Investigation of acylation of β-cyclodextrin and its silyl derivative with benzoyl and acetylsalicyloyl chlorides

Inclusion Complexes of ß-Cyclodextrin and Its Silyl Derivative with Some Pharmacologically Important Aromatic Monocarboxylic Acids

“…β-Cyclodextrin (I) with acids III, IV, and VII gave stable 2 : 1 complexes X-XII, and its complex XIII with acid V had a composition of 1 : 1 [16]. No stable inclusion compounds were obtained with acids VI and VIII and hydrochloride IX.…”

α-Cyclodextrin compounds containing benzoic, acetylsalicylic, and 2-(4-isobutylphenyl)propionic acid residues

“…We previously developed procedures for selective acylation of free (unprotected) hydroxy groups in α- [2] and β-cyclodextrins [2,3]. These procedures allowed us to synthesize β-cyclodextrin derivatives containing covalently bonded (conjugated) residues of some pharmacologically important acids [4]. In some cases such "coupling" makes it possible to create on the basis of known pharmacologically active compounds new medicines with prolonged and more selective action [5].…”

“…Taking into account our data on selective acylation of α-and β-cyclodextrins [2][3][4], as acylating agents we used the corresponding acid chlorides, namely benzoyl chloride (V), 2-acetoxybenzoyl chloride (VI), and 2-(4-isobutylphenyl)propionyl chloride (VII). The reactions were carried out in DMF in the presence of different amines (triethylamine, pyridine), as well as in pyridine.…”

Synthesis of amphiphilic glycophospholipids based on β-cyclodextrins

“…Atten tion has recently been given to studies of covalent "link ing" (conjugation) of drugs to CD, which in several cases makes it possible to develop drugs of more prolonged and purposeful effect. [3][4][5] In addition to the extending role of drug mediators, CD are used for the extraction of bioregulators (first of all, cholesterol) and study of their metabolism in live biological systems. 2 It was found 6 that hydroxypropylated β CD can extract virion bound** cholesterol and affect cholesterol bound to HIV infected cells.…”