Phase solubility studies of pure (−)-α-bisabolol and camomile essential oil with β-cyclodextrin

Waleczek, K J; Cabral-Marques, Helena; Hempel, Bernd; Schmidt, Peter

doi:10.1016/s0939-6411(02)00166-2

Cited by 126 publications

(67 citation statements)

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“…Several authors [26,28,32] have shown that by molecular modelling it is possible to predict the conformation of the complex of the IB into the βCD cavity with a slight inclination. The portions of the drug molecule inside the βCD cavity are the isopropyl group and a part of the aromatic ring.…”

Section: -Ibuprofenmentioning

confidence: 99%

The influence of the preparation methods on the inclusion of model drugs in a β-cyclodextrin cavity

Salústio

Feio

Figueirinhas³

et al. 2009

European Journal of Pharmaceutics and Biopharmaceutics

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The work aims to prove the complexation of two models drugs (ibuprofen, IB and indomethacin, IN) by beta-cyclodextrin (βCD), the effect of the water in such process, and the comparison of their complexation yields. Two methods were considered: kneading of a binary mixture of the drug:βCD and inclusion of either IB or IN in aqueous solutions of βCD. In the latter method the water was removed by air stream, spray-drying and freeze-drying. To prove the formation of complexes in final products optical microscopy, UV spectroscopy, IR spectroscopy, DSC, X-Ray and NMR were considered. Each powder was added to an acidic solution (pH = 2) to quantify the concentration of the drug inside βCD cavity. Others media (pH = 5 and 7) were used to prove the existence of drug not complexed in each powder as the drugs solubility increases with the pH. It was observed that complexation occurred in all powders, and that the fraction of drug inside the βCD did not depend neither on the method of complexation nor on the processes of drying considered.

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Section: -Ibuprofenmentioning

confidence: 99%

The influence of the preparation methods on the inclusion of model drugs in a β-cyclodextrin cavity

Salústio

Feio

Figueirinhas³

et al. 2009

European Journal of Pharmaceutics and Biopharmaceutics

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“…The cyclodextrin molecules have a unique structure with a hydrophobic cavity and a hydrophilic surface which can form inclusion complex with a wide variety of guests. Among those cyclodextrins, β-cyclodextrin is the most widely applicable kind because of its suitable cavity size for common guests and its availability and reasonable price (Waleczek, Marques, Hempel, & Schmidt, 2003). However, water solubility of β-cyclodextrin is quite low (1.8 g in 100 mL water at 25°C).…”

Section: Introductionmentioning

confidence: 99%

Encapsulation of yarrow essential oil in hydroxypropyl-beta-cyclodextrin: physiochemical characterization and evaluation of bio-efficacies

Rakmai

Cheirsilp

Agrasar

et al. 2017

CyTA - Journal of Food

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Essential oil from yarrow (Achillea millefolium L. s. l.) has a broad spectrum of pharmacological activities. However, active chemical components of yarrow oil are sensitive to environmental factors such as, light, oxygen and temperature. Encapsulation of essential oil offers solutions for the limitation. Yarrow oil was encapsulated in hydroxypropyl-β-cyclodextrin (HPβCD) through freezedrying technique with encapsulation efficiency of 45%. Inclusion complex formation was examined by scanning electron microscope, Fourier transformed infrared spectroscopy and UV-vis analysis and phase solubility study. Yarrow oil gave strong antioxidant activity of 72% DPPH scavenging at 50 μg/mL. HPβCD could protect active compounds of essential oil and retained antioxidant activity after sunlight exposure. Yarrow oil also exhibited antibacterial activity against Staphylococcus aureus and Escherichia coli with the minimum inhibitory concentration (MIC) values of 250 μg/mL and 500 μg/mL, respectively. The antibacterial efficacy was much improved after encapsulation against both S. aureus and E. coli with the MIC value of 62.5 μg/mL.Encapsulación de aceite esencial de milenrama en hidroxipropil-beta-ciclodextrina. Caracterización fisicoquímica y evaluación de bioeficiencia. RESUMENEl aceite esencial de la milenrama (Achillea millefolium L. s. l.) presenta un amplio espectro de actividades farmacológicas. Sin embargo, los componentes químicos activos del aceite son sensibles a factores ambientales tales como, luz, oxígeno y temperatura. La encapsulación del aceite esencial ofrece soluciones para esta limitación. El aceite se encapsuló en hidroxipropil-β-ciclodextrina (HPβCD) mediante la técnica de liofilización con un rendimiento del 45%. La formación del complejo de inclusión se analizó mediante técnicas de SEM, FT-IR y UV-vis y se realizó un estudio de solubilidad. El aceite presentó una fuerte actividad antioxidante de 72% de DPPH. HPβCD protege los compuestos activos de aceite esencial y retoene la actividad antioxidante después de la exposición a luz solar. El aceite también exhibió actividad antibacteriana contra Staphylococcus aureus y Escherichia coli con valores mínimos de concentración inhibitoria (MIC) de 250 μg/mL y 500 μg/mL, respectivamente. La eficacia antibacteriana mejoró mucho después de la encapsulación contra S. aureus y E. coli con un valor de CIM de 62,5 μg /ml. ARTICLE HISTORY

