Flavonol glycosides from the leaves of Boldoa purpurascens and their anti-inflammatory properties |
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| Institution: | 1. Department of Pharmacy at Marta Abreu University, Road to Camajuaní Km 5 ½, Santa Clara, Cuba;2. Natural Products & Food Research and Analysis, Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, 2610 Antwerp, Belgium;3. Protein Science, Proteomics, Epigenetic Signaling lab (PPES)Department of Biomedical Sciences, University of Antwerp, Universiteitsplein 1, 2610 Antwerp, Belgium;1. CAS Key Laboratory of Mountain Ecological Restoration and Bioresource Utilization & Ecological Restoration and Biodiversity Conservation Key Laboratory of Sichuan Province, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China;2. Southwest University for Nationalities, Chengdu 610041, PR China;3. Syngenta Jealott’s Hill International Research Centre, Berkshire RG42 6EY, UK;1. Chulabhorn Research Institute, Kamphaeng Phet 6, Talat Bang Khen, Lak Si, Bangkok 10210, Thailand;2. Faculty of Pharmaceutical Sciences, Khon Kaen University, Khon Kaen 40002, Thailand;1. Key Laboratory of Tibetan Medicine Research of CAS and Key Laboratory for Tibetan Medicine of Qinghai Province, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining 810008, PR China;2. Key Laboratory of Chemistry of Northwestern Plant Resources of CAS and Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, PR China;1. Department of Chemistry and Physics, Mount Saint Vincent University, Halifax, Nova Scotia B3M 2J6, Canada;2. Department of Chemistry, Saint Mary''s University, Halifax, Nova Scotia B3H 3C3, Canada;3. Faculty of Biology, University of Havana, Cuba, 25th street, No. 455 Vedado, Plaza de la Revolución, Havana 8321321, Cuba;4. Faculty of Chemistry, University of Havana, Cuba, Zapata e/G y Carlitos Aguirre. Vedado, Plaza de la Revolución, Havana, Cuba;5. Department of Computational Medicine, Institute of Nephrology “Abelardo Bush López”, 26th Street and Rancho Boyeros Avenue, Plaza de la Revolución, Havana, Cuba;6. Department of Chemistry, Dalhousie University, Halifax, Nova Scotia B3H 4J3, Canada;7. Helmy Institute for Medical Sciences, Zewail City of Science and Technology, Ahmed Zewail Road, October Gardens, 6th of October City, Giza, Egypt |
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| Abstract: | Boldoa purpurascens is used in Latin America and the Caribbean as a potent diurectic. Phytochemical analysis has shown the presence of flavonoids and other active compounds. In the present work, three flavonol glycosides were isolated from the leaves of the plant. Their structures have been determined by mass spectrometry and by 1D and 2D NMR analysis as 6-methoxykaempferol-3-O-α-l-rhamnopyranosyl-(1”’ → 2”)]-β-d-xylopyranoside (1); 3,4′,5-trihydroxy-6,7-methylenedioxyflavone-3-O-α-l-rhamnopyranosyl-(1”’ → 2”)]-β-d-glucopyranoside (2); and 3,4′,5′,5-tetrahydroxy-6,7-methylenedioxyflavone-3-O-α-l-rhamnopyranosyl-(1”’ → 2”)]-β-d-xylopyranoside (3). Compounds 1 and 3 are reported for the first time from nature. The NF-κB luciferase assay showed that these compounds have a partial inhibitory effect on NF-κB activation, compound 2 being the most potent one. In the carrageenan induced paw oedema assay in rats, the flavonoid fraction showed acute anti-inflammatory activity, with the highest percentage of inhibition (75.8%) at a dose of 40 mg/kg. |
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| Keywords: | Nyctaginaceae Flavonoid glycosides Antiinflammatory activity |
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