Unusual isovalerylated flavonoids from the fruit of sea buckthorn (Elaeagnus rhamnoides) grown in Sokółka, Poland. (July 2019)

• Record Type: Journal Article
• Authors: Żuchowski, Jerzy; Pecio, Łukasz; Marciniak, Beata; Kontek, Renata; Stochmal, Anna
• Is Part Of: Phytochemistry. Volume 163(2019)
• Page Start: 178
• Page End: 186
• Publication Date: 2019-07
• Subjects: Elaeagnus rhamnoides (L.) A. Nelson -- Elaeagnaceae -- Sea buckthorn -- Fruit -- Phenolic compounds -- Flavonoids -- Isorhamnetin -- 3-methylbutanoic acid -- Isovaleric acid; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2019.03.001
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Eight undescribed isorhamnetin glycosides, acylated with isovaleric acid were isolated from the fruit of sea buckthorn ( Elaeagnus rhamnoides (L.) A. Nelson). Structures of the purified compounds were determined using one and two-dimensional NMR spectroscopy, mass spectrometry and chemical methods. In addition, the cytotoxic activity of the phenolic-rich fraction of sea buckthorn fruit and its major flavonoids against colon cell lines, HT-29, HCT-116 and Caco-2, was determined. While the phenolic fraction was moderately active against HT-29 and HCT-116, all investigated purified flavonoids showed significantly weaker activity. This is most probably the first report about isorhamnetin glycosides acylated with isovaleric acid. Graphical abstract: Eight undescribed isorhamnetin glycosides acylated with isovaleric acid were isolated from the fruit of sea buckthorn ( Elaeagnus rhamnoides (L.) A. Nelson).Image 1 Highlights: Eight undescribed acylated flavonoids were isolated from Elaeagnus rhamnoides. All these compounds were isorhamnetin glycosides acylated with isovaleric acid. Their structures were determined by 1D and 2D NMR spectroscopy.