Anti-inflammatory terpenes from Schefflera rubriflora C. J. Tseng & G. Hoo with their TNF-α and IL-6 inhibitory activities

Fenghua Li; Jian Zhang; Mingbao Lin; Xianming Su; Changkang Li; Hongqing Wang; Baoming Li; Ruoyun Chen; Jie Kang

doi:10.1016/j.phytochem.2019.03.021

Anti-inflammatory terpenes from Schefflera rubriflora C. J. Tseng & G. Hoo with their TNF-α and IL-6 inhibitory activities

Phytochemistry. 2019 Jul:163:23-32. doi: 10.1016/j.phytochem.2019.03.021. Epub 2019 Apr 12.

Authors

Fenghua Li¹, Jian Zhang², Mingbao Lin³, Xianming Su⁴, Changkang Li⁵, Hongqing Wang⁶, Baoming Li⁷, Ruoyun Chen⁸, Jie Kang⁹

Affiliations

¹ State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing 100050, China. Electronic address: lifenghua@imm.ac.cn.
² Department of Bioengineering, Zhuhai Campus of Zunyi Medical University, Zhuhai 519041, China. Electronic address: jianzhang@hotmail.com.
³ State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing 100050, China. Electronic address: mingbaolin@imm.ac.cn.
⁴ State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing 100050, China. Electronic address: sxmxiaomuchong@163.com.
⁵ State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing 100050, China. Electronic address: chklee2015@163.com.
⁶ State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing 100050, China. Electronic address: wanghongqing@imm.ac.cn.
⁷ State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing 100050, China. Electronic address: libaoming@imm.ac.cn.
⁸ State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing 100050, China. Electronic address: rych@imm.ac.cn.
⁹ State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing 100050, China. Electronic address: jiekang@imm.ac.cn.

PMID: 30986687
DOI: 10.1016/j.phytochem.2019.03.021

Abstract

The 95% ethanol extract and its EtOAc and n-BuOH fractions obtained from the leaves and twigs of Schefflera rubriflora C. J. Tseng & G. Hoo showed significant inhibitory activities (33.6%, 35.7% and 40.6%, respectively) against croton oil-induced ear inflammation in mice. Bioactivity-guided isolation and separation gave eight previously undescribed terpenes or terpene glycosides. Structural elucidation was based on UV, IR, and NMR spectroscopy, MS, experimental and calculated ECD data, and Mosher's method. To identify anti-inflammatory components from the extract, all the compounds were evaluated for tumor necrosis factor-α (TNF-α) and interleukine-6 (IL-6) inhibitory activities. Four undescribed compounds inhibited mRNA expression of TNF-α and IL-6 with IC₅₀ values of 15.3-52.4 μM.

Keywords: Anti-inflammatory activity; Araliaceae; IL-6; Schefflera rubriflora C. J. Tseng & G. Hoo; TNF-α; Terpene.

MeSH terms

Animals
Anti-Inflammatory Agents, Non-Steroidal / chemistry
Anti-Inflammatory Agents, Non-Steroidal / isolation & purification
Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
Araliaceae / chemistry*
Cells, Cultured
Croton Oil
Dose-Response Relationship, Drug
Ear
Edema / chemically induced
Edema / drug therapy
Interleukin-6 / antagonists & inhibitors*
Interleukin-6 / genetics
Interleukin-6 / metabolism
Male
Mice
Mice, Inbred Strains
Molecular Conformation
Plant Extracts / chemistry
Plant Extracts / isolation & purification
Plant Extracts / pharmacology*
RAW 264.7 Cells
Structure-Activity Relationship
Terpenes / chemistry
Terpenes / isolation & purification
Terpenes / pharmacology*
Tumor Necrosis Factor-alpha / antagonists & inhibitors*
Tumor Necrosis Factor-alpha / genetics
Tumor Necrosis Factor-alpha / metabolism

Substances

Anti-Inflammatory Agents, Non-Steroidal
Interleukin-6
Plant Extracts
Terpenes
Tumor Necrosis Factor-alpha
Croton Oil