Sustained release applications of a fluoroalkyl ester-functionalized amphiphilic cyclodextrin by inclusion complex formation with water-soluble drugs in supercritical carbon dioxide

Ganapathy, Hullathy Subban; Lee, Min Young; Park, Chan; Lim, Kwon Taek

doi:10.1016/j.jfluchem.2008.09.005

Cited by 10 publications

(9 citation statements)

References 26 publications

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“…Naturally occurring cyclodextrins are hydrophilic compounds, which, for this reason are insoluble in the non-polar scCO 2 . The different kinds of moiety employed in the chemically modified cyclodextrins may result in the improvement of their aqueous solubility [99] or, conversely, in providing them good affinity for the supercritical solvent [46,91].…”

Section: Cyclodextrins Employed In Sfc Studiesmentioning

confidence: 99%

“…This point can be overcome by NMR spectroscopy, which can either be conducted in the liquid or in the solid state and can provide direct information about the structure of the complex and of the orientation of the guest molecule inside the cavity of the cyclodextrin [100]. Many researchers adopted this tool to support the inclusion complexation of different drugs in cyclodextrins obtained through supercritical fluid techniques [20,40,41,45,46,49,55,56,79,83,85,91,92,[94][95][96][97]. Furthermore, in some cases, the possible host/guest interactions during complexation were deepened by means of molecular modelling such as docking studies [23,57,79,87,89] and molecular dynamics [57,95,102].…”

Section: A Brief Overview Of the Techniques Employed To Characterize ...mentioning

confidence: 99%

“…This procedure was also named by some authors as supercritical "maturing" or "maturation" process [32,52]. A simple variation of the "static" procedure is the "stirred mode", which consists in contacting the physical mixture, set inside the impregnation vessel, with scCO 2 under mechanical or magnetic stirring [17,26,39,53,91,94,96,98]. The "stirred mode" is preferred to the static one especially when scCO 2 -soluble cyclodextrins are involved [26,91,94,[96][97][98].…”

Section: Complexation Through Supercritical Solvent Impregnationmentioning

confidence: 99%

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Supercritical Carbon Dioxide as a Green Alternative to Achieve Drug Complexation with Cyclodextrins

Banchero

2021

Pharmaceuticals

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Cyclodextrins are widely used in pharmaceutics to enhance the bioavailability of many drugs. Conventional drug/cyclodextrin complexation techniques suffer from many drawbacks, such as a high residual content of toxic solvents in the formulations, the degradation of heat labile drugs and the difficulty in controlling the size and morphology of the product particles. These can be overcome by supercritical fluid technology thanks to the outstanding properties of supercritical CO2 (scCO2) such as its mild critical point, its tunable solvent power, and the absence of solvent residue after depressurization. In this work the use of scCO2 as an unconventional medium to achieve the complexation with native and substituted cyclodextrins of over 50 drugs, which belong to different classes, are reviewed. This can be achieved with different approaches such as the “supercritical solvent impregnation” and “particle-formation” techniques. The different techniques are discussed to point out how they affect the complexation mechanism and efficiency, the physical state of the drug as well as the particle size distribution and morphology, which finally condition the release kinetics and drug bioavailability. When applicable, the results obtained for the same drug with various cyclodextrins, or different complexation techniques are compared with those obtained with conventional approaches.

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Section: Cyclodextrins Employed In Sfc Studiesmentioning

confidence: 99%

Section: A Brief Overview Of the Techniques Employed To Characterize ...mentioning

confidence: 99%

Section: Complexation Through Supercritical Solvent Impregnationmentioning

confidence: 99%

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Supercritical Carbon Dioxide as a Green Alternative to Achieve Drug Complexation with Cyclodextrins

Banchero

2021

Pharmaceuticals

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“…Directly compressed, sustained release matrix tablet of metformin has been designed based on a combination of hydrophobic TA-β-CD dispersed in a polymeric material (Corti, Cirri, Maestrelli, Mennini, & Mura, 2008). Sustained release applications of hydrophobic alkylated and acylated-CD derivatives forming inclusion complexes with highly water-soluble drugs have been disclosed (Ganapathy, Lee, Park, & Lim, 2008). Siemoneit et al (2006) examined the practicability of CD-PEG-based hydrogels for the rate-controlled delivery of lysozyme, beta-estradiol, and quinine.…”

