Terpenoids isolated from Chinese liverworts Lepidozia reptans and their anti-inflammatory activity

Siwen Li; Huanmin Niu; Yanan Qiao; Rongxiu Zhu; Yong Sun; Zhaojie Ren; Huiqing Yuan; Yun Gao; Yi Li; Wang Chen; Jinchuan Zhou; Hongxiang Lou

doi:10.1016/j.bmc.2018.03.040

Terpenoids isolated from Chinese liverworts Lepidozia reptans and their anti-inflammatory activity

Bioorg Med Chem. 2018 May 15;26(9):2392-2400. doi: 10.1016/j.bmc.2018.03.040. Epub 2018 Mar 27.

Authors

Siwen Li¹, Huanmin Niu², Yanan Qiao¹, Rongxiu Zhu³, Yong Sun¹, Zhaojie Ren⁴, Huiqing Yuan², Yun Gao¹, Yi Li¹, Wang Chen⁵, Jinchuan Zhou¹, Hongxiang Lou⁶

Affiliations

¹ Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, Shandong University, No. 44 West Wenhua Road, Jinan 250010, Shandong Province, China.
² Department of Biochemistry and Molecular Biology, School of Medicine, Shandong University, Jinan, China.
³ School of Chemistry and Chemical Engineering, Shandong University, Jinan, China.
⁴ Nature Department, Shandong Museum, No. 11899 Jingshi Road, Jinan City, Shandong Province, China.
⁵ Vitamin D Research Institute, Shanxi University of Technology, No. 1 Dongyi Road, Hanzhong, Shanxi 723000, China.
⁶ Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, Shandong University, No. 44 West Wenhua Road, Jinan 250010, Shandong Province, China. Electronic address: louhongxiang@sdu.edu.cn.

PMID: 29655613
DOI: 10.1016/j.bmc.2018.03.040

Abstract

Five new terpenoids (1-5) including two dollabellane-type, one ent-kaurane-type diterpenoids and two sesquiterpenoids were isolated from the Chinese liverwort Lepidozia reptans (L.) Dumort., together with nine known terpenoids (6-14). Their structures were determined on the basis of analysis of MS and NMR spectroscopic data, single-crystal X-ray diffraction and electronic circular dichroism calculations. The selected compounds 1, 2, 6, 7, 9 and 14 were screened for anti-inflammatory activities by the model of LPS-induced nitric oxide (NO) production with macrophage cells, and the mechanism of the active compounds 1 and 2 were further explored.

Keywords: Anti-inflammatory; Liverworts; Terpenoids.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anti-Inflammatory Agents, Non-Steroidal / chemistry
Anti-Inflammatory Agents, Non-Steroidal / isolation & purification
Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
Basic Helix-Loop-Helix Leucine Zipper Transcription Factors / metabolism
Cyclooxygenase 2 / metabolism
Diterpenes, Kaurane / chemistry
Diterpenes, Kaurane / isolation & purification
Diterpenes, Kaurane / pharmacology*
Hepatophyta / chemistry
Interleukin-6 / genetics
Interleukin-6 / metabolism
Mice
NF-kappa B / metabolism
Nitric Oxide / metabolism
RAW 264.7 Cells / metabolism
RNA, Messenger / genetics
Sesquiterpenes / chemical synthesis
Sesquiterpenes / isolation & purification
Sesquiterpenes / pharmacology*
Tumor Necrosis Factor-alpha / genetics
Tumor Necrosis Factor-alpha / metabolism

Substances

Anti-Inflammatory Agents, Non-Steroidal
Basic Helix-Loop-Helix Leucine Zipper Transcription Factors
Diterpenes, Kaurane
Interleukin-6
NF-kappa B
RNA, Messenger
Sesquiterpenes
Tumor Necrosis Factor-alpha
Tcfe3 protein, mouse
Nitric Oxide
Cyclooxygenase 2