Host–guest complexes of cucurbit[7]uril with albendazole in solid state

Saleh, Na’il; Khaleel, Abbas; Al-Dmour, Hmoud; al‐Hindawi, Bassam; Yakushenko, E. V.

doi:10.1007/s10973-012-2376-5

Cited by 24 publications

(14 citation statements)

References 43 publications

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“…The high affinity of the protonated guest is mainly attributed to additional ion-dipole interactions between the cationic sites of the guest molecules with the carbonyl portals of CBs (Márquez et al, 2004b). Also important, the high thermal stability of CBs allows their implementation to improve the thermal stability of many drugs in the solid state (Bardelang et al, 2011; Saleh et al, 2012).…”

Section: Introductionmentioning

confidence: 99%

Applications of Cucurbiturils in Medicinal Chemistry and Chemical Biology

2019

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The supramolecular chemistry of cucurbit[n]urils (CBn) has been rapidly developing to encompass diverse medicinal applications, including drug formulation and delivery, controlled drug release, and sensing for bioanalytical purposes. This is made possible by their unique recognition properties and very low cytotoxicity. In this review, we summarize the host-guest complexation of biologically important molecules with CBn, and highlight their implementation in medicinal chemistry and chemical biology.

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Section: Introductionmentioning

confidence: 99%

Applications of Cucurbiturils in Medicinal Chemistry and Chemical Biology

2019

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“…1b) was discovered in 200010 and still has wide research prospects. Currently, most reported studies on CB[7] have focused on the inclusion mechanism with drugs at a molecular level111213. Further developments of CB[7]-containing drug dosage forms, such as tablets for oral delivery, have been seldom described.…”

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confidence: 99%

Co-grinding Effect on Crystalline Zaltoprofen with β-cyclodextrin/Cucurbit[7]uril in Tablet Formulation

Lin

et al. 2017

Sci Rep

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This work aimed to investigate the co-grinding effects of β-cyclodextrin (β-CD) and cucurbit[7]uril (CB[7]) on crystalline zaltoprofen (ZPF) in tablet formulation. Crystalline ZPF was prepared through anti-solvent recrystallization and fully analyzed through single-crystal X-ray diffraction. Co-ground dispersions and mono-ground ZPF were prepared using a ball grinding process. Results revealed that mono-ground ZPF slightly affected the solid state, solubility, and dissolution of crystalline ZPF. Co-ground dispersions exhibited completely amorphous states and elicited a significant reinforcing effect on drug solubility. UV-vis spectroscopy, XRPD, FT-IR, DSC, ssNMR, and molecular docking demonstrated the interactions in the amorphous product. Hardness tests on blank tablets with different β-CD and CB[7] contents suggested the addition of β-CD or CB[7] could enhance the compressibility of the powder mixture. Disintegration tests showed that CB[7] could efficiently shorten the disintegrating time. Dissolution tests indicated that β-CD and CB[7] could accelerate the drug dissolution rate via different mechanisms. Specifically, CB[7] could accelerate the dissolution rate by improving disintegration and β-CD showed a distinct advantage in solubility enhancement. Based on the comparative study on β-CD and CB[7] for tablet formulation combined with co-grinding, we found that CB[7] could be considered a promising drug delivery, which acted as a disintegrant.

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“…The unique architecture and the negative electrostatic potential surface of the interior create an ideal host environment for the encapsulation of either positively charged or neutral guest molecules. [17][18][19] As illustrated by these examples, the utility of this technique for gaining in-depth structural information is severely limited when the measurable IR bands originating from the CB host overlap with those of the encapsulated guest. [2][3][4] Additionally, the carbonyl groups on the perimeter of the CB[n] opening can strongly interact with metal ions.…”

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confidence: 99%

Structural interrogation of a cucurbit[7]uril-ferrocene host–guest complex in the solid state: a Raman spectroscopy study

et al. 2013

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A complex formed between cucurbit[7]uril (CB7) and ferrocene (Fc) is investigated in the solid state using Raman spectroscopy.The Raman spectra are compared with those of the CB7 host and the Fc guest reference molecules, revealing significant frequency shifts of some vibrational modes upon complexation. These changes expose the structural and electronic interactions between the host and guest components and provide evidence that the ferrocene moiety resides within the cucurbituril cavity in the solid state environment.

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Host–guest complexes of cucurbit[7]uril with albendazole in solid state

Cited by 24 publications

References 43 publications

Applications of Cucurbiturils in Medicinal Chemistry and Chemical Biology

Applications of Cucurbiturils in Medicinal Chemistry and Chemical Biology

Co-grinding Effect on Crystalline Zaltoprofen with β-cyclodextrin/Cucurbit[7]uril in Tablet Formulation

Structural interrogation of a cucurbit[7]uril-ferrocene host–guest complex in the solid state: a Raman spectroscopy study

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