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Utility of cyclodextrins in the formulation of genistein: Part 1. Preparation and physicochemical properties of genistein complexes with native cyclodextrins
Authors:Á  gnes Emma Daruhá  zi,Lajos Szente,Balá  zs Balogh,Pé  ter Má  tyus,Szabolcs Bé  ni,Má  ria Taká  cs,Andrá  s Gergely,Pé  ter Horvá  th,É  va Szőke,É  va Lemberkovics
Affiliation:1. Department of Pharmacognosy, Semmelweis University, Üll?i út 26, H-1085 Budapest, Hungary;2. CycloLab Ltd., Illatos út 7, H-1097 Budapest, Hungary;3. Department of Organic Chemistry, Semmelweis University H?gyes Endre u. 7, H-1092 Budapest, Hungary;4. Department of Pharmaceutical Chemistry, Semmelweis University, H?gyes Endre u. 9, H-1092 Budapest, Hungary
Abstract:
Isoflavones are suitable guest molecules for inclusion complex formation with cyclodextrins (CDs). The molecular encapsulation with CDs results in a solid, molecularly dispersed form and in a significantly improved aqueous solubility of isoflavones. Genistein, a key isoflavone constituent of Ononidis spinosae radix was found to form a supramolecular, non-covalent inclusion complex with both β-cyclodextrin (β-CD) and γ-cyclodextrin (γ-CD), while it did not form a stable complex with α-CD. The guest genistein was found to spatially located in the less polar cavity of cyclodextrin. The isolated binary genistein/CD complexes appeared novel crystalline lattices. The in vitro dissolution of genistein entrapped into both β- and γ-CD, significantly surpassed that of the plain isoflavone.
Keywords:Ononis   Genistein   Solubility   Parent cyclodextrins   Circular dichroism   ROESY
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