High-Field Nuclear Magnetic Resonance Techniques for the Investigation of a β-Cyclodextrin:Indomethacin Inclusion Complex

Djedaïni, Florence; Lin, Sheng Zhao; Perly, Bruno; Wouessidjewe, Denis

doi:10.1002/jps.2600790721

Cited by 188 publications

(74 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Chemical shift changes were determined to some extent for all CTZ protons, and the highest change was observed at the phenyl and chlorophenyl ring protons. Therefore, this shift provided the indication for the formation of the inclusion complex between β-CD and CTZ [30][31][32][33][34] .…”

Section: Dmentioning

confidence: 95%

Cetirizine Dihydrochloride, beta-Cyclodextrin Inclusion Complex by Ethanol Kneading for Taste Masking

Katewongsa¹,

Lertsuphotvanit²,

Phaechamud³

2017

pharmaceutical-sciences

View full text Add to dashboard Cite

Katewongsa, et al.: Cetirizine Dihydrochloride and β-Cyclodextrin Complex by Ethanol KneadingCetirizine dihydrochloride has a very unpleasant bitter taste. To mask the bitter taste, complexation with β-cyclodextrin using ethanol as a kneading solvent was investigated and evaluated by Fourier transform infrared spectroscopy, differential scanning calorimetry, powder X-ray diffractometry, thermogravimetric analysis, simultaneous X-ray diffractometry-differential scanning calorimetry measurement and 1 H-nuclear magnetic resonance spectroscopy. Taste was evaluated by human volunteers using an unstructured line scale. The basic characterization of the prepared tablets including in vivo disintegration time and drug dissolution was studied. Fourier transform infrared spectroscopy, differential scanning calorimetry and powder X-ray diffractometry data confirmed the inclusion complex formation. Thermogravimetric analysis, simultaneous X-ray diffractometry-differential scanning calorimetry measurements revealed the reduction of crystalline β-cyclodextrin due to the displacement of water molecules from complex formation. Proton nuclear magnetic resonance spectroscopy indicated an intermolecular interaction between protons of cetirizine dihydrochloride with the cavity of β-cyclodextrin. The prepared complex showed an unstructured line scale with apparent low average rating of 1.70. The inclusion complex-loaded fast disintegrating tablet prepared with direct compression had short disintegration time and good taste with an unstructured line scale with average rating of 0.28. Cetirizine dihydrochloride, β-cyclodextrin inclusion complex was successfully prepared by kneading method using ethanol as solvent. The inclusion complex-loaded fast disintegrating tablet had good taste and good perception in the mouth.

show abstract

Section: Dmentioning

confidence: 95%

Cetirizine Dihydrochloride, beta-Cyclodextrin Inclusion Complex by Ethanol Kneading for Taste Masking

Katewongsa¹,

Lertsuphotvanit²,

Phaechamud³

2017

pharmaceutical-sciences

View full text Add to dashboard Cite

show abstract

“…In order to do so Job´s method was used [26]. It is observed that when CDs are added to an aqueous ionic surfactant solution, at constant surfactant concentration, an increase in CD concentration could result in a decrease in the experimental specific conductivity.…”

Section: Stoichiometrymentioning

confidence: 99%

Host-guest interactions between cyclodextrins and surfactants with functional groups at the end of the hydrophobic tail

