Monosubstituted hydrazone β-cyclodextrin derivatives for pH-sensitive complex formation with aromatic drugs

Maciej Majdecki; Agata Krzak; Kamila Sadowska; Olga Swiech

doi:10.1007/s10847-018-0841-x

Monosubstituted hydrazone β-cyclodextrin derivatives for pH-sensitive complex formation with aromatic drugs

Abstrakt

A new and convenient synthetic pathway was developed to produce monosubstituted cyclodextrins with high yields. Each of the β-cyclodextrin derivatives described in this work has an aromatic substituent connected with cyclodextrin core by a pH-sensitive hydrazone linker and a carbon chain. Carbon chains differ in lengths having one or three carbon atoms. The correlation between water solubility and linker length was determined using UV–Vis spectroscopy, while the dependence of hydrazone bond hydrolysis on the electrolyte pH was confirmed by cyclic voltammetry. The pH-dependent complex-formation ability between the hydrazone derivative of cyclodextrin and anthracycline drug was examined by square wave voltammetry. The significantly big solubility and the appropriate pH, at which the hydrolysis of the hydrazone bond occurs, make the newly synthesized derivatives attractive for pharmaceutical and medical applications.

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Wersja publikacji: Accepted albo Published Version
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Kategoria:: Publikacja w czasopiśmie
Typ:: artykuł w czasopiśmie wyróżnionym w JCR
Opublikowano w:: Journal of Inclusion Phenomena and Macrocyclic Chemistry nr 93, strony 77 - 83,
ISSN: 1388-3127
Język:: angielski
Rok wydania:: 2019
Opis bibliograficzny:: Majdecki M., Krzak A., Sadowska K., Swiech O.: Monosubstituted hydrazone β-cyclodextrin derivatives for pH-sensitive complex formation with aromatic drugs// JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY. -Vol. 93, iss. 1-2 (2019), s.77-83
DOI:: Cyfrowy identyfikator dokumentu elektronicznego (otwiera się w nowej karcie) 10.1007/s10847-018-0841-x
Weryfikacja:: Politechnika Gdańska