Flavonoids from Mimosa tenuiflora Green Propolis: Chemotaxonomy, Antioxidant, Anti-Inflammation, Anti-Bacteria, Mosquito Larvicidal Activity, and In Silico Approach

Autor(es)

Luyen, Nguyen Dinh ; Hao, Nguyen Thanh ; Bastos, Jairo Kenupp ; Ha, Nguyen Xuan ; Hung, Nguyen Huy ; Gioi, Dong Huy ; Linh, Nguyen Ngoc ; Son, Ninh The

• Tipo de documento: Artigo Científico
• Fonte: CHEMISTRYSELECT; v. 9, n. 23, p. 10-pg., 2024-06-18.

Resumo

Phytochemical study of green propolis alcohol extract of Brazilian Caatinga Mimosa tenuiflora (Willd.) Poir resulted in the separation of six flavonoids, including quercetin 3-methyl ether (1) and 3,3 '-O-dimethylquercetin (2), and four flavanones eriodictyol 5-O-methyl ether (3), 5,4 '-dihydroxy-6,7-dimethoxyflavanone (4), licoflavanone (5), and macarangaflavanone B (6). All these metabolites were first isolated from green propolis and the genus Mimosa. Metabolites 3-4 also established chemotaxonomic significance since they had never been observed in the bean family Fabaceae. Flavones 1-2 showed strong antioxidative activity against DPPH (1,1-diphenyl-2-picryl hydrazyl) radicals with IC50 values of 12.40 and 16.23 mu g/mL, respectively. All six isolates showed anti-inflammatory effects against NO (nitric oxide) production in LPS (lipopolysaccharide)-stimulated Raw 264.7 cells, in which the activity of flavone 1 was better than the standard dexamethasone (IC50 13.35 mu g/mL). Flavonoids 1-3 also strongly controlled the growth of the Gram-positive bacteria Bacillus subtilis ATCC 6051, and Staphylococcus aureus ATCC 29213 with MIC values of 32-64 mu g/mL. Six isolated flavonoids exhibited strong or moderate mosquito larvicidal activity against Aedes aegypti and Ae. albopictus fourth instar larvae with the 24 h LC50 values of 29.62-55.89 mu g/mL. By in silico approach, compound 1 was a non-toxic agent with an LD50 value of 5000 mg/kg. (AU)

• Processo FAPESP: 21/01411-0 - Estudo químico da própolis da Caatinga produzida por Apis mellifera e reisolamento de compostos da própolis vermelha para realização de ensaios biológicos e desenvolvimento de métodos analíticos
• Beneficiário: Ninh The Son
• Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado
• Processo FAPESP: 17/04138-8 - Realização de estudos químicos, analíticos, biológicos, farmacológicos e tecnológicos para preenchimento das lacunas no desenvolvimento do setor de própolis brasileiro
• Beneficiário: Jairo Kenupp Bastos
• Modalidade de apoio: Auxílio à Pesquisa - Temático