The dispersed states of medicinal molecules in ground mixtures with .ALPHA.- or .BETA.-cyclodextrin.

Nakai, Yusuke; Yamamoto, Keiji; Terada, Katsuhide; Akimoto, Katsuya

doi:10.1248/cpb.32.685

Cited by 46 publications

(14 citation statements)

References 2 publications

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“…In our case, however -as it has already been observed by Nakai [26] and Lin [27] -a crystalline --> amorphous transformation takes place during the process of grinding. Besides complex formation this causes the disappearance of the melting peak of mandelic acid.…”

Section: Thermoanalytical Investigationssupporting

confidence: 70%

Solid and liquid state investigations of mandelic acid cyclodextrin complexes

Fodor¹,

Novák

Ràkosa

et al. 1997

Journal of Thermal Analysis

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In the present study the solid and liquid phase behaviour of mandelic acid cyctodextrin systems were studied. The samples were prepared using dry grinding/kneading technique in the absence of any solvent. Thermoanalytical methods (TG, DSC, EGD) were used to characterise the solid compounds. In liquid phase the stoichiometry and the stability constants of the complexes formed were determined using UV spectrophotometry. Partial complex formation was found in case of all cyclodextrins used. The amount of uncomplexed mandelic acid varied between 10--20% of the total guest content.

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Section: Thermoanalytical Investigationssupporting

confidence: 70%

Solid and liquid state investigations of mandelic acid cyclodextrin complexes

Fodor¹,

Novák

Ràkosa

et al. 1997

Journal of Thermal Analysis

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“…Our results suggest that the inclusion complex gave five times the increased dissolution rate of terfenadine. Such an enhanced dissolution of terfenadine from inclusion complex may be by the contribution of the increased solubility of terfenadine in inclusion complex (9,10).…”

Section: Resultsmentioning

confidence: 99%

“…Cyclodextrin complexation has been extensively applied to enhance the solubility, dissolution rate, and bioavailability of slightly water soluble drugs (5)(6)(7)(8)(9). The cyclodextrin complexes with slightly water soluble drugs have been prepared using coprecipitation, kneading, neutralization, spraydrying, and freeze-drying methods (5-9).…”

Section: Introductionmentioning

confidence: 99%

Terfenadine–β-Cyclodextrin Inclusion Complex with Antihistaminic Activity Enhancement

Choi

Lee

Han

et al. 2001

Drug Development and Industrial Pharmacy

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Terfenadine, an antihistaminic drug, has relatively low bioavailability after oral administration due to its limited solubility in water. To enhance the antihistaminic activity of terfenadine, the terfenadine-beta-cyclodextrin (1:2) inclusion complex was prepared by the neutralization method. The solubility and dissolution of the inclusion complex were carried out, and its antihistaminic activity was then evaluated and compared with terfenadine powder by the passive subcutaneous anaphylaxis method in rats. The formation constant of the inclusion complex was higher at lower pH, while its formation ratio was 1:2 irrespective of pH. For terfenadine, it improved the solubility 200 times and the dissolution rate 5 times. It gave a low histamine level at 30 min, followed by a sustained low level until 60 min, while terfenadine powder gave a low histamine level at 60 min, suggesting that it had faster and more effective antihistaminic activity than terfenadine powder in rats due to fast dissolution and absorption of terfenadine. It is concluded that this inclusion complex enhanced the antihistaminic activity of terfenadine following the enhanced solubility and dissolution of terfenadine.

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“…This technique has been used to detect the CyD inclusion of numerous substrates: salbutamol, [111] benzene derivatives, [125] azo dyes, [126,127] carvacrol, thymol and eugenol (components of essential oils of vegetable origin), [88] and fragrance materials (linalool and benzyl acetate). [59] From 13 C-NMR spectra (which may be obtained in aqueous solutions) it can be determined which atoms of the guest molecule are involved in stabilizing the complex and also how they are oriented.…”

Section: Nuclear Magnetic Resonance Spectroscopymentioning

confidence: 99%

“…Similar shifts were observed for benzoic and p-hydroxybenzoic acids, p-acetoxydiphenyl. [107,125] The FT-IR drug spectrum KBr discs in the 4000-500 cm -1 region presents a band at about 1730 cm -1 due to carbonyl stretching. [108] FT-IR proved to be suitable for the identification of carvone and limonene, volatile constituents of caraway essential oil.…”

Section: Infrared Spectroscopymentioning

confidence: 99%

A review on cyclodextrin encapsulation of essential oils and volatiles

Cabral-Marques

2010

Flavour & Fragrance J

588

360

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Cyclodextrins (CyDs) are cyclic carbohydrates derived from starch. The parent CyDs contain six, seven and eight glucopyranose units and are referred as a-, b-and g-CyD, respectively. The most important property of the CyDs is the ability to establish specific interactions -molecular encapsulation -with various types of molecules through the formation of noncovalently bonded entities, either in the solid phase or in aqueous solution. These nano-encapsulating agents may form inclusion complexes with essential oils and volatiles, or their components, in order to improve their characteristics, such as transformation of liquid compounds into crystalline form; masking unpleasant smells and tastes of some compounds; improving the physical and/or chemical stability; and stabilizing volatile compounds by reducing or eliminating any losses through evaporation. Complexation has been used to avoid the destruction of certain flavours by processing or, on storage, allowing the use of minor amounts of flavours. The guest molecule is released in the warm moisture of the mouth. Examples are spices, essential oils of vegetable origin and plant flavours, chamomile oil and extract, eucalyptus oil, fennel oil, lemon oil, onion and garlic oil, camphor, menthol, thymol, etc. There are several methods for the preparation of inclusion complexes; kneading, co-precipitation, freeze-drying and spray-drying the most commonly used. Evidence for a guest inclusion into the apolar CyD cavity may be proved by various analytical techniques, including NMR spectroscopy, UV-visible absorption spectroscopy, optical rotatory dispersion and circular dichroism, fluorescence, infrared/FT-IR spectroscopy, thermo-analysis, TLC, mass spectromety, and powder X-ray diffractometry.

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The dispersed states of medicinal molecules in ground mixtures with .ALPHA.- or .BETA.-cyclodextrin.

Cited by 46 publications

References 2 publications

Solid and liquid state investigations of mandelic acid cyclodextrin complexes

Solid and liquid state investigations of mandelic acid cyclodextrin complexes

Terfenadine–β-Cyclodextrin Inclusion Complex with Antihistaminic Activity Enhancement

A review on cyclodextrin encapsulation of essential oils and volatiles

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