Enhancement of solubility, antibiofilm, and antioxidant activity of uridine by inclusion in β-cyclodextrin derivatives

Uridine (UdN) is a pyrimidine nucleoside drug that is widely applied in the pharmaceutical industry. The solubility and biological activity of UdN have been enhanced by the formation of inclusion complexes with beta-cydodextrin derivatives (beta-CDs), namely, hydroxypropyl-beta-cyclodextrin (HP beta-CD) and sulfobutyl-ether-beta-cydodextrin (SBE beta-CD). Optical spectroscopy studies suggested the formation of 1:1 indusion complexes between UdN and the beta-CDs at 303 K, as determined from the Benesi-Hildebrand plot. The solid complexes of UdN and the beta-CDs were prepared and characterized by various spectroscopic techniques, and the results indicated the indusion of UdN in the beta-CD cavity. The energetically favored binding interaction of UdN with the beta-CDs was confirmed by molecular modeling studies. In addition, the investigations on the antibiofilm and antioxidant activities indicated that the beta-CD/UdN complexes exhibited better fungicidal, cytotoxic, and cellular uptake activities than UdN. (C) 2020 Elsevier B.V. All rights reserved.