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Angustifolinoid A, a macrocyclic flavonoid glycoside from Elaeagnus angustifolia flowers

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A novel macrocyclic flavonoid glycoside, angustifolinoid A (1), featuring an unprecedented 13-membered heterocyclic ring moiety, along with a known flavonoid glycoside, tiliroside (2), were isolated from Elaeagnus angustifolia flowers. Their… Click to show full abstract

A novel macrocyclic flavonoid glycoside, angustifolinoid A (1), featuring an unprecedented 13-membered heterocyclic ring moiety, along with a known flavonoid glycoside, tiliroside (2), were isolated from Elaeagnus angustifolia flowers. Their structures were determined by extensive spectroscopic analysis and electronic circular dichroism (ECD) calculation. Biosynthesis analysis indicated that compound 1 might be derived from compound 2 via a key enzymatic intramolecular oxidative coupling. Compounds 1 and 2 showed inhibitory activities against cyclooxygenases, COX-1 and COX-2.

Keywords: elaeagnus angustifolia; glycoside; angustifolia flowers; angustifolinoid macrocyclic; macrocyclic flavonoid; flavonoid glycoside

Journal Title: Tetrahedron Letters
Year Published: 2018

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