Romanian Society of Pharmaceutical Sciences
 

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SYNTHESIS OF WATER SOLUBLE L-ALANIN-CALIX[N]ARENES AND THEIR COMPLEX FORMATION STUDY WITH WARFARIN AND ACENOCOUMAROL

IOANA TIUCA1*, KATALIN NAGY1, ADRIANA HANGAN2, RADU OPREAN1

1.Department of Analytical Chemistry, Faculty of Pharmacy, “Iuliu Haţieganu” University of Medicine and Pharmacy, 4 Louis Pasteur Street, Cluj-Napoca, Romania
2.Department of Inorganic Chemistry, Faculty of Pharmacy, “Iuliu Haţieganu” University of Medicine and Pharmacy, 12 Ion Creangă Street, Cluj-Napoca, Romania

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Calixarenes are cyclic oligomers which can be successfully used as selectors in the molecular recognition of a large variety of compounds with different sizes and shapes. When using water soluble calixarenes, these derivatives can be used as target carriers for different types of drugs. For the present study, we have synthesized three water soluble calix[n]arenes of different cavity sizes (n = 4, 6, 8), derivatized with L-alanine in the endo-position. The obtained calixarene derivatives were characterized by spectroscopic techniques, such as UV and Attenuated Total reflexion - Fourier - Transform - Infrared (ATRFT- IR). The formation and the stability of the inclusion complexes with acenocoumarol and warfarin were studied by capillary electrophoretic techniques, where the most stable complexes were with the calix[4]arene derivative and with the calix[6]arene derivative. In the same time, the results proved the key role of hydrogen bonds in the complex formation.