Author/Authors :
Rezaei, Zahra Sciences Research Center, Shiraz University of Medical Sciences, Shiraz , Khabnadideh, Soghra Sciences Research Center, Shiraz University of Medical Sciences, Shiraz , Zarshenas, Mohammad Mehdi Department of Medicinal Chemistry - Faculty of Pharmacy and Pharmaceutical , Khalili, Andia Department of Medicinal Chemistry - Faculty of Pharmacy and Pharmaceutical , Jafari, Mohammad Reza Department of Medicinal Chemistry - Faculty of Pharmacy and Pharmaceutical
Abstract :
This study presents the influence of hydroxypropyl-b-cyclodextrin (HPBCD) on
the aqueous solubility of acyl esters of cyproterone. First, a number of esters of
cyproterone were synthesized. Then the phase solubility analysis of the compounds
in the presence of HPBCD was investigated in phosphate buffer solution at a pH
of 7.4. To gain a better understanding of the complexation mechanism, the synthesized
compounds were docked inside the HPBCD cavity using the Autodock program.
The results show that the interaction between the synthesized compounds and
HPBCD is of type AL and all of the compounds exhibited higher solubility as a result
of complexation with HPBCD. The extent of increase in solubility was consistently
greater as the ester chain length ascends by 4 carbon atoms. This increase in
solubility is in agreement with the results obtained by calculating docking scores.
Keywords: Cyclodextrin; Cyproterone derivatives; Inclusion; Molecular modeling;
Solubility.
Keywords :
Cyclodextrin , Cyproterone derivatives , Inclusion , Molecular modeling , Solubility
