Anti-Inflammatory Activity of 3, 5-Diprenyl-4-hydroxyacetophenone Isolated from Ageratina pazcuarensis

• Published in: International journal of molecular sciences Vol. 23; no. 23; p. 15012
• Main Authors: Rojas-Jiménez, Sarai, Pérez-Gutiérrez, María Salud, Sánchez-Mendoza, Ernesto, Martínez-Casares, Rubria Marlen, Campos-Xolalpa, Nimsi, Valladares-Cisneros, María Guadalupe, Salinas-Sánchez, David Osvaldo
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 30.11.2022; MDPI
• Subjects: 12-O-tetradecanoylphorbol 13-acetate; 3, 5-diprenyl-4-hydroxyacetophenone; Acetic acid; Ageratina; Ageratina - chemistry; Ageratina pazcuarensis; Animals; anti-inflammatory activity; Anti-inflammatory agents; Anti-Inflammatory Agents - pharmacology; Antioxidants; Cell viability; Cytokines; Diabetes; Dichloromethane; Drug dosages; Ear; Edema; Edema - chemically induced; Erythrocytes; Free radicals; IL-1β; Inflammation; Interleukin 10; Interleukin 6; J774A.1 macrophages; Kinases; Lipopolysaccharides; Lysis; Macrophages; Membranes; Mice; Neutrophils; Nitric oxide; NMR; Nuclear magnetic resonance; Physiology; Plant Extracts - pharmacology; Spectrometry; Tumor Necrosis Factor-alpha; Tumor necrosis factor-α; 12-O-tetradecanoylphorbol 13-acetate; DPPH assay; Ageratina pazcuarensis; 3, 5-diprenyl-4-hydroxyacetophenone; J774A.1 macrophages; cytokines; anti-inflammatory activity
• ISSN: 1422-0067; 1661-6596; 1422-0067
• DOI: 10.3390/ijms232315012

Inflammation is implicated in a wide variety of physiological and pathological processes. Plants are an important source of active anti-inflammatory compounds. The compound 3, 5-diprenyl-4-hydroxyacetophenone (DHAP) was isolated from the dichloromethane extract of the aerial parts of by chromatography and identified by spectroscopic (IR, NMR) and spectrometric (GC-MS) methods. Anti-inflammatory activity was evaluated on ear edema mouse induced with 12-O-tetradecanoylphorbol 13-acetate (TPA) at 2 mg/ear. The antioxidant activity of DHAP was determined using DPPH assay. Cell viability was tested in J774A.1 macrophages, the levels of NO, TNF-α, IL-1β, IL-6, and IL-10 production in macrophages stimulated with lipopolysaccharide (LPS), and membrane lysis induced by hypotonic solution in erythrocytes were evaluated. DHAP diminished the ear edema mouse in 70.10%, and it had scavenger effect against the radical with IC of 26.00 ± 0.37 µg/mL. Likewise, 91.78 µM of this compound inhibited the production of NO (38.96%), IL-1β (55.56%), IL-6 (51.62%), and TNF-α (59.14%) in macrophages and increased the levels of IL-10 (61.20%). Finally, 25 and 50 µg/mL DHAP provided the greatest protection against erythrocyte membrane lysis. These results demonstrate that DHAP has anti-inflammatory activity.