Heterofunctionalized Carbosilane Dendritic Systems: Bifunctionalized Dendrons as Building Blocks versus Statistically Decorated Dendrimers

“Click” chemistry based on thiol–ene synthetic protocols has been used to successfully bifunctionalize anionic carbosilane dendritic structures in two effective ways. The first consists of the formation of statistically heterofunctionalized dendrimers, the second being the synthesis of heterofunctionalized dendrons. Regarding the latter approach, a versatile and simple procedure has been developed for the synthesis of a library of anionic carbosilane dendrons. Taking into account the chemical diversity at the focal point for both neutral- and anionic-terminated dendrons, such as azide, alcohol, amine, bromine, carboxylic acid, and alkyne, these dendritic systems may act as building blocks to give more original dendritic architectures

Thiol-Ene Synthesis of Cationic Carbosilane Dendrons: a New Family of Synthons

A variety of neutral and cationic carbosilane dendrons containing a wide range of active groups, such as −N₃, −OH, −NH₂, and −SH, at the focal points were synthesized from carbosilane vinyl dendrons BrG_<i>n</i>V_<i>m</i> from generations 1–3 by substitution of the bromine atom at the focal point and functionalization of the vinyl groups via thiol-ene click chemistry with HS­(CH₂)₂NMe₂·HCl. These dendritic wedges were characterized by NMR, MS, and elemental analysis

Improved Efficiency of Ibuprofen by Cationic Carbosilane Dendritic Conjugates

In order to improve the efficiency of the anti-inflammatory drug ibuprofen, cationic carbosilane dendrimers and dendrons with ibuprofen at their periphery or at their focal point, respectively, have been synthesized, and the release of the drug was studied using HPLC. Macrophages were used to evaluate the anti-inflammatory effect of the ibuprofen-conjugated dendritic systems and compared with mixtures of non-ibuprofen dendritic systems in the presence of the drug. The cationic ibuprofen-conjugated dendron was the compound that showed higher anti-inflammatory properties. It reduces the LPS-induced <i>COX-2</i> expression and decreases the release of several inflammatory cytokines such as TNFα, IL-1β, IL-6, and CCL3. These results open new perspectives in the use of these compounds as drug carriers