Weak Interactions of the Isomers of Phototrexate and Two Cavitand Derivatives

Abstract

The interactions of two conformers of newly synthesized photoswitchable azobenzene analogue of methotrexate, called Phototrexate, with two cavitand derivatives, have been investigated in dimethyl sulfoxide medium. Photoluminescence methods have been applied to determine the complex stabilities and the related enthalpy and entropy changes associated to the complex formation around room temperature. Results show opposite temperature dependence of complex stabilities. The structure of the upper rims of the host molecules and the reordered solvent structure were identified as the background of the opposite tendencies of temperature dependence at molecular level. These results can support the therapeutic application of the photoswitchable phototrexate, because the formation of inclusion complexes is a promising method to regulate the pharmacokinetics of drug molecules.

Anodic Polymerization of Phenylphenols in Methyl Isobutyl Ketone and Mesityl Oxide: Incorporation of a Cavitand into the Layers Formed for Sensing Phenols in Organic Media

“…The solutes investigated in this study were obtained from Merck, and analytical reagent grade solvents were used to prepare the solutions. The cavitand possessing 2-phenylphenoxy moieties on the upper rim ( Figure 1 ) was prepared as described for similar host compounds [ 16 ]. The supporting electrolyte in the organic solvents was tetrabutylammonium perchlorate (TBAP), and in aqueous solvents 0.1 M at pH = 7 in phosphate buffer was used.…”

“…The mixture was stirred with a magnetic stirrer and allowed to stir for one hour at room temperature. Then, 0.375 mmol (362 mg) of tetrakis(bromomethyl)cavitand [ 16 ], dissolved in 5.0 mL of dimethyl sulfoxide, was added to the reaction mixture drop by drop. The flask was equipped with a reflux condenser and an argon ball, and the reaction mixture was stirred overnight at 60 °C under an argon atmosphere.…”

Some Interactions of the Novel Photoswitchable Compound Phototrexate

“…ZSolt PReISZ 1,2 ; BaláZS BogNáR 1 ; taMáS KálaI 1,3 ; láSZló KolláR 3,4 ; SáNdoR KuNSágI-Máté 1,2,3…”

Voltammetric and Fluorimetric Studies of Dibenzoylmethane on Glassy Carbon Electrodes and Its Interaction with Tetrakis (3,5-Dicarboxyphenoxy) Cavitand Derivative

“…Different types of cavitands containing four members in their cavity have been synthesized at our university. They have high binding affinity towards certain inorganic ions [17] and organic molecules [18][19][20][21]. Herein, such a four-membered cavitand modified on its upper rim with 3,5-dicarboxyphenoxy groups was investigated with respect to binding properties towards dibenzoylmethane.…”