Characterization of supramolecular gels based on β-cyclodextrin and polyethyleneglycol and their potential use for topical drug delivery

Klaewklod, Amornrat; Tantishaiyakul, Vimon; Hirun, Namon; Sangfai, Tanatchaporn; Li, Lin

doi:10.1016/j.msec.2015.02.018

Cited by 30 publications

(21 citation statements)

References 48 publications

(63 reference statements)

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“…With regard to the thermal analysis, the exothermic peak indicated the formation of bonds in the system that resulted in gelation while the endothermic peak signified the breaking of bonds reflecting degelation . As shown in Figure , the DSC thermograms showed exothermic peaks that corresponded to the gelation of HSA/oil, PX/HSA/oil, and DFA/HSA/oil at 37.8, 38.0, and 37.9 °C, respectively.…”

Section: Resultsmentioning

confidence: 99%

“…Figure also shows the light transmittance as a function of the temperature. The cloud point or transition temperature was indicated through the first derivative of absorbance (dA/dT) as previously described . In general, the cloud point represented the temperature that was related to the phase separations that led to the development of aggregation in a gelling system that may diffract light .…”

Section: Resultsmentioning

confidence: 99%

“…[15] Briefly, the prepared mixtures in a liquid state at 70 C were cooled to room temperature and 3 g of samples were loaded into cylinder dialysis bags previously soaked and rinsed thoroughly in distilled water as previously described. [16] The dialysis bag was placed in 200 mL of phosphate buffer pH 7.4, prepared according to USP 30, at 37 C and agitated at 135 rpm. At the appropriate time intervals, a 1 mL aliquot was withdrawn and replaced with 1 mL of fresh phosphate buffer.…”

Section: Drug Releasementioning

confidence: 99%

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A Supramolecular Gel Based on 12‐Hydroxystearic Acid/Virgin Coconut Oil for Injectable Drug Delivery

Tantishaiyakul

Ouiyangkul

Wajasat

et al. 2018

Euro J Lipid Sci & Tech

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A supramolecular organogel based on 3 wt% of 12‐hydroxystearic acid (HSA) and virgin coconut oil (oil) in the presence of a gel inhibitor, 4 wt% ethanol (EtOH), is developed and investigated for injectable implant delivery. Gel formation is observed by the test tube tilting method. The characteristic properties of the sol‐gel system are determined using rheological, thermal, and turbidity analyses. The in vitro releases of piroxicam (PX) and diclofenac acid (DFA), the models for hydrophilic and lipophilic drugs, respectively, are performed. Characterization of the blends from the three methods are comparable and indicate that the systems of HSA/oil, PX/HSA/oil, and DFA/HSA/oil gel at about 36–39 °C upon cooling and the gel turns to a sol at a temperature higher than 50 °C upon heating at a rate of 2 °C min−1. Isothermal measurements reveals that HSA/EtOH/oil, PX/HSA/EtOH/oil, and DFA/HSA/EtOH/oil remain as a sol for about 18 min at room temperature (25 °C). Both PX and DFA show a sustained release from HSA/oil and HSA/EtOH/oil. Practical Applications: The presence of ethanol which is a hydrophilic molecule can disrupt the interaction between HSA molecules and suppress gel formation at the low temperature that the system normally forms gel. This HSA/EtOH/oil system might be injectable at room temperature and become gels at the site of injection when EtOH is diffused to other tissues in the body. This system is beneficial for use as an injectable implant system for a sustained delivery of both hydrophilic and hydrophobic drugs. 12‐hydroxystearic acid (HSA) and virgin coconut oil (oil) can form gels at body and lower temperatures e.g., room temperatures. The sol‐gel system is characterized using rheological, thermal, and turbidity methods. Ethanol inhibits gel formation at room temperature to facilitate injection. The mixture of HSA, ethanol, and oil might be used as an injectable implantation. Two hydrophobic (diclofenac) and hydrophilic (piroxicam) model drugs show sustained releases from HSA/oil and HSA/ethanol/oil.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Drug Releasementioning

confidence: 99%

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A Supramolecular Gel Based on 12‐Hydroxystearic Acid/Virgin Coconut Oil for Injectable Drug Delivery

Tantishaiyakul

Ouiyangkul

Wajasat

et al. 2018

Euro J Lipid Sci & Tech

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“…There is great interest in these compounds, reflecting their ability to form supramolecular structures with exploitable guest‐host interactions . CDs containing polyethylene glycol (PEG) soft units have been widely used to synthesise drug carrier gels for pharmaceutical applications . Drug carriers must maintain their integrity to deliver the drug to a specific target.…”

Section: Introductionmentioning

confidence: 99%

Chemical Modification of β‐Cyclodextrins: Balancing Soft and Rigid Domains in Complex Structures

Luppi

Mai

Kister

et al. 2019

Chemistry A European J

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Crystalline polymers such as b-cyclodextrin( bCD) can be modified with polyethylene glycol (PEG) diglycidyl ether cross-linkers (262, 394, 500 Da). In this work, the authors show that the quantity and length of the PEG soft segments influencet he solubility and malleability of the products, which are water soluble and easily converted to nitrated analoguesu nder standard reaction conditions. Inert and nitrated derivatives containing longer PEG segmentsshowed the ability to self-heal. The degree of cross-linking and de-composition temperatures ande nergies dependedo nt he quantity andl ength of the soft segment. Nitrated crosslinked bCD containingl ongerP EG segmentsd id not ignite following an electrostatic discharge of 4.5 J. The chemical stabilityo fbCD/PEG bindersw as testedb yh eat flow calorimetry at 80 8C. The balanced incorporation of soft PEG and rigid bCD segmentsw as found to improve the processability of cross-linked bCDsa nd desensitised their nitratedd erivatives, offering new solutions for inert and energetic binders.

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“…Gelsolgel transitions during heating have been reported for mixtures of β-cyclodextrin potassium carbonatepoly(ethylene glycol) or 1,2-propylene, 24,25 which are ill-defined and irreversible. Recently, thermally reentrant supramolecular polymerization has been reported for porphyrin complexes in decane.…”

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confidence: 99%

Reentrant Gel–Sol–Gel Transition of a Lipophilic Co(II) Coordination Polymer

2018

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A reentrant gelsolgel phase transition in organic media is achieved for a single-component, thermoresponsive Co(II)-based coordination polymer bridged by suitably designed lipophilic 1,2,4-triazole ligands. Its green chloroform solution at room temperature turns into a blue gel upon heating, whereas it is transformed to a yellow gel by cooling. These unique thermal phase transitions are reversible and occur all by themselves, which originate from the simultaneous pursuit of entropy-driven changes in coordination structures and enthalpydriven interactions between the coordination polymers.

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Characterization of supramolecular gels based on β-cyclodextrin and polyethyleneglycol and their potential use for topical drug delivery

Cited by 30 publications

References 48 publications

A Supramolecular Gel Based on 12‐Hydroxystearic Acid/Virgin Coconut Oil for Injectable Drug Delivery

A Supramolecular Gel Based on 12‐Hydroxystearic Acid/Virgin Coconut Oil for Injectable Drug Delivery

Chemical Modification of β‐Cyclodextrins: Balancing Soft and Rigid Domains in Complex Structures

Reentrant Gel–Sol–Gel Transition of a Lipophilic Co(II) Coordination Polymer

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