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Molecules 2017, 22(7), 1079; doi:10.3390/molecules22071079

Spectroscopic Investigation of the Interaction of the Anticancer Drug Mitoxantrone with Sodium Taurodeoxycholate (NaTDC) and Sodium Taurocholate (NaTC) Bile Salts

1
Institute of Physical Chemistry Ilie Murgulescu, Romanian Academy, Splaiul Independentei 202, Bucharest 060021, Romania
2
Institute of Biology, Romanian Academy, Splaiul Independentei 296, Bucharest 060031, Romania
*
Author to whom correspondence should be addressed.
Received: 9 May 2017 / Revised: 14 June 2017 / Accepted: 21 June 2017 / Published: 28 June 2017
(This article belongs to the Section Medicinal Chemistry)
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Abstract

The focus of the present work was to investigate the interaction of the anticancer drug mitoxantrone with two bile salts, sodium taurodeoxycholate (NaTDC) and sodium taurocholate (NaTC). Ultraviolet-visible (UV-Vis) absorption and electron paramagnetic resonance (EPR) spectroscopy were used to quantify the interaction and to obtain information on the location of mitoxantrone in bile salt micelles. The presence of submicellar concentrations of both bile salts induces mitoxantrone aggregation and the extent of drug aggregation in NaTDC is higher than in NaTC. For micellar bile salts concentrations, mitoxantrone monomers are entrapped in the micellar core. Binding constants, micelle/water partition coefficients and the corresponding thermodynamic parameters for binding and partitioning processes were estimated using the changes in monomer absorbance in the presence of bile salts. Binding interaction of mitoxantrone is stronger for NaTDC than NaTC micelles, whereas partitioning efficiency is higher for NaTC micelles for all investigated temperatures. Thermodynamic parameters indicate that both binding and partitioning processes are spontaneous and entropy controlled. The spectral behavior and thermodynamic parameters indicate distinct types of mitoxantrone interaction with NaTDC and NaTC micelles supported by the differences in nature and structure of bile salts micelles. View Full-Text
Keywords: mitoxantrone; bile salts; binding constant; partition coefficient; UV-Vis absorption spectroscopy; electron paramagnetic resonance spectroscopy mitoxantrone; bile salts; binding constant; partition coefficient; UV-Vis absorption spectroscopy; electron paramagnetic resonance spectroscopy
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Enache, M.; Toader, A.M.; Neacsu, V.; Ionita, G.; Enache, M.I. Spectroscopic Investigation of the Interaction of the Anticancer Drug Mitoxantrone with Sodium Taurodeoxycholate (NaTDC) and Sodium Taurocholate (NaTC) Bile Salts. Molecules 2017, 22, 1079.

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