Antioxidant and Antibacterial Properties of Carbosilane Dendrimers Functionalized with Polyphenolic Moieties

Abstract

A new family of polyphenolic carbosilane dendrimers functionalized with ferulic, caffeic, and gallic acids has been obtained through a straightforward amidation reaction. Their antioxidant activity has been studied by different techniques such as DPPH (2,2′-diphenyl-1-picrylhydrazyl) radical scavenging assay, FRAP assay (ferric reducing antioxidant power), and cyclic voltammetry. The antioxidant analysis showed that polyphenolic dendrimers exhibited higher activities than free polyphenols in all cases. The first-generation dendrimer decorated with gallic acid stood out as the best antioxidant compound, displaying a correlation between the number of hydroxyl groups in the polyphenol structure and the antioxidant activity of the compounds. Moreover, the antibacterial capacity of these new systems has been screened against Gram-positive (+) and Gram-negative (−) bacteria, and we observed that polyphenolic dendrimers functionalized with caffeic and gallic acids were capable of decreasing bacterial growth. In contrast, ferulic carbosilane dendrimers and free polyphenols showed no effect, establishing a correlation between antioxidant activity and antibacterial capacity. Finally, a viability assay in human skin fibroblasts cells (HFF-1) allowed for corroborating the nontoxicity of the polyphenolic dendrimers at their active antibacterial concentration.

Design, Synthesis, Antibacterial Evaluation and Molecular Docking Studies of Some Newer Baenzothiazole Containing Aryl and Alkaryl Hydrazides

“…Amidation reaction was performed using EDCl/HOBt under ultrasound irradiation with 65–78 % yield [32] . Amides have also been synthesized in high yields (81–93 %) with EDCl/HOBt using different solvents like dichloromethane, acetone and tetrahydrofuran under reflux [33,34] . Keeping in view of this versatile uses, we carried out the coupling reaction of 2‐hydrazino‐1,3‐benzothiazole with different aromatic carboxylic acids using EDCl/HOBt in N,N‐dimethyl formamide (DMF) at room temperature.…”

Nanocarriers as Active Ingredients Enhancers in the Cosmetic Industry—The European and North America Regulation Challenges

“…Additionally, dendrimers have several positive characteristics for the cosmetics industry ( Figure 7 ) [ 90 ] such as facilitating drug skin permeability and are used in skin and hair care products [ 115 ]. A recent study by Sanz del Olmo et al [ 134 ] reported the synthesis of carbosilane dendrimers functionalized with phenolic acids (ferulic, caffeic, and gallic acids), revealing an improvement in the antioxidant activity and antibacterial capacity of polyphenolic compounds. Therefore, the application of dendritic systems as anchorage platforms for polyphenolic compounds in the cosmetics field would be advantageous [ 134 ].…”

Recent Advances in Biological Activity, New Formulations and Prodrugs of Ferulic Acid

“…Del Olmo et al [ 77 ] performed the reaction of amidation-obtained first-generation carbosilane dendrimers functionalized with ferulic acid. These new polyphenolic compounds exhibited higher antioxidant properties than free ferulic acid.…”