Lathyrane-type diterpenoids from the seeds of Euphorbia lathyris

Jin Lu; Guoyu Li; Jian Huang; Cui Zhang; Lan Zhang; Ke Zhang; Pingya Li; Ruichao Lin; Jinhui Wang

doi:10.1016/j.phytochem.2014.04.020

Lathyrane-type diterpenoids from the seeds of Euphorbia lathyris

Phytochemistry. 2014 Aug:104:79-88. doi: 10.1016/j.phytochem.2014.04.020. Epub 2014 May 23.

Authors

Jin Lu¹, Guoyu Li², Jian Huang³, Cui Zhang¹, Lan Zhang¹, Ke Zhang², Pingya Li⁴, Ruichao Lin⁵, Jinhui Wang⁶

Affiliations

¹ School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
² College of Pharmacy, Xinjiang Medical University, Urumqi 830011, People's Republic of China.
³ School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China; Department of New Drug, Institute of Frontier Medical Sciences, Jilin University, Changchun 130021, People's Republic of China. Electronic address: huang_jian1977@yahoo.com.cn.
⁴ Department of New Drug, Institute of Frontier Medical Sciences, Jilin University, Changchun 130021, People's Republic of China.
⁵ School of Traditional Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing 100029, People's Republic of China.
⁶ School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China; College of Pharmacy, Xinjiang Medical University, Urumqi 830011, People's Republic of China. Electronic address: wjh.1972@yahoo.com.cn.

PMID: 24856111
DOI: 10.1016/j.phytochem.2014.04.020

Abstract

Ten lathyrane-type diterpenoids named Euphorbia Factor L12-L21 (1-10) and twelve known diterpenoids (11-22) were isolated from seeds of Euphorbia lathyris. The structures of these compounds were determined by extensive spectroscopic (UV, IR, HRESIMS, 1D and 2D NMR) analyses. In addition, the configuration of Euphorbia Factor L12 (1) was further confirmed by X-ray crystallographic and circular dichroism (CD) analyses. A putative biogenetic relationship to these compounds was proposed. Cytotoxicity of the isolated compounds against C6 and MCF-7 cell lines were evaluated. Compounds 1, 5, 7, 12 and 17 exhibited considerable cytotoxic activities (IC50 12.4-36.2 μM).

Keywords: Cytotoxicity; Euphorbia Factor L(12)–L(21); Euphorbia lathyris; Euphorbiaceae; Lathyrane-type diterpenoid.

Publication types

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

MeSH terms

Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / pharmacology*
Biosynthetic Pathways
Cell Line, Tumor
Cell Survival / drug effects
Crystallography, X-Ray
Diterpenes / chemistry
Diterpenes / isolation & purification
Diterpenes / pharmacology*
Drugs, Chinese Herbal / chemistry
Drugs, Chinese Herbal / isolation & purification
Drugs, Chinese Herbal / pharmacology*
Euphorbia / chemistry*
Humans
Inhibitory Concentration 50
Magnetic Resonance Spectroscopy
Medicine, Chinese Traditional
Molecular Structure
Plants, Medicinal
Seeds / chemistry

Substances

Antineoplastic Agents, Phytogenic
Diterpenes
Drugs, Chinese Herbal
lathyrane