7-Docosahexaenoyl-Quercetin

Abstract

Fatty acids and polyphenols represent different classes of pharmacologically active molecules. Hybrid derivatives of these compounds are interesting therapeutic tools. They could be obtained using enzymatic approaches, which allow regioselective derivatizations. In this short note, the pancreatic porcine lipase was employed to mediate the regioselective synthesis of 7-docosahexaenoyl-quercetin was described. The C-7 regioisomer formation was confirmed by 1H-NMR experiment. Generally, in this approach the alcoholic OH- was preferred when present. Nevertheless, in this case, it was demonstrated that the hindrance of the acyl group is a variable to obtain a good regioselectivity in C-7 position, employing only one-step reaction.

Quercetin Hybrids—Synthesis, Spectral Characterization and Radical Scavenging Potential

“…The synthetic derivatives of quercetin have attracted interest nowadays because of their diverse bioactive profile and application as antioxidant and neuroprotective agents [14] and antiviral and cytotoxic agents [15]. The mainly employed method for the preparation of quercetin derivatives is based on the reactions of O-alkylation or acylation [14,16]. Another commonly used approach is C-aminoalkylation based on the Mannich reaction [17][18][19].…”

Synthetic derivatives of natural cinnamic acids as potential anti‐colorectal cancer agents

“…Natural compounds display a plethora of amazing biological properties (Carullo et al., 2022; Pozzetti et al., 2022; Spizzirri et al., 2019). Among them, phenolic, hydroxycinnamic, and benzoic acids (general structure 1 , Figure 1) have been strongly investigated, and their role in both disease prevention and therapy has been extensively demonstrated (Carullo, Ahmed, et al., 2020; Carullo et al., 2021; Carullo, Governa, et al., 2019; Carullo, Perri, et al., 2019; Heleno et al., 2015; Mazzotta et al., 2021; Spizzirri et al., 2019). Phenolic and cinnamic acid derivatives are more efficient antioxidant agents than their benzoic analogs due to the resonance stabilization of the double bond, while relative to aromatic substitution, the antioxidant efficiency inside the class (benzoic or cinnamic) is p ‐hydroxydimethoxy > dihydroxy > p ‐hydroxymethoxy > p ‐hydroxy.…”