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Despite the ethnobotanical significance of Chilean Colliguaja species, research on their biological activities and phytochemical composition remains limited. Among these species, Colliguaja odorifera Molina (Euphorbiaceae), traditionally used in folk medicine to alleviate toothaches, stands out for its potential for medicinal applications. This study aims to investigate the anti-inflammatory activity of the C. odorifera leaf extracts and their secondary metabolites isolated from the most active extract. A hydroalcoholic extract of C. odorifera leaves was prepared, and subsequently ethyl acetate (EA-E), n-butanol (B-E), and water (W-E) extracts were obtained by liquid–liquid partition. The extracts were first evaluated for their ability to inhibit lipoxygenase, and the most active extract was subsequently tested for hyaluronidase (HA) and secretory phospholipase A2 (sPLA2). The most active extract was EA-E, with IC50 values of 11.75, 31.09, and 6.60 µg/mL for anti-LOX activity, hyaluronidase, and sPLA2, respectively. This extract was analyzed by chromatography coupled to mass spectrometry and 1H and 13C NMR spectroscopy, allowing the identification, for the first time, of shikimic acid, gallic acid, methyl gallate, ethyl gallate, and a putative galloyl-luteolin. These results suggest that C. odorifera is a promising candidate for the development of natural alternatives to nonsteroidal anti-inflammatory drugs.
Details
Traditional medicine;
Butanol;
Anti-inflammatory agents;
Acids;
Lipoxygenase;
Shikimic acid;
Phenols;
Leaves;
Liquid oxygen;
Metabolites;
Chromatography;
Magnetic resonance spectroscopy;
Drug development;
Ethyl acetate;
Nonsteroidal anti-inflammatory drugs;
Analgesics;
Inflammation;
Gallic acid;
Chemical composition;
NMR spectroscopy;
Secondary metabolites;
Mass spectroscopy;
Plant extracts;
Acetic acid;
Enzymes;
Phospholipase A2;
Cultural heritage;
Phenolic compounds;
Colliguaja odorifera
; Rubilar Olga 3 ; Hermosilla, Edward 3
; Lago João Henrique Ghilardi 4
; Quiroz Andrés 2
; Espinoza, Javier 2
1 Doctorado en Ciencias de Recursos Naturales, Universidad de La Frontera, Temuco 4811230, Chile; [email protected]
2 Laboratorio de Ecología Química, Departamento de Ciencias Químicas y Recursos Naturales, Universidad de La Frontera, Casilla 54-D, Temuco 4811230, Chile; [email protected] (A.M.); [email protected] (J.E.), Centro de Excelencia en Investigación Biotecnológica Aplicada al Medio Ambiente (CIBAMA), Universidad de La Frontera, Casilla 54-D, Temuco 4811230, Chile, Departamento de Ciencias Químicas y Recursos Naturales, Universidad de La Frontera, Casilla 54-D, Temuco 4811230, Chile
3 Centro de Excelencia en Investigación Biotecnológica Aplicada al Medio Ambiente (CIBAMA), Universidad de La Frontera, Casilla 54-D, Temuco 4811230, Chile
4 Centro de Ciências Naturais e Humanas, Universidade Federal do ABC, Santo André 09280-560, Brazil; [email protected]