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Int J Mol Sci ; 25(15)2024 Aug 03.
Article in English | MEDLINE | ID: mdl-39126045

ABSTRACT

Isoamyl 4-methoxycinnamate (IMC) is widely used in various fields because of its exceptional UV-filter properties. However, due to its cytotoxicity and anti-microbial degradability, the potential eco-environmental toxicity of IMC has become a focus of attention. In this study, we propose a host-guest supramolecule approach to enhance the functionality of IMC, resulting in a more environmentally friendly and high-performance materials. Sulfobutyl-ß-cyclodextrin sodium salt (SBE-ß-CD) was used as the host molecule. IMC-SBE-ß-CD supramolecular substances were prepared through the "saturated solution method", and their properties and biosecurity were evaluated. Meanwhile, we conducted the AOS tree evaluation system that surpasses existing evaluation approaches based on apoptosis, oxidative stress system, and signaling pathways to investigate the toxicological mechanisms of IMC-SBE-ß-CD within human hepatoma SMMC-7721 cells as model organisms. The AOS tree evaluation system aims to offer the comprehensive analysis of the cytotoxic effects of IMC-SBE-ß-CD. Our findings showed that IMC-SBE-ß-CD had an encapsulation rate of 84.45% and optimal stability at 30 °C. Further, IMC-SBE-ß-CD promoted cell growth and reproduction without compromising the integrity of mitochondria and nucleus or disrupting oxidative stress and apoptosis-related pathways. Compared to IMC, IMC-SBE-ß-CD is biologically safe and has improved water solubility with the UV absorption property maintained. Our study provides the foundation for the encapsulation of hydrophobic, low-toxicity organic compounds using cyclodextrins and offers valuable insights for future research in this field.


Subject(s)
Ultraviolet Rays , beta-Cyclodextrins , Humans , beta-Cyclodextrins/chemistry , beta-Cyclodextrins/pharmacology , Cell Line, Tumor , Apoptosis/drug effects , Cinnamates/chemistry , Cinnamates/pharmacology , Oxidative Stress/drug effects , Sunscreening Agents/chemistry , Sunscreening Agents/pharmacology
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