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“…The kneading method and physical mixture as control were as reported by Zhang et al [7]. The method for coprecipitation was referring to method by Waleczek et al [8].…”

Section: Inclusion Complexmentioning

confidence: 99%

“…An amount 5 mg sample was placed in aluminium pans and heated at 10°C/min in the temperature range of 0 °C to 300 °C. The measurements were carried out under dry nitrogen at a flow rate of 50 mL/min [8].…”

Section: Inclusion Complexmentioning

confidence: 99%

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CHARACTERISATION OF CATFISH (Clarias batrachus) OIL: β-CYCLODEXTRIN INCLUSION COMPLEX

Haiyee

Yahya

Rashid

et al. 2016

MJAS

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Catfish is a cheap source of essential omega-3 fatty acids especially eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). Catfish oil was extracted and clean-up using pressurised liquid extraction (PLE) from the viscera of catfish (Clarias batrachus). However, the characteristics of catfish oils are sticky, strong fishy odour and can easily be oxidised with short shelflife. In this study, catfish oil was converted into powder by formation of inclusion complex with β-cyclodextrin. Inclusion complex was prepared by using co-precipitation and kneading methods and compared with physical mixture. The inclusion complex formed were characterised by using field emission scanning electron microscopy (FESEM), differential scanning calorimeter (DSC) and fourier transform infrared spectroscopy (FTIR). FESEM images revealed that inclusion complex using co-precipitation and kneading methods has smaller in crystal sizes and appeared as different morphology compared to physical mixture. DSC proved that co-precipitation method was able to form new solid phase due to shifting of melting point to higher temperature (145.22 °C). FTIR supported the result by proving strengthening of carbonyl group (C=O). Therefore, coprecipitation method was able to successfully produce inclusion complex of catfish oil, β-cyclodextrin.Keywords: catfish oil, β-cyclodextrin, co-precipitation, kneading, physical mixture Abstrak Ikan keli merupakan sumber murah yang mengandungi asid lemak omega-3 terutama asid eikosapentaenoik (EPA) dan asid dokosaheksaenoik (DHA). Minyak ikan keli telah diekstrak dan disulingkan dengan menggunakan pengekstrakan cecair tekanan tinggi (PLE) daripada visera ikan keli (Clarias batrachus). Walau bagaimanapun, ciri -ciri minyak ikan keli adalah melekit, bau hanyir yang kuat, mudah teroksida dengan mempunyai jangka hayat yang terhad. Dalam kajian ini, minyak ikan keli telah ditukarkan menjadi serbuk melalui pembentukan kompleks rangkuman dengan β-siklodekstrin (BCD). Kompleks rangkuman telah dihasilkan dengan menggunakan teknik ko-pemendakan dan penggulian serta dibandingkan dengan campuran fizikal. Kompleks rangkuman telah dicirikan dengan menggunakan mikroskop elektron imbasan medan (FESEM), kalorimeter imbasan kebezaan (DSC) dan spektrofotometer infra merah transformasi fourier (FTIR). Hasil kajian daripada imej FESEM menunjukkan bahawa pembentukan kompleks rangkuman menggunakan teknik ko-pemendakan dan penggulian mempunyai saiz kristal yang kecil dan muncul sebagai morfologi yang berbeza dibandingkan dengan campuran fizikal. DSC membuktikan ko-pemendakan mampu menghasilkan fasa baru kerana takat pencairan berubah dari yang asal ke suhu yang lebih tinggi (145.22 ºC). FTIR mendokong keputusan melalui bukti penegangan kumpulan karbonil dan C=O telah digunakan untuk rangkuman. Oleh itu, kaedah ko-pemendakan membuktikan kaedah yang paling sesuai untuk merangkum minyak ikan keli menggunakan β-siklodekstrin.Kata kunci: minyak ikan keli, β-siklodekstrin, ko-pemendakan, penggulian, campuran fizikal

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Phase solubility studies of pure (−)-α-bisabolol and camomile essential oil with β-cyclodextrin

Cited by 126 publications

References 10 publications

The influence of the preparation methods on the inclusion of model drugs in a β-cyclodextrin cavity

The influence of the preparation methods on the inclusion of model drugs in a β-cyclodextrin cavity

Encapsulation of yarrow essential oil in hydroxypropyl-beta-cyclodextrin: physiochemical characterization and evaluation of bio-efficacies

CHARACTERISATION OF CATFISH (Clarias batrachus) OIL: β-CYCLODEXTRIN INCLUSION COMPLEX

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