Cytotoxic polyhydroxy serratene triterpenoids from Lycopodium complanatum

Qiuzhu Dong; Zhenxing Zou; Xiaohui Jia; Xia Yu; Jing Li; Wenhao Zhou; Huihui Sun; Wei Wu; Guishan Tan; Kangping Xu

doi:10.1016/j.bioorg.2019.03.011

Cytotoxic polyhydroxy serratene triterpenoids from Lycopodium complanatum

Bioorg Chem. 2019 Jun:87:373-379. doi: 10.1016/j.bioorg.2019.03.011. Epub 2019 Mar 6.

Authors

Qiuzhu Dong¹, Zhenxing Zou¹, Xiaohui Jia², Xia Yu¹, Jing Li¹, Wenhao Zhou¹, Huihui Sun¹, Wei Wu¹, Guishan Tan³, Kangping Xu⁴

Affiliations

¹ Xiangya School of Pharmaceutical Sciences, Central South University, Changsha 410013, PR China.
² School of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, PR China.
³ Xiangya School of Pharmaceutical Sciences, Central South University, Changsha 410013, PR China; Xiangya Hospital of Central South University, Changsha 410008, PR China.
⁴ Xiangya School of Pharmaceutical Sciences, Central South University, Changsha 410013, PR China. Electronic address: xukp395@csu.edu.cn.

PMID: 30913469
DOI: 10.1016/j.bioorg.2019.03.011

Abstract

Phytochemical investigation of the 70% aqueous EtOH extract of Lycopodium complanatum led to six new polyhydroxy serratene triterpenoids (serrat A-F, 1-6), along with a known analogue (7). Their structures and configurations were elucidated by data analysis of HRESIMS, 1D and 2D NMR, in combination with comparisons of reported experimental spectroscopic data. All the isolates were evaluated cytotoxic activities against HepG2 cells, MCF-7 cells and series human lung cancer cell lines A549, Calu-6, NCI-H441, NCI-H226 and NCI-H1975. The results indicated that certain compounds inhibited proliferation of human cancer cells. Moreover, all compounds possessed selective cytotoxic activities on MCF-7 cells. Further, possible biosynthesis pathways of these compounds were proposed.

Keywords: Cytotoxic activities; Lycopodium complanatum; Polyhydroxy serratene triterpenoids.

Publication types

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

MeSH terms

Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / pharmacology*
Cell Line, Tumor
Cell Proliferation / drug effects
Dose-Response Relationship, Drug
Humans
Lycopodium / chemistry*
Molecular Conformation
Plant Extracts / chemistry
Plant Extracts / isolation & purification
Plant Extracts / pharmacology*
Stereoisomerism
Structure-Activity Relationship
Triterpenes / chemistry
Triterpenes / isolation & purification
Triterpenes / pharmacology*

Substances

Antineoplastic Agents, Phytogenic
Plant Extracts
Triterpenes