Abstract
The aim of this work was the use of both cluster analysis (CA) and Principal Component Analysis (PCA) for the evaluation of the lipophilicity of selected antiandrogen drugs such as abiraterone, bicalutamide, flutamide, nilutamide, leflunomide, teriflunomide and ailanthone. Lipophilicity is an important physicochemical parameter that is useful in determining the ADMET properties (absorption, distribution, metabolism, elimination and toxicity) of organic compounds that are being considered as potential drugs or drug candidates. Therefore, there is an urgent need to develop rapid, economical and efficient tools like theoretical methods that include CA and PCA analyses for the evaluation of the lipophilic properties of different bioactive compounds such as antiandrogens. In this study, we used both methods for comparison of the physicochemical properties (including lipophilicity) of seven antiandrogens with differ chemical structures. The lipophilicity parameters of the studied compounds were obtained in the form of RMW by using a thin-layer chromatographic method (RP-TLC) under different conditions (i.e., various mobile phases composed of ethanol-water, propan-2-ol-water and acetonitrile-water and chromatographic plates RP2F254, RP18F254 and RP18WF254), as well as logP values predicted using calculation methods (AlogPs, AClogP, AlogP, MlogP, xlogP2 and xlogP3). The CA and PCA analyses allowed the comparison of the examined compounds based on their lipophilicity parameters determined using RP-TLC and calculated logP values. Our study confirms the utility of both statistical methods (i.e., CA and PCA) to evaluate the lipophilicity of bioactive compounds belonging to the class of antiandrogen drugs.
Supplementary Materials
Conference poster. The material is available at https://www.mdpi.com/article/10.3390/ECMC2022-13262/s1.
Author Contributions
Conceptualization, D.W. and M.D.; methodology, D.W.; M.D. and K.B.-M.; software, D.W.; M.D. and K.B.-M.; investigation, D.W. and M.D.; writing—original draft preparation, D.W.; M.D. and K.B.-M.; writing—review and editing, supervision, M.D.; K.B.-M.; project administration, M.D. All authors have read and agreed to the published version of the manuscript.
Funding
This research was carried out as part of a project financed by the Medical University of Silesia in 2021, Katowice No. PCN-1-045-N/1/F.
Institutional Review Board Statement
Not applicable.
Informed Consent Statement
Not applicable.
Data Availability Statement
Data available from the authors upon request.
Conflicts of Interest
The authors declare no conflict of interest.
Publisher’s Note: MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. |
© 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).