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.
Highlights
The genus Wikstroemia (Thymelaeaceae) contains approximately 62 species, which are widespread throughout the subtropical regions of Asia and Oceania [1]
This work resulted into the isolation and identification of a new biscoumarin glucoside 1, together with three known bis- and tricoumarin glucosides 2–4, two flavonoid glycosides 5 and 6, Figure 1: Chemical structures of compounds 1–17 from W. nutans. 201
Its molecular formula was determined as C29H28O15 based on the HRESIMS sodium adduct ion observed at m/z 639.1319 ([M + Na]+, calcd for C29H28O15Na+, 639.1320), indicating sixteen degrees of unsaturation
Summary
The genus Wikstroemia (Thymelaeaceae) contains approximately 62 species, which are widespread throughout the subtropical regions of Asia and Oceania [1]. As part of a continuing study of our group targeting at the identification of bioactive natural products from the medicinal plants and endophytes [7,8], the chemical constituents of the stems and roots of W. nutans were investigated. This work resulted into the isolation and identification of a new biscoumarin glucoside 1, together with three known bis- and tricoumarin glucosides 2–4, two flavonoid glycosides 5 and 6, Figure 1: Chemical structures of compounds 1–17 from W. nutans.
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