Seco-dammarane triterpenoids from the leaves of Cyclocarya paliurus

Yan-Jiao Chen; Liang Na; Jialong Fan; Jianping Zhao; Nusrat Hussain; Yu-Qing Jian; Hanwen Yuan; Bin Li; Bin Liu; M Iqbal Choudhary; Ikhlas Khan; Wei Wang

doi:10.1016/j.phytochem.2017.10.013

Seco-dammarane triterpenoids from the leaves of Cyclocarya paliurus

Phytochemistry. 2018 Jan:145:85-92. doi: 10.1016/j.phytochem.2017.10.013. Epub 2017 Nov 5.

Authors

Yan-Jiao Chen¹, Liang Na², Jialong Fan³, Jianping Zhao⁴, Nusrat Hussain⁵, Yu-Qing Jian¹, Hanwen Yuan¹, Bin Li¹, Bin Liu⁶, M Iqbal Choudhary⁷, Ikhlas Khan⁴, Wei Wang⁸

Affiliations

¹ TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Pakistan TCM and Ethnomedicine Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha, 410208, People's Republic of China.
² TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Pakistan TCM and Ethnomedicine Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha, 410208, People's Republic of China; College of Traditional Chinese Medicine, Hunan Food and Drug Vocational College, Changsha, Hunan, People's Republic of China.
³ College of Biology, Hunan Province Key Laboratory of Plant Functional Genomics and Developmental Regulation, Hunan University, Changsha, 410082, People's Republic of China.
⁴ National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, University of Mississippi, MS 38677, USA.
⁵ TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Pakistan TCM and Ethnomedicine Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha, 410208, People's Republic of China; H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, 75270, Pakistan.
⁶ College of Biology, Hunan Province Key Laboratory of Plant Functional Genomics and Developmental Regulation, Hunan University, Changsha, 410082, People's Republic of China. Electronic address: binliu2001@hotmail.com.
⁷ H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, 75270, Pakistan.
⁸ TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Pakistan TCM and Ethnomedicine Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha, 410208, People's Republic of China. Electronic address: wangwei402@hotmail.com.

PMID: 29107810
DOI: 10.1016/j.phytochem.2017.10.013

Abstract

The leaves of Cyclocarya paliurus with sweet taste are often used as herbal tea in People's Republic of China. In this study eight previously undescribed seco-dammarane type triterpenoids, cyclocariols A-H along with seven known compounds were isolated and characterized from its leaves. A possible biogenetic pathway for seco-dammarane type triterpenoids formation has been discussed. Cyclocariols A-H were evaluated for their cytotoxicities against human liver (SMMC-7721) and breast cancer (BT-549) cell lines. Cyclocariols A, B, E, and H were also tested against human colon tumor (HCT-116) cell lines, where all four exhibited good activities with IC₅₀ values of 6.53, 4.94, 8.24, and 6.48 μM, respectively.

Keywords: Cyclocarya paliurus; Cytotoxicity; Juglandaceae; Seco-dammarane triterpenoids.

MeSH terms

Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / pharmacology*
Cell Line
Cell Proliferation / drug effects
Cell Survival / drug effects
Crystallography, X-Ray
Dammaranes
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Humans
Juglandaceae / chemistry*
Models, Molecular
Molecular Structure
Plant Leaves / chemistry*
Structure-Activity Relationship
Triterpenes / chemistry
Triterpenes / isolation & purification
Triterpenes / pharmacology*

Substances

Antineoplastic Agents, Phytogenic
Triterpenes