Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities

Beilstein J Org Chem. 2022 Feb 16:18:200-207. doi: 10.3762/bjoc.18.23. eCollection 2022.

Abstract

Wikstroemia nutans Champ. ex Benth., a traditional herbal medicine collected at the Lingnan region of China, was chemically investigated. A new biscoumarin glucoside, wikstronutin (1), along with three known bis- and tricoumarin glucosides (2-4), two flavonoid glycosides (5-6), and eleven lignan glucosides (7-17) were isolated from the stems and roots of W. nutans. The new structure including its absolute configuration was elucidated based on a combination of 1D and 2D NMR, UV, IR, HRESIMS spectroscopic data, as well as chemical transformation. Compounds 1-17 were first isolated from the plant species W. nutans, while compounds 1-3, 8, and 11 were reported from the genus Wikstroemia for the first time. All co-isolates were evaluated for their in vitro inhibitory effects on nitric oxide (NO) production induced by lipopolysaccharide (LPS) in murine RAW264.7 macrophage cells. The antibacterial activity of the selected compounds was also tested. Our work enriches the structure diversity of the secondary metabolites from the genus Wikstroemia.

Keywords: Wikstroemia nutans; coumarin glucosides; flavonoids; lignans; structure elucidation.

Grants and funding

This research was financially supported by the National Natural Science Foundation of China (Nos. 21977120 and 31770379), the Key Basic Research Program of the Science, Technology and Innovation Commission of Shenzhen Municipality (JCYJ20200109142215045), and the Hundred Talents Program of Sun Yat-sen University (No. 75110-18841218).