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

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 curcuminoidscoumarin 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.

In Melting Points We Trust: A Review on the Misguiding Characterization of Multicomponent Reactions Adducts and Intermediates

“…We should mention here the rare exception of a landmark study that investigated the possibility of polymorphs for MCRs derivatives [ 33 ]. After the synthesis of curcuminoid–coumarin derivatives by a MCR using mechanochemical conditions, a technique prone to creating polymorphs [ 34 , 35 , 36 ], authors concluded that no polymorph was noted for the product using different solvents or for the solventless conditions.…”

Mechanochemical method: a powerful tool to obtain ω-poly(ethylene glycol)-functionalized structures and curcumin analogues

“…It is mostly cultivated in several tropical and subtropical regions around the world, and it originated in India, Southeast Asia and Indonesia. 10–12 Curcumin normally occurs together with other curcuminoids in turmeric rhizomes, such as demethoxycurcumin and bisdemethoxycurcumin. 10,11,13,14…”

“…10–12 Curcumin normally occurs together with other curcuminoids in turmeric rhizomes, such as demethoxycurcumin and bisdemethoxycurcumin. 10,11,13,14…”

“…21,23 This is due to the possibility of obtaining organic and inorganic compounds of several classes by normally employing cleaner and faster syntheses protocols. 11,15,19–25…”

Synthesis and biological evaluation of new series of phthalazinone, pyridazinone, oxadiazole, pyrazolone scaffolds based on coumarin-3-carbohydrazide

“…A variety of products and new heterocyclic systems were synthesized based on the reactivity of these coumarin derivatives towards various nucleophiles. They have shown numerous antimicrobial activities such as anticancer [8][9][10], antimicrobial [11,12], antibiotic [13], antiproliferative [14], anti-inflammatory [15], anticoagulant [16], antioxidant [17], and antibacterial [18],…”