Aggregation Behavior of Hydrophobically Modified β-Cyclodextrins In Aqueous Solution

Witte, F.; Hoffmann, H.

doi:10.1007/978-94-011-5448-2_7

Cited by 2 publications

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“…A high intensity band is clearly observed for the C–C–C bending at 496 cm −1 for α-CD+CA, and less intensity was recorded for β-CD+CA (497 cm −1 ) and 2HP-β-CD+CA; also, the bands at 1366 (α-CD+CA) and 1370 cm −1 (γ-CD+CA) attributed to C-C stretching exhibit a lower intensity as well as increased intensity of C–H stretching (1476 and 1472 cm −1 for α-CD+CA and γ-CD+CA, respectively) compared to the other modes, proving a similar type of interactions between CA [ 45 ] and α- and γ-CD. Moreover, an increased frequency of stretching vibrational modes of hydroxyl (O–H) groups in α-CD+CA and γ-CD+CA conjugates may imply the hydrogen bonds weakening in the host molecule and hence increasing the amphiphilic properties of CDs, especially in the case of γ-CD possessing the largest surface area corresponding to the guest–host interactions [ 72 ]. Molecular dynamics simulation demonstrated that α-CD+CA and γ-CD+CA have the highest intensity of interactions with water molecules, which was also reflected in spectral deconvolution for γ-CD+CA.…”

Section: Discussionmentioning

confidence: 99%

Molecular Structure of Cefuroxime Axetil Complexes with α-, β-, γ-, and 2-Hydroxypropyl-β-Cyclodextrins: Molecular Simulations and Raman Spectroscopic and Imaging Studies

Gieroba

Kalisz

Sroka-Bartnicka

et al. 2021

IJMS

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The formation of cefuroxime axetil+cyclodextrin (CA+CD) complexes increases the aqueous solubility of CA, improves its physico-chemical properties, and facilitates a biomembrane-mediated drug delivery process. In CD-based tablet formulations, it is crucial to investigate the molecular details of complexes in final pharmaceutical preparation. In this study, Raman spectroscopy and mapping were applied for the detection and identification of chemical groups involved in α-, β-, γ-, and 2-hydroxypropyl-β-CD (2-HP- β-CD)+CA complexation process. The experimental studies have been complemented by molecular dynamics-based investigations, providing additional molecular details of CA+CD interactions. It has been demonstrated that CA forms the guest–host type inclusion complexes with all studied CDs; however, the nature of the interactions is slightly different. It seems that both α- and β-CD interact with furanyl and methoxy moieties of CA, γ-CD forms a more diverse pattern of interactions with CA, which are not observed in other CDs, whereas 2HP-β-CD binds CA with the contribution of hydrogen bonding. Apart from supporting this interpretation of the experimental data, molecular dynamics simulations allowed for ordering the CA+CD binding affinities. The obtained results proved that the molecular details of the host–guest complexation can be successfully predicted from the combination of Raman spectroscopy and molecular modeling.

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Section: Discussionmentioning

confidence: 99%