Section: Controlled Releasementioning

confidence: 99%

Cyclodextrin complexes: Perspective from drug delivery and formulation

Jacob

Nair

2018

Drug Development Research

174

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Cyclodextrins (CDs) have been widely investigated as a unique pharmaceutical excipient for past few decades and is still explored for new applications. They are highly versatile oligosaccharides which possess multifunctional characteristics, and are mainly used to improve the physicochemical stability, solubility, dissolution rate, and bioavailability of drugs. Stability constant, factors affecting complexation, techniques to enhance complexation efficiency, the preparation methods for molecular inclusion complexes and release of guest molecules are discussed in brief. In addition, different CD derivatives and their pharmacokinetics are elaborated. Further, the significance of CD complex in aqueous solubility, dissolution and bioavailability, stability, and taste masking is explained. The recent advancement of CDs in developing various drug delivery systems is enlightened. Indeed, the potential of CDs by means of inclusion complex formation have widen the applicability of these materials in various drug delivery systems including ocular, osmotic, mucoadhesive, transdermal, nasal, and targeted delivery systems. Feasibility studies have been performed on the benefit of these cyclic oligomers as nanocarriers, a strategy that can modify the drugs with improved physicochemical properties. Studies also demonstrated the feasibility of CDs to self-assemble in the form of stable nanoaggregates, which may extend the scope of CDs in drug delivery to the continually expanding list of new drug entities.

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“…Inclusion of CDL in the hydrophobic cavity of PSC[n]arene is one of the appropriate approaches to solve solubility troubles. There have been several methods to prepare inclusion complexes of cyclodextrin and different class of drugs [8][9][10][11][12][13][14][15]. CDL with b-cyclodextrin inclusion complex was reported by Wen et al [16][17][18].…”

Section: Introductionmentioning

confidence: 99%

Evaluation and solubility improvement of Carvedilol: PSC[n]arene inclusion complexes with acute oral toxicity studies

Menon

Mistry

Joshi

et al. 2011

J Incl Phenom Macrocycl Chem

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The aqua phobic molecules that are practically insoluble in aqueous media demonstrate a staggeringly slow intrinsic dissolution rate. In this work, we exemplify the utility of calixarenes as a tool to form inclusion complexes with Carvedilol (CDL). It is poorly water soluble drug. CDL is a Biopharmaceutical Classification System (BCS) Class II drug and it is a nonselective b-adrenegenic blocking agent with a1-blocking activity. It is mainly used in the management of hypertension. The maximum complexation of the drug was accomplished after 48 h of stirring with para sulphonato calix[4]arene (PSC[4]arene) and para sulphonato calix[6]arene (PSC[6]arene) in water and evaporation of water to acquire solid complexes. The study includes characterisation of both the complexes-physical mixtures of drug and PSC[4]arene and PSC[6]arenes by different methods like Fourier-transform infra red spectroscopy, differential scanning calorimetry and powder X-ray diffraction, proton nuclear magnetic resonance. This studies shows that there is electrostatic interaction between drug and PSC[n]arenes. The complexation was determined by phase solubility study. The prepared complexes exhibited improved in vitro dissolution profile and decreased in vivo acute oral toxicity compared to the pure drug.

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Sustained release applications of a fluoroalkyl ester-functionalized amphiphilic cyclodextrin by inclusion complex formation with water-soluble drugs in supercritical carbon dioxide

Cited by 10 publications

References 26 publications

Supercritical Carbon Dioxide as a Green Alternative to Achieve Drug Complexation with Cyclodextrins

Supercritical Carbon Dioxide as a Green Alternative to Achieve Drug Complexation with Cyclodextrins

Cyclodextrin complexes: Perspective from drug delivery and formulation

Evaluation and solubility improvement of Carvedilol: PSC[n]arene inclusion complexes with acute oral toxicity studies

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