Synthesis Of Riccardin Research Articles

Synthesis of riccardin D derivatives as potent antimicrobial agents

We describe the synthesis and biological evaluation of riccardin D derivatives, a novel class of antimicrobial molecules. Structural diversification of these derivatives was achieved by introducing hydroxy, methoxy, and bromine into the aromatic rings of riccardin D. The antimicrobial evaluation of these compounds was performed as in vitro assays against clinically isolated bacteria and fungi. The introduction of bromine atom into the arene B of riccardin D led to several strongly active antibacterial compounds with a MIC value ranging from 0.5 to 4μg/mL for Staphylococcus aureus, both methicillin-sensitive and -resistant strains. Antifungal tests found compound 34 was the most potent molecule with a MIC value of 2μg/mL against Candida albicans. This initial biological evaluation suggests that these novel molecules merit further investigation as potential antimicrobial agents.

Synthesis of riccardin C and its seven analogues. Part 1: The role of their phenolic hydroxy groups as LXRα agonists

Riccardin C, a nuclear receptor LXRα selective agonist, is an 18-membered macrocyclic bisbibenzyl isolated from several liverworts. Synthesis of riccardin C and its seven O-methylated derivatives was accomplished. The synthetic sequence highlights an intramolecular Suzuki–Miyaura coupling in the formation of the 18-membered biaryl linkage present in riccardin C. The structure–activity relationship of these compounds suggests that all of the phenolic hydroxy groups present in riccardin C are essential for the activation of LXRα.

The synthesis of riccardin C

The macrocyclic bis(bibenzyl) riccardin C, isolated from Riccardia multifida was synthesized in an unambiguous way by Ni(O) assisted intramolecular aryl-aryl bond formation from a diiodobenzoate as the key step.

ChemInform Abstract: Synthesis of Riccardin B by Nickel‐Catalyzed Intramolecular Cyclization.

ChemInform Abstract: Synthesis of Riccardin B by Nickel‐Catalyzed Intramolecular Cyclization.

Synthesis of riccardin B by nickel-catalyzed intramolecular cyclization

Riccardin B, a macrocyclic bis(bibenzyl) possessing cytotoxic activity, and its dehydroxy derivative were synthesized in high yields using the nickel-catalyzed intramolecular coupling of the acyclic precursors.