β-Cyclodextrin Inclusion Complexes of 20-Hydroxyecdysone Derivatives: Synthesis, NMR Characterization, and In Vitro/In Vivo Evaluation of Antioxidant, Hepatoprotective, and Antimicrobial Activities

Authors:
Open Access
Publisher website
Google Scholar
Abstract
Background/Objectives: For the first time, water-soluble encapsulated forms of 20-hydroxyecdysone were synthesized as clathrate complexes with β-cyclodextrin. The derivatives included a ketoxime form (20-NOH), obtained by selective oximation of the C-6 carbonyl, and a triacetate form (3Ac-20E), obtained by regioselective acetylation of the C-2, C-3, and C-22 hydroxyl groups. Methods: The chemical structures of the obtained compounds were confirmed using spectroscopic methods, including 1H and 13C NMR. The Z-configuration of the oxime in 20-NOH was established by the diagnostic upfield shift in the C-5 resonance (δ 36.0 ppm) relative to the parent compound (δ 51.4 ppm). Results: The antioxidant activity was evaluated using FRAP and DPPH assays. The β-cyclodextrin complexes were shown to exhibit significantly higher radical scavenging activity, with IC50 values of 10 mg/mL). Conclusions: The obtained results indicate that β-cyclodextrin complexes significantly enhance the biological activity of 20E and highlight the potential of these compounds for pharmaceutical applications.
Funding Information
  • Ministry of Science and Higher Education of the Republic of Kazakhstan (AP23489639)

This publication has 46 references indexed in Scilit: