RT journal article
T1 Synthesis and Antioxidant/Anti-Inflammatory Activity of 3-Arylphthalides
A1 Ortega Agüera, María Jesús
A1 Parra Torrejón,  Belén
A1 Cano-Cano, Fátima
A1 Gómez‑Jaramillo, Laura
A1 González Montelongo, María del Carmen
A1 Zubía Mendoza, Eva
A2 Química Orgánica
A2 BiomedicinaBiotecnología y Salud Pública
K1 phthalides
K1 3-arylphthalides
K1 dehydrative coupling reaction
K1 antioxidant
K1 anti-inflammatory
K1 cytokines
AB Phthalides are a group of compounds with relevant biological activities in different areas such as cytotoxicity, anti-stroke activity, neuroprotection, and inflammation, among others. In this study we designed and synthesized a series of 3-arylphthalide derivatives in order to identify their antioxidant and anti-inflammatory activities. The synthetic methodology was established in terms of atom and step economy through a dehydrative coupling reaction between 3-hydroxyphthalide and different properly functionalized arene rings. The evaluation of the antioxidant activity was performed by the ABTS assay and for the anti-inflammatory activity the inhibition of LPS-induced nitric oxide (NO) production in microglial cells Bv.2 and macrophage cells RAW 264.7 was measured. The synthesized compound 3-(2,4-dihydroxyphenyl)phthalide (5a) showed better antioxidant activity than the Trolox standard and caused strong inhibition of NO production in LPS-stimulated Bv.2 and RAW 264.7 cells. In addition, compound 5a reduced the expression of the pro-inflammatory cytokines Il1b and Il6 in RAW 264.7 cells. These results, which are the first account of the anti-inflammatory activity of 3-arylphthalides, suggest that compound 5a could be a promising candidate for more advanced anti-inflammatory studies.
PB MDPI
SN 1424-8247
YR 2022
FD 2022-05
LK http://hdl.handle.net/10498/27212
UL http://hdl.handle.net/10498/27212
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 22-sep-2026