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

Author(s)

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

• Document type: Journal article
• Source: CHEMISTRYSELECT; v. 9, n. 23, p. 10-pg., 2024-06-18.

Abstract

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)

• FAPESP's process: 21/01411-0 - Chemical study of the Caatinga propolis produced by Apis mellifera and re-isolation of red propolis compounds to perform biological tests and develop analytical methods.
• Grantee: Ninh The Son
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 17/04138-8 - Attainment of chemical, analytical, biological, pharmacological and technological studies to fill the gaps on the development of Brazilian propolis sector
• Grantee: Jairo Kenupp Bastos
• Support Opportunities: Research Projects - Thematic Grants