864389-74-2Relevant articles and documents
Generation of Alkyl Radicals from Thiols via Zinc Thiolates: Application for the Synthesis of gem-Difluorostyrenes
Supranovich, Vyacheslav I.,Levin, Vitalij V.,Kokorekin, Vladimir A.,Dilman, Alexander D.
, p. 2888 - 2892 (2021)
Reaction of thiols with α-(trifluoromethyl)styrenes under photocatalytic conditions leading to desulfurative allylic fluorine substitution is described. The reaction is performed by treatment of thiols with benzyl zinc chloride to generate zinc thiolates
Intermolecular interactions between doxorubicin and β-cyclodextrin 4-methoxyphenol conjugates
Swiech, Olga,Mieczkowska, Anna,Chmurski, Kazimierz,Bilewicz, Renata
experimental part, p. 1765 - 1771 (2012/05/20)
Newly synthesized derivatives of β-cyclodextrin, mono(6-deoxy-6-(1-1, 2,3-triazo-4-yl)-1-propane-3-O-(4-methoxyphenyl))β-cyclodextrin (1) and mono(6-deoxy-6thio(1-propane-3-O-(4-methoxyphenyl))) β-cyclodextrin (2) were designed to be receptors of the anticancer drug doxorubicin, which could potentially decrease the adverse effects of the drug during treatment. In both aqueous and aqueous dimethyl sulfoxide (DMSO) solutions, doxorubicin forms an inclusion complex with the new cyclodextrin derivatives with formation constants of Ks = 2.3 × 104 and Ks = 3.2 × 105 M-1 for cyclodextrins 1 and 2, respectively. The stabilities of the complexes are 2-3 orders of magnitude greater than those with native β-cyclodextrin, and the flexibility of the linker of the side group of the cyclodextrins contributes to this stability. In a hydrogen-bond- accepting solvent, such as pure DMSO, an association that includes hydrogen bonding and chloride ions is favored over the binding of doxorubicin in the cavity of the cyclodextrin derivative. This contrasts with an aqueous medium in which a strong inclusion complex is formed. Cyclic voltammetry, UV-vis, 1H NMR, and molecular modeling studies of solutions in DMSO and of solutions in water/DMSO demonstrated that the two different modes of intermolecular interaction between doxorubicin and the cyclodextrin derivative depended on the solvent system being utilized.