Study of the complexation behaviour of fexofenadine with β-cyclodextrin

Sapkal, Nidhi; Kilor, Vaishali; Shewale, Bharti D; Bhusari, KP; Daud, A S

doi:10.4103/0250-474x.70477

Cited by 10 publications

(10 citation statements)

References 8 publications

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“…The dried complex was pulverized, and it then was passed through a #100 sieve and stored in a desiccator over fused calcium chloride pending further study. The complexes were prepared in both 1:1 and 1:2 molar ratios (Sapkal et al, 2010).…”

Section: Preparation Of Inclusion Complex By the Kneading Methodsmentioning

confidence: 99%

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Effects of nanosuspension and inclusion complex techniques on the in vitro protease inhibitory activity of naproxen

Dharmalingam

Chidambaram

Ramamurthy

et al. 2014

Braz. J. Pharm. Sci.

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This study investigated the effects of nanosuspension and inclusion complex techniques on in vitro trypsin inhibitory activity of naproxen-a member of the propionic acid derivatives, which are a group of antipyretic, analgesic, and non-steroidal anti-inflammatory drugs. Nanosuspension and inclusion complex techniques were used to increase the solubility and anti-inflammatory efficacy of naproxen. The evaporative precipitation into aqueous solution (EPAS) technique and the kneading methods were used to prepare the nanosuspension and inclusion complex of naproxen, respectively. We also used an in vitro protease inhibitory assay to investigate the anti-inflammatory effect of modified naproxen formulations. Physiochemical properties of modified naproxen formulations were analyzed using UV, IR spectra, and solubility studies. Beta-cyclodextrin inclusion complex of naproxen was found to have a lower percentage of antitryptic activity than a pure nanosuspension of naproxen did. In conclusion, nanosuspension of naproxen has a greater anti-inflammatory effect than the other two tested formulations. This is because the nanosuspension formulation reduces the particle size of naproxen. Based on these results, the antitryptic activity of naproxen nanosuspension was noteworthy; therefore, this formulation can be used for the management of inflammatory disorders.Uniterms: Naproxen/nanosuspension/anti-inflammatory activity. Naproxen/inclusion complex/antiinflammatory activity. Naproxen/solubility. Protease inhibition.O objetivo do presente estudo foi investigar a atividade anti-inflamatória in vitro de nanossuspensões e do complexo de inclusão contendo naproxeno. Esse fármaco é derivado de ácido propiônico, com ação analgésica, antipirética e antiinflamatória. A obtenção dessas formulações teve por finalidade o aumento da solubilidade e da atividade anti-inflamatória do fármaco. Os métodos por precipitação em solução aquosa por evaporação e por empastagem foram modificados para a obtenção da nanossuspensão e do complexo de inclusão, respectivamente. Para a avaliação da atividade anti-inflamatória das formulações utilizou-se ensaio in vitro modificado de inibição de tripsina. As propriedades físico-químicas das formulações propostas foram determinadas utilizando espectroscopia UV e de infravermelho, além de estudos de solubilidade. O complexo de inclusão de naproxeno apresentou menor atividade antitripsina, quando comparado ao composto livre e à nanossuspensão. Em conclusão, entre as formulações avaliadas, a nanossuspensão de naproxeno apresentou maior efeito anti-inflamatório. Esse efeito foi devido à redução da dimensão das partículas de naproxeno para a escala nanométrica. Com base nos resultados obtidos, a atividade da nanossuspensão de naproxeno foi notável. Dessa forma, essa formulação apresenta potencial para o tratamento de distúrbios inflamatórios.Unitermos: Naproxeno/nanossuspensão/atividade anti-inflamatória. Naproxeno/complexo de inclusão/ atividade anti-inflamatória. Naproxeno/solubilidade. Inibição da protease.

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Section: Preparation Of Inclusion Complex By the Kneading Methodsmentioning

confidence: 99%

“…Studies were done by Fourier using infrared spectroscopy (FTIR-8300, Shimadzu Co., Kyoto, Japan) and scanned against a blank KBr pellet background at a wave number ranging from 4000 to 650 cm -1 with a resolution of 1.0 cm -1 (Sapkal et al, 2010).…”

Section: Infrared (Ir) Spectra For Cyclodextrin Inclusion Complexmentioning

confidence: 99%

Effects of nanosuspension and inclusion complex techniques on the in vitro protease inhibitory activity of naproxen

Dharmalingam

Chidambaram

Ramamurthy

et al. 2014

Braz. J. Pharm. Sci.