Martı́n

Ostos

Angulo

et al. 2017

Journal of Colloid and Interface Science

View full text Add to dashboard Cite

Graphical abstractIn this work the influence of the incorporation of aromatic substituents at the end of the hydrophobic tail on the binding of cationic surfactants to cyclodextrins was studied. 2 HOST-GUEST INTERACTIONS BETWEEN CYCLODEXTRINS AND SURFACTANTS WITH FUNCTIONAL GROUPS AT THE END AbstractThe aim of this work was to investigate the influence of the incorporation of substituents at the end of the hydrophobic tail on the binding of cationic surfactants to α-, β-, and -cyclodextrins. The equilibrium binding constants of the 1:1 inclusion complexes formed follow the trend K 1 (α-CD)>K 1 (β-CD)>>K 1 (-CD), which can be explained by considering the influence of the CD cavity volume on the host-guest interactions. From the comparison of the K 1 values obtained for dodecyltriethylammonium bromide, DTEAB, to those estimated for the surfactants with the substituents, it was found that the incorporation of a phenoxy group at the end of the hydrocarbon tail does not affect K 1 , and the inclusion of a naphthoxy group has some influence on the association process, slightly diminishing K 1 . This makes evident the importance of the contribution of hydrophobic interactions to the binding, the length of the hydrophobic chain being the key factor determining K 1 . However, the presence of the aromatic rings does influence the location of the host and the guest in the inclusion complexes. The observed NOE interactions between the aromatic protons and the CD protons indicate that the aromatic rings are partially inserted within the host cavity, with the cyclodextrin remaining close to the aromatic rings, which could be partially intercalated in the host cavity. To the authors´ knowledge this is the first study on the association of cyclodextrins with monomeric surfactants incorporating substituents at the end of the hydrophobic tail.

show abstract

“…Todavia, estudos efetuados por diversos autores evidenciam que a molécula de IM sofre inclusão parcial na molécula de HP-β-CD, havendo, contudo, divergência quanto à parte da estrutura química da IM que é incluída na ciclodextrina. Na Figura 7 estão representadas as duas principais hipóteses de forma de inclusão: inclusão da parte do anel indol (Djedaïni et al, 1990) e inclusão da parte p-clorobenzeno, sendo esta última a que tem maiores defensores, fundamentada na sua dimensão (7 Å) e comprovada através de técnica de simulação do modelo molecular tipo Stuart e modelagem computacional, permitindo obter informação sobre a geometria e a estrutura dos compostos de inclusão (Backensfeld et al, 1990(Backensfeld et al, , 1991Hamada et al, 1975;Kurozumi et al, 1975;Lin et al, 1991;Redenti et al, 2001). O caráter lipofílico da IM favorece, também, a formação do complexo.…”

Section: Fundamentação Para a Utilização De Complexos De Inclusão De unclassified

“…FIGURA 7 -Inclusão parcial de IM em CD, exemplo da inclusão da parte indol e da parte p-clorobenzeno (Adaptado de Backensfeld et al, 1990, 1991: Djedaïni et al, 1990Redenti et al, 2001). …”

Section: Fundamentação Para a Utilização De Complexos De Inclusão De unclassified

Aspectos biofarmacêuticos da formulação de medicamentos para neonatos: fundamentos da complexação de indometacina com hidroxipropil-beta-ciclodextrina para tratamento oral do fechamento do canal arterial

Rama¹,

Veiga²,

Figueiredo³

et al. 2005

Rev. Bras. Cienc. Farm.

View full text Add to dashboard Cite

INTRODUÇÃOA investigação farmacêutica tem como intuito o desenvolvimento de novos agentes terapêuticos direcionados à resolução de situações clínicas, integrando conhecimentos pluridisciplinares.A prática de cuidados farmacêuticos possibilita a identificação de situações clínicas para as quais os recursos terapêuticos existentes não são os adequados. Fazer parte da equipe de saúde de uma unidade de cuidados intensivos de neonatologia é um desafio para o farmacêu-tico clínico, confrontado com a necessidade de dar resposta aos problemas biofarmacêuticos decorrentes da anatomofisiologia e das patologias inerentes àquele gru- Unitermos• Indometacina• Hidroxipropil-β-ciclodextrina• Recém-nascidos• Canal arterial

show abstract

High-Field Nuclear Magnetic Resonance Techniques for the Investigation of a β-Cyclodextrin:Indomethacin Inclusion Complex

Cited by 188 publications

References 5 publications

Cetirizine Dihydrochloride, beta-Cyclodextrin Inclusion Complex by Ethanol Kneading for Taste Masking

Cetirizine Dihydrochloride, beta-Cyclodextrin Inclusion Complex by Ethanol Kneading for Taste Masking

Host-guest interactions between cyclodextrins and surfactants with functional groups at the end of the hydrophobic tail

Aspectos biofarmacêuticos da formulação de medicamentos para neonatos: fundamentos da complexação de indometacina com hidroxipropil-beta-ciclodextrina para tratamento oral do fechamento do canal arterial

Contact Info

Product

Resources

About