Study of the inclusion complex of atenolol with β-cyclodextrins

Ficarra, R.; Ficarra, P.; Bella, M. R. Di; Raneri, D.; Tommasini, S.; Calabrò, Marco; Villari, A; Coppolino, Salvatore

doi:10.1016/s0731-7085(00)00274-0

Cited by 56 publications

(29 citation statements)

References 10 publications

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“…Also, the peak corresponding to the carbonyl group of CP significantly decreased in intensity in the above-mentioned systems compared to that observed in PMs. These changes in IR spectra suggest that the amino group and carbonyl group of CP were entrapped into the host cavities during solid state inclusion complexation [32]. This finding is consistent with the results obtained from DSC and XRD.…”

Section: Fourier-transform Infrared Spectroscopy (Ftir)supporting

confidence: 90%

Complexation of capsaicin with β-cyclodextrins to improve pesticide formulations: effect on aqueous solubility, dissolution rate, stability and soil adsorption

Shen

Yang

Zhou

et al. 2011

J Incl Phenom Macrocycl Chem

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The binary systems of capsaicin (CP) and b-cyclodextrin (bCD) or hydroxypropyl-b-cyclodextrin (HPbCD) were investigated in an attempt to improve formulations of this pesticide. UV spectral shift methods indicated guest-host complex formation between CP and the two cyclodextrins (CDs). Phase solubility analysis showed B s type diagrams with bCD, A L type with HPbCD indicating the formation of an inclusion complex at 1:1 stoichiometric ratio in solution state. Solubility profiles indicated a 50-fold enhancement of CP solubility could be achieved in the presence of 60 mM HPbCD with respect to CP alone. Solid co-evaporated systems (CES) with 1:0.5-1:5 molar ratios of CP/CDs were physicochemically characterized, revealing that the true inclusion complexes could be formed in the solid CP/bCD systems with 1:5 molar ratio and in the solid CP/HPbCD systems with the molar ratios more than 1:3, respectively. In contrast, crystalline drug was detectable in all other systems. Compared with corresponding physical mixtures (PMs), the CES exhibited significant enhancement with regard to CP dissolution and the protection from CP degradation under the accelerated conditions. It was also revealed that complexation of CP with HPbCD had a pronounced improved effect on the pesticide formulations and greatly reduced the amount of CP adsorbed in the soil. These results demonstrate that HPbCD may be a preferred excipient, enabling more efficient and intelligent use of CP/ CDs inclusion complexes in the development of pesticide formulations.

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Section: Fourier-transform Infrared Spectroscopy (Ftir)supporting

confidence: 90%

Complexation of capsaicin with β-cyclodextrins to improve pesticide formulations: effect on aqueous solubility, dissolution rate, stability and soil adsorption

Shen

Yang

Zhou

et al. 2011

J Incl Phenom Macrocycl Chem

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show abstract

“…These findings are confirmed by the literature. In the studies with the use of thermal analysis, XRPD and IR-spectroscopy, the incompatibilities were found between atenolol and mannitol (physical interaction in a 1:1 mixture [23], probably due to a possible hydrogen-bond formation by the amine group of atenolol and -OH [24] or C-H and CH 2 [25] groups of mannitol), lactose (decomposition owing to a Maillard reaction takes place between both ingredients [20,26]), b-cyclodextrin (formation of an inclusion complex in the solid-state) [27] and polyvinylpyrrolidone (strong interaction in the excipient-rich mixtures owing to an amorphisation of atenolol) [20][21][22].…”

Section: Resultsmentioning

confidence: 99%

Thermogravimetric detection of incompatibilities between atenolol and excipients using multivariate techniques

Wesołowski

Rojek

2013

J Therm Anal Calorim

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The purpose of this research study was evaluation of the utility of two common multivariate techniques, agglomerative cluster analysis (CA) and principal component analysis (PCA), as supplementary means of detecting incompatibilities, which can occur between active pharmaceutical ingredients and excipients at the preformulation stage of a solid dosage form. For the detection of incompatibilities between atenolol (beta blocker) and selected excipients (mannitol, lactose, starch, methylcellulose, b-cyclodextrin, meglumine, chitosan, polyvinylpyrrolidone and magnesium stearate), the thermogravimetry (TG), differential scanning calorimetry (DSC) and Fourier transform infrared spectroscopy (FTIR) were chosen. The results have shown that compatibility between atenolol and an excipient can be identified in a CA dendrogram by two large clusters, from which one groups an excipient and physical mixtures with a high concentration of the excipient. Another cluster encompasses atenolol and mixtures with a high content of the drug. In the PCA plot, all samples are located along the first principal component axis (PC1), beginning from a single component located with the most negative PC1 value, through mixtures with gradually varying concentration of both ingredients, till the second component located close to the most positive PC1 values. The results have shown that CA and PCA fulfil their role as supporting techniques in the interpretation of the data acquired from the TG curves, and the obtained data are compatible with the results of DSC and FTIR analyses.

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“…CyDs have a doughnut-shaped hydrophobic cavity in which various types of "guest" molecules may be clathrated, either in the solid phase or in aqueous solution [19][20][21][22][23]. Encapsulation of a drug molecule will advantageously affect many of its physico-chemical properties, thus leading to enhanced solubility, dissolution rate, membrane permeability and bioavailability of slightly soluble drugs, including some flavanones [24][25][26][27][28][29]. Furthermore, there is generally an improvement in their stability to air and light [30][31][32].…”

Section: Introductionmentioning

confidence: 99%

Effects of α- and β-cyclodextrin complexation on the physico-chemical properties and antioxidant activity of some 3-hydroxyflavones

Calabrò

Tommasini

Donato

et al. 2004

Journal of Pharmaceutical and Biomedical Analysis

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110

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Study of the inclusion complex of atenolol with β-cyclodextrins

Cited by 56 publications

References 10 publications

Complexation of capsaicin with β-cyclodextrins to improve pesticide formulations: effect on aqueous solubility, dissolution rate, stability and soil adsorption

Complexation of capsaicin with β-cyclodextrins to improve pesticide formulations: effect on aqueous solubility, dissolution rate, stability and soil adsorption

Thermogravimetric detection of incompatibilities between atenolol and excipients using multivariate techniques

Effects of α- and β-cyclodextrin complexation on the physico-chemical properties and antioxidant activity of some 3-hydroxyflavones

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