The binding constants, standard molar enthalpy, Gibbs free energy, and entropy changes were determined for the formation of inclusion complexes between 3α,7α,12α- trihydroxy-5β-cholan-24-amine, C24NH2, and β-cyclodextrin and γ-cyclodextrin. The stoichiometry of both complexes is 1:1 in agreement with previously reported results for other trihydroxy bile salts. The equilibrium constant values for the formation of the inclusion complex are similar as well. The structure of the C24NH2/γ-cyclodextrin complex was studied by ROESY experiments. These results suggest that B, C and D-rings of the steroid skeleton, as well as the side chain, interact with the cyclodextrin cavity, while the A ring of the steroid nucleus remains outside the cavity.
Complexation of 3.alpha.,7.alpha.,12.alpha.-trihydroxy-5.beta.-cholan-24-amine by .beta.- and .gamma.-cyclodextrins / Antelo, Alvaro; ALCALDE MERCEDES, Alvarez; Jover, Aida; Meijide, Francisco; Galantini, Luciano; TATO JOSE, Vazquez. - (2010). (Intervento presentato al convegno nternational Electronic Conference on Synthetic Organic Chemistry, 13th, tenutosi a conferenza elettronica nel Nov. 1-30, 2009).
Complexation of 3.alpha.,7.alpha.,12.alpha.-trihydroxy-5.beta.-cholan-24-amine by .beta.- and .gamma.-cyclodextrins
GALANTINI, Luciano;
2010
Abstract
The binding constants, standard molar enthalpy, Gibbs free energy, and entropy changes were determined for the formation of inclusion complexes between 3α,7α,12α- trihydroxy-5β-cholan-24-amine, C24NH2, and β-cyclodextrin and γ-cyclodextrin. The stoichiometry of both complexes is 1:1 in agreement with previously reported results for other trihydroxy bile salts. The equilibrium constant values for the formation of the inclusion complex are similar as well. The structure of the C24NH2/γ-cyclodextrin complex was studied by ROESY experiments. These results suggest that B, C and D-rings of the steroid skeleton, as well as the side chain, interact with the cyclodextrin cavity, while the A ring of the steroid nucleus remains outside the cavity.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
