highly hydrophilic molecules as metformin, when formulated in matrix tablets for oral administration. The rate of metformin release from PAMgA matrices was mainly controlled by its diffusion through the gel layer (Fickian diffusion). The swelling capacity and the erosion of the matrix tablets influenced the metformin release rate, that was slower at pH 6.8, where polymer swelling is more intensive, than in gastric medium, where matrix erosion is slightly more rapid. The crosslinking degree of the polymer significantly influenced its swelling capacity in acid pH, where swelling is moderate, but not in intestinal fluid, where swelling is more intense.

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Tuning Gel–Sol Transition Behavior of a Hydrogel Based on 12-Hydroxystearic Acid and a Long-Chain Amidoamine Derivative

Cited by 18 publications

References 33 publications

Targeted Delivery of Miconazole Employing LL37 Fragment Mutant Peptide CKR12-Poly (Lactic-Co-Glycolic) Acid Polymeric Micelles

Targeted Delivery of Miconazole Employing LL37 Fragment Mutant Peptide CKR12-Poly (Lactic-Co-Glycolic) Acid Polymeric Micelles

Effect of the Cationic Head Group on Cationic Surfactant-Based Surfactant Mediated Gelation (SMG)

Controlled Release of Highly Hydrophilic Drugs from Novel Poly(Magnesium Acrylate) Matrix Tablets

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