Anti-inflammatory lindenane sesquiterpenoid dimers from the roots of Chloranthus holostegius var. trichoneurus

IF 2.5 4区医学 Q3 CHEMISTRY, MEDICINAL

Journal of Natural Medicines Pub Date : 2024-05-12 DOI:10.1007/s11418-024-01817-y

Xiaoli Wang, Zhenyu Zan, Jun Chi, An Huang, Danyang Zhang, Houli Jiang, Yi Li, Jun Luo

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Abstract

Two new lindenane-type sesquiterpenoid dimers, chlotrichenes C and D (1 and 2) together with five known lindenane-type sesquiterpenoid dimers (3–7) were isolated from the roots of Chloranthus holostegius var. trichoneurus, a famous natural medicine named as “Sikuaiwa” for subduing swellings and relieving pain. The structures including absolute configuration were elucidated by their 1D and 2D NMR, HRESIMS, and ECD data. Compounds 1 and 2 were classical [4 + 2] lindenane-type sesquiterpenoid dimers that differed from known analogs in oxidation profile, side chain profile, and double bond position. The new isolates and compound 3 exhibited significant inhibitory activity on IL-1β production (IC₅₀: 1–15 μM) in LPS-induced THP-1 cells and other compounds exhibited inhibitory activity on NO production in LPS-induced RAW 264.7 cells (IC₅₀: 24–33 μM).

Graphical abstract

Abstract Image

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来自 Chloranthus holostegius var. trichoneurus 根部的抗炎椴树烷倍半萜二聚体。

研究人员从一种名为 "Sikuaiwa "的著名天然药物 Chloranthus holostegius var. trichoneurus 的根中分离出了两种新的椴树烷类倍半萜二聚体，即 chlotrichenes C 和 D（1 和 2），以及五种已知的椴树烷类倍半萜二聚体（3-7）。通过一维和二维 NMR、HRESIMS 和 ECD 数据阐明了这些化合物的结构（包括绝对构型）。化合物 1 和 2 是经典的[4 + 2]椴树烷型倍半萜二聚体，在氧化曲线、侧链曲线和双键位置上与已知类似物不同。新分离物和化合物 3 对 LPS 诱导的 THP-1 细胞产生的 IL-1β 具有显著的抑制活性（IC50：1-15 μM），其他化合物对 LPS 诱导的 RAW 264.7 细胞产生的 NO 具有抑制活性（IC50：24-33 μM）。

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来源期刊

Journal of Natural Medicines 医学-药学

CiteScore

6.90

自引率

3.00%

发文量

审稿时长

1.7 months

期刊介绍： The Journal of Natural Medicines is an international journal publishing original research in naturally occurring medicines and their related foods and cosmetics. It covers: -chemistry of natural products -biochemistry of medicinal plants -pharmacology of natural products and herbs, including Kampo formulas and traditional herbs -botanical anatomy -cultivation of medicinal plants. The journal accepts Original Papers, Notes, Rapid Communications and Natural Resource Letters. Reviews and Mini-Reviews are generally invited.