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

Author(s)

de Moura, Aniele ^[1] ; Gaglieri, Caroline ^[1] ; Alarcon, Rafael Turra ^[1] ; Ferreira, Laura Teofilo ^[2] ; Vecchi, Rafael ^[3] ; Rovis Sanches, Mariana Liessa ^[4] ; de Oliveira, Rodrigo Cardoso ^[4] ; Venturini, James ^{[3, 5]} ; da Silva-Filho, Luiz Carlos ^[1] ; Caires, Flavio Junior ^{[1, 2]}

Affiliation

^[1] Sao Paulo State Univ, UNESP, Chem Dept, Sch Sci, BR-17033260 Bauru, SP - Brazil

^[2] UNESP Sao Paulo State Univ, Inst Chem, BR-14800900 Araraquara, SP - Brazil

^[3] UNESP Sao Paulo State Univ, Trop Dis & Imaging Diag, Med Sch, BR-18618687 Botucatu, SP - Brazil

^[4] Univ Sao Paulo, Dept Biol Sci, Bauru Sch Dent, BR-17011220 Bauru, SP - Brazil

^[5] UFMS Mato Grosso do Sul Fed Univ, Med Sch, BR-79070900 Campo Grande, MS - Brazil

• Document type: Journal article
• Source: CHEMISTRYSELECT; v. 6, n. 41, p. 11352-11361, NOV 8 2021.
• Web of Science Citations: 0

Abstract

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. (AU)

• FAPESP's process: 13/07296-2 - CDMF - Center for the Development of Functional Materials
• Grantee: Elson Longo da Silva
• Support type: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 18/03460-6 - Structural modification of triglycerides aiming new monomers and polymers, using different synthetic routes: microwave irradiation and photopolymerization
• Grantee: Rafael Turra Alarcon
• Support type: Scholarships in Brazil - Doctorate
• FAPESP's process: 18/14506-7 - Study about the one-pot synthesis and application as organic dyes of quinolone and anthrazoline derivatives
• Grantee: Luiz Carlos da Silva Filho
• Support type: Regular Research Grants
• FAPESP's process: 18/24378-6 - Synthesis, characterization and thermoanalytical study of Valsartan, Candesartan Cilexetil and Olmesartan medoxomil co-crystals
• Grantee: Flávio Junior Caires
• Support type: Regular Research Grants