Cyclodextrin complexes of valdecoxib: properties and anti-inflammatory activity in rat

Rajendrakumar, Kale; Madhusudan, Saraf; Tayade, Pralhad

doi:10.1016/j.ejpb.2004.12.005

Cited by 51 publications

(19 citation statements)

References 13 publications

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“…Complete drug amorphization was observed in the freeze-dried products of EFV with each amorphous βCD derivative (HPβCD and RMβCD). Similar results were reported for other drugs with amorphous βCD derivatives (16,17).…”

Section: Phase Solubility Studiessupporting

confidence: 90%

Physicochemical Characterization of Efavirenz–Cyclodextrin Inclusion Complexes

et al. 2009

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Abstract. Efavirenz (EFV) is an oral antihuman immunodeficiency virus type 1 drug with extremely poor aqueous solubility. Thus, its gastrointestinal absorption is limited by the dissolution rate of the drug. The objective of this study was to characterize the inclusion complexes of EFV with β-cyclodextrin (β-CD), hydroxypropyl β-CD (HPβCD), and randomly methylated β-CD (RMβCD) to improve the solubility and dissolution of EFV. The inclusion complexation of EFV with cyclodextrins in the liquid state was characterized by phase solubility studies. The solid-state characterization of various EFV and CD systems was performed by X-ray diffraction, differential scanning calorimetry, and scanning electron microscopy analyses. Dissolution studies were carried out in distilled water using US Pharmacopeia dissolution rate testing equipment. Phase solubility studies provided an A L -type solubility diagram for β-CD and A P -type solubility diagram for HPβCD and RMβCD. The phase solubility data enabled calculating stability constants (K s ) for EFV-βCD, EFV-HPβCD, and EFV-RMβCD systems which were 288, 469, and 1,073 M −1 , respectively. The physical and kneaded mixtures of EFV with CDs generally provided higher dissolution of EFV as expected. The dissolution of EFV was substantially higher with HPβCD and RMβCD inclusion complexes prepared by the freeze drying method. Thus, complexation with HPβCD and RMβCD could possibly improve the dissolution rate-limited absorption of EFV.

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Section: Phase Solubility Studiessupporting

confidence: 90%

Physicochemical Characterization of Efavirenz–Cyclodextrin Inclusion Complexes

et al. 2009

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“…On the other hand, the lornoxicam characteristic carbonyl stretching band and amide bands were highly broadened and diminished in the FTIR spectra of both freeze-dried products. This might indicate the inclusion of lornoxicam in the hydrophobic cavity of the carrier (15,36). Taking into account the above results together with that obtained from the DSC and X-ray studies, they all supported an almost complete transformation of the crystalline drug to an amorphous state and the existence of strong interaction between the drug and HP-β-CD when the freeze-drying method was used.…”

Section: X-ray Powder Diffractometrysupporting

confidence: 59%

Design and In Vitro Evaluation of Novel Sustained-Release Double-Layer Tablets of Lornoxicam: Utility of Cyclodextrin and Xanthan Gum Combination

Hamza

Aburahma

2009

AAPS PharmSciTech

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Abstract. The objective of the present study was to develop new directly compressed, double-layer tablets (DLTs) of lornoxicam, a highly potent nonsteroidal anti-inflammatory drug with short half-life, that are characterized by initial burst drug release in the stomach and comply with the release requirements of sustained-release products. Each of the proposed DLTs is composed of a fast-release layer and a sustained-release layer, anticipating rapid drug release that starts in the stomach to rapidly alleviate the symptoms and continues in the intestine to maintain protracted analgesic effect. An amorphous, freeze-dried inclusion complex of lornoxicam with hydroxypropyl-β-cyclodextrin, present in 1:2 (drug/cyclodextrin) molar ratio, was employed in the fast-release layer to enhance the dissolution of lornoxicam in the stomach and assure rapid onset of its analgesic effect. Xanthan gum (XG), a hydrophilic matrix-forming agent, was integrated in the sustained-release layer to provide appropriate sustainment of drug release. The weight ratios between the sustained-release layer and fast-release layer present in DLTs were adjusted to reach optimal formulations. DLTs composed of sustained-release layer (40% XG) to fast-release layer in 2:1 weight ratio and those composed of sustained-release layer (50% XG) to fast-release layer in 1:1 weight ratio showed the desired release profile. The drug contained in the fast-release layer showed an initial burst drug release of more than 30% of its drug content during the first 30 min of the release study followed by gradual release of the drug for a period of 8 h.

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“…[2][3][4][5] Natural CDs are widely explored by many researchers so far, but have limited pharmaceutical applications owing to its limited aqueous solubility (1.85 g/100 ml). 6 To overcome this problem, chemically modified β-CDs have been synthesized examples viz.…”

Section: Introductionmentioning

confidence: 99%

“…Such kind of shifts has been reported for other drugs, and was explained by the dissociation of the intermolecular hydrogen bonds associated with crystalline drug molecules. 4,18 This indicates possibility of nelfinavir dispersion due to interaction with CDs, which could result in its inclusion in the hydrophobic cavity of the carrier. The overall decrease in the intensity and broadening of the drug carbonyl stretching band observable in these systems might be due to its restriction within the cyclodextrin cavity.…”

mentioning

confidence: 99%

Preparation and in vitro Evaluation of Inclusion Complexes of Nelfinavir with Chemically Modified ?-cyclodextrins

Hiremath¹,

Godge

2013

Dhaka Univ. J. Pharm. Sci

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Nelfinavir is a poorly water-soluble antiretroviral drug with relatively low bioavailability. In the present study, the practically insoluble drug, nelfinavir (NFV) and its inclusion complexes with hydroxypropyl-β-cyclodextrin (HP-β-CD) were investigated to improve the aqueous solubility and the dissolution rate of the drug, thus enhancing its bioavailability. The phase solubility diagram with HP-β-CD was classified as A L -type at all temperatures investigated, indicating the formation of higher order complexes. The apparent complexation constants (K 1:1 ) calculated from phase solubility diagram were 145.49, 188.45 and 255.54 M -1 at 25, 37 and 45 ± 0.5 0 C, respectively. Aqueous solubility and dissolution studies indicated that the dissolution rates were remarkably increased; this could be mainly attributed to the improved solubility and dissolution associated with inclusion complex between drug and HP-β -CD. Absence of endothermic and characteristic diffraction peaks corresponding to NFV was observed for the inclusion complex in DSC and PXRD. FT-IR study indicated that the presence of intermolecular hydrogen bonds between NFV and HP-β-CD in inclusion complex, resulting in the formation of amorphous form.

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Cyclodextrin complexes of valdecoxib: properties and anti-inflammatory activity in rat

Cited by 51 publications

References 13 publications

Physicochemical Characterization of Efavirenz–Cyclodextrin Inclusion Complexes

Physicochemical Characterization of Efavirenz–Cyclodextrin Inclusion Complexes

Design and In Vitro Evaluation of Novel Sustained-Release Double-Layer Tablets of Lornoxicam: Utility of Cyclodextrin and Xanthan Gum Combination

Preparation and in vitro Evaluation of Inclusion Complexes of Nelfinavir with Chemically Modified ?-cyclodextrins

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