RT Journal Article
T1 Synthesis and Antioxidant/Anti-Inflammatory Activity of 3-Arylphthalides.
A1 Ortega, Maria J
A1 Parra-Torrejon, Belen
A1 Cano-Cano, Fatima
A1 Gomez-Jaramillo, Laura
A1 Gonzalez-Montelongo, M Carmen
A1 Zubia, Eva
K1 3-arylphthalides
K1 Anti-inflammatory
K1 Antioxidant
K1 Cytokines
K1 Dehydrative coupling reaction
K1 Phthalides
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 2022-05-07
LK http://hdl.handle.net/10668/21534
UL http://hdl.handle.net/10668/21534
LA en
NO Ortega MJ, Parra-Torrejón B, Cano-Cano F, Gómez-Jaramillo L, González-Montelongo MC, Zubía E. Synthesis and Antioxidant/Anti-Inflammatory Activity of 3-Arylphthalides. Pharmaceuticals (Basel). 2022 May 10;15(5):588
DS RISalud
RD Apr 20, 2025