A New Curcuminoids‐Coumarin Derivative: Mechanochemical Synthesis, Characterization and Evaluation of Its In Vitro Cytotoxicity and Antimicrobial Properties

• Published in: ChemistrySelect (Weinheim) Vol. 6; no. 41; pp. 11352 - 11361
• Main Authors: Moura, Aniele, Gaglieri, Caroline, Alarcon, Rafael Turra, Ferreira, Laura Teófilo, Vecchi, Rafael, Sanches, Mariana Liessa Rovis, Oliveira, Rodrigo Cardoso, Venturini, James, Silva‐Filho, Luiz Carlos, Junior Caires, Flávio
• Format: Journal Article
• Language: English
• Published: 08-11-2021
• Subjects: Biological activity; Curcuminoids; Mechanochemistry; Multicomponent reactions; Sustainable chemistry
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202103359

Over the years, several drugs have been developed deriving from plants to investigate possible therapeutic roles. Among them, curcuminoids and coumarins, which, display a wide range of biological activity against several strains. Therefore, it was synthesized a curcuminoids‐coumarin derivative by a mechanochemical multicomponent reaction. By NMR and HRMS results confirmed the formation of a mixture of three curcuminoids‐coumarin derivatives in the same sample. The Influence of time during the milling process was evaluated, resulting in a crystalline product in only 30 min. The LAG milling carried out with different solvents showed that the product is obtained regardless of the solvent polarity. Furthermore, the biological evaluation showed that the curcuminoids‐coumarin derivative has better activity against S. aureus than curcumin and 4‐hydroxycoumarin. Lastly, the cell viability study exhibited a decrease of cytotoxicity of the derivative, compared to curcumin, against NIH3T3 cells.
This paper deals with a greener, faster and cleaner synthesis of a new curcuminoids‐coumarin derivative by a mechanochemical one‐pot reaction. The respective multicomponent methodology enhances the mechanochemistry field. NMR and HRMS results confirmed the formation of a mixture of three curcuminoids‐coumarin derivatives in the same sample. Moreover, the biological evaluation showed that the derivative compound presents activity against S. aureus.