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

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

doi:10.1007/s11418-024-01817-y

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

J Nat Med. 2024 May 12. doi: 10.1007/s11418-024-01817-y. Online ahead of print.

Authors

Xiaoli Wang^#¹, Zhenyu Zan^#², Jun Chi¹, An Huang², Danyang Zhang¹, Houli Jiang¹, Yi Li³, Jun Luo⁴

Affiliations

¹ Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, 210009, China.
² School of Food Science and Pharmaceutical Engineering, Testing & Analysis Center, Nanjing Normal University, Xuelin Road No. 2, Nanjing, 210023, People's Republic of China.
³ School of Food Science and Pharmaceutical Engineering, Testing & Analysis Center, Nanjing Normal University, Xuelin Road No. 2, Nanjing, 210023, People's Republic of China. liyi16@163.com.
⁴ Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, 210009, China. luojun@cpu.edu.cn.

^# Contributed equally.

PMID: 38735889
DOI: 10.1007/s11418-024-01817-y

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).

Keywords: Chloranthus holostegius var. trichoneurus; Anti-inflammatory activity; IL-1β; Lindenane sesquiterpenoid dimer.

Abstract

Grants and funding