Stability and structure of inclusion complexes of zaleplon with natural and modified cyclodextrins

Znanstveni rad - Izvorni znanstveni rad

• Autor: Mario Jug
• Autor: Mario Gabričević
• Autor: Tin Weitner
• Autor: Jasna Jablan
• Autorova ustanova: Sveučilište u Zagrebu; Farmaceutsko-biokemijski fakultet; (Zavod za farmaceutsku tehnologiju)
• Autorova ustanova: Sveučilište u Zagrebu; Farmaceutsko-biokemijski fakultet; (Zavod za opću i anorgansku kemiju)
• Znanstveno / umjetničko područje, polje i grana: BIOMEDICINA I ZDRAVSTVO; Farmacija; Farmacija

Sažetak (engleski)

The interaction between zaleplon (ZAL) and different cyclodextrins in aqueous solutions was
investigated by spectrofluorimetric and phase solubility studies. Stability constants determined by both
methods showed that among natural cyclodextrins, β-cyclodextrin (βCD) formed the most stabile complex
but its solubilizing efficiency was limited. Among βCD derivatives, the complex stability and solubilisation
efficiency decreased in order: randomly methylated-βCD (RAMEB) > sulphobutylether-βCD
(SBEβCD ) > hydroxypropyl-βCD (HPβCD). The inclusion complexes of ZAL with βCD and RAMEB
were further characterised by 1H-NMR spectroscopy and the inclusion complex formation was confirmed
in both cases. ROESY spectra showed two binding modes between ZAL and βCD which exist simultaneously
in the solution. The first binding mode occurs by the inclusion of the phenyl ring of ZAL into the
βCD central cavity via the wider rim of the cyclodextrin cone and is dominant. The second one is formed
by the inclusion of pyrazolo[1,5-a]pyrimidine ring of ZAL.(doi: 10.5562/cca1800)

• Ključne riječi (engleski): Cyclodextrins; Zaleplon; Inclusion Complexes; Stability Constants; Fluorescence; 1H-NMR
• Jezik: engleski
• Vrsta publikacije: Znanstveni rad - Izvorni znanstveni rad
• Status objave: Objavljen
• Vrsta recenzije: Recenziran - međunarodna recenzija
• Verzija publikacije: Objavljena verzija rada (izdavačev PDF)
• Naslov časopisa: Croatica Chemica Acta
• Brojčani podaci: vol. 84, br. 2, str. 169-178
• p-ISSN: 0011-1643
• e-ISSN: 1334-417X
• DOI: https://doi.org/10.5562/cca1800
• URN:NBN: urn:nbn:hr:163:767001
• Datum objave publikacije: 2011
• URL dokumenta: https://hrcak.srce.hr/71979
• Vrsta resursa: Tekst
• Prava pristupa: Otvoreni pristup
• Datum i vrijeme pohrane: 2020-04-17 16:36:04