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Novel Phenylpropanoid Derivative from Euploca procumbens (Mill.) Diane & Hilger with Potential Anti-Inflammatory Activity

2023; Brazilian Chemical Society; Linguagem: Inglês

10.21577/0103-5053.20230150

1678-4790

George Luís Dias dos Santos, Francisca Sabrina Vieira Lins, Yuri Mangueira do Nascimento, Thalisson de Souza, Luı́za Carolina França Opretzka, Cristiane Flora Villarreal, Ana de Albuquerque, Lucas Silva Abreu, Fernando Martins dos Santos, José de Melo, Yvana Fechine, Raimundo Braz‐Filho, Josean Fechine Tavares, Marcelo Sobral da Silva,

Carbohydrate Chemistry and Synthesis

A new phenylpropanoid derivative, named euploic acid (1), was isolated from Euploca procumbens (Mill.) Diane & Hilger, Boraginaceae, along with lithospermic acid B (2), lithospermic acid (3), 9’’-methyl lithospermate (4), and luteolin-7-O-glucoside (5). Compound structures were determined by mass spectrometry (MS), nuclear magnetic resonance (NMR) analysis and comparison with published data. Absolute configuration of 1 was established via electronic circular dichroism (ECD). Anti-inflammatory potential of euploic acid (1) was assessed by measuring its inhibition of cytokine and nitric oxide production in stimulated J774 macrophages. Compound 1 significantly reduced pro-inflammatory mediator production and release by stimulated macrophages at non-cytotoxic concentrations, comparable to the efficacy of dexamethasone. Our findings demonstrate the potential of euploic acid (1) as an effective anti-inflammatory agent. This study contributes to the structural elucidation of a new phenylpropanoid derivative and highlights its promising anti-inflammatory activity in the treatment of inflammatory disorders.