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“…But Fexofenadine hydrochloride is very slightly soluble in water, and poor aqueous solubility of a drug is the factor that limits its development into the desired formulation. The absorption of such drugs may be incomplete and variable, and hence there will be variations in the effectiveness 4 . The present work was designed to improve the aqueous solubility of Fexofenadine Hydrochloride.…”

Section: Figure 1 (±)-4-[1-hydroxy-4[4-(hydroxydiphenylmethyl)-1-piperidinyl]-butyl] αα-Dimethylbenzeneacetic Acid Hydrochloridementioning

confidence: 99%

Inclusion Complex of Fexofenadine Hydrochloride with Cyclodextrins

et al. 2021

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Fexofenadine hydrochloride (FFN), (±)-4-[1-hydroxy-4[4-(hydroxydiphenylmethyl)-1-piperidinyl]-butyl] α,α-dimethylbenzeneacetic acid hydrochloride, is a second-generation antihistamine that is used to treat allergies. The drug is highly hydrophobic and slightly soluble in water. Cyclodextrins are widely used to improve the physicochemical and pharmaceutical properties such as solubility, stability, and bioavailability of poorly soluble drug molecules.Cyclodextrins can molecularly encapsulate various drugs into their hydrophobic cavity without forming any covalent bonds. Cyclodextrin (CDs), especially ß-Cyclodextrin (ß-CD), are widely used in the pharmaceutical field due to its ability to stabilize drug molecules and taste masking purposes. The phase solubility study was performed according to the method of Higuchi and Connors by adding the fexofenadine hydrochloride in excess to different concentrations of cyclodextrin solutions. Phase solubility study records show that the stability constant and complex stoichiometry of FFN-CD complexes increases linearly with CD concentration. Also, an increase in the concentration of β-cyclodextrin leads to an increase in the aqueous solubility of FFN. Complexes were analyzed by UV-VIS spectroscopy using the calibration curve of FFN. Also, UV-VIS spectra indicate a bathochromic shift which proves that complex formation has occurred.Solid inclusion complexes of fexofenadine/β-cyclodextrin and its derivatives were prepared at the molar ratios of 1:1 by the physical mixing method. Characterization of the complexes was performed by using infrared spectroscopy.

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“…The enhanced aqueous solubility of a drug increases the avenues for the development of a variety of dosage forms and improves the bioavailability. The use of hydroxypropyl‐β‐cyclodextrin as solubility enhancer of FFN for mucoadhesive nasal and ophthalmic delivery system has been patented, but there is no mention of formation of inclusion complexes …”

Section: Introductionmentioning

confidence: 99%

Structure determination of fexofenadine‐α‐cyclodextrin complex by quantitative 2D ROESY analysis and molecular mechanics studies

Ali

Khan

Crowyn

2012

Magnetic Reson in Chemistry

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Complexation of fexofenadine with α-cyclodextrin in aqueous medium was studied. The stoichiometry of the resulting inclusion complex was determined by (1) H NMR titration data. 2D ROESY data provided the evidence of formation of the complex by entry of the phenyl ring into the α-cyclodextrin cavity probably from wider opening. Determination of relative peak intensities of intermolecular cross-peaks for the most stable complexes obtained by molecular mechanics (MM2) studies and from 2D ROESY spectral data confirmed the presence of only one complex in solution that has been fully characterized.

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Study of the complexation behaviour of fexofenadine with β-cyclodextrin

Cited by 10 publications

References 8 publications

Effects of nanosuspension and inclusion complex techniques on the in vitro protease inhibitory activity of naproxen

Effects of nanosuspension and inclusion complex techniques on the in vitro protease inhibitory activity of naproxen

Inclusion Complex of Fexofenadine Hydrochloride with Cyclodextrins

Structure determination of fexofenadine‐α‐cyclodextrin complex by quantitative 2D ROESY analysis and molecular mechanics studies

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