Cytotoxic clerodane diterpenoids from the leaves of Casearia kurzii

Jun Ma, Xueyuan Yang, Qi Zhang, Xuke Zhang, Chunfeng Xie, Muhetaer Tuerhong, Jie Zhang, Da Qing Jin, Dongho Lee, Jing Xu, Yasushi Ohizumi, Yuanqiang Guo

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

A phytochemical investigation to obtain bioactive substances as lead compounds or agents for cancer led to the obtainment of six new clerodane diterpenoids, designated as kurzipenes A–F (1–6), from the leaves of Casearia kurzii. Their structures were elucidated on the basis of NMR spectroscopic data analysis and the absolute configurations were confirmed by the time-dependent density functional theory (TDDFT) electronic circular dichroism (ECD) calculations. The cytotoxic activities of compounds 1–6 were evaluated against human lung cancer A549 cell line, human cervical cancer Hela cell line, and human hepatocellular carcinoma HepG2 cell line. Most diterpenoids showed potent cytotoxicities against the three selected cancer cell lines. The preliminary mechanism studies revealed that the most active compound 2, with an IC 50 value of 5.3 μM against Hela cells, induced apoptosis and arrested the Hela cell cycle at the G0/G1 stage to exert cytotoxic effects.

Original languageEnglish
Pages (from-to)558-567
Number of pages10
JournalBioorganic Chemistry
Volume85
DOIs
Publication statusPublished - 2019 Apr 1

Fingerprint

Casearia
Clerodane Diterpenes
Diterpenes
HeLa Cells
Cells
Cell Line
Hep G2 Cells
Phytochemicals
Circular Dichroism
Uterine Cervical Neoplasms
Hepatocellular Carcinoma
Lung Neoplasms
Neoplasms
Cell Cycle
Lead compounds
Apoptosis
Cytotoxicity
Density functional theory
Nuclear magnetic resonance

Keywords

  • Apoptosis
  • Casearia kurzii
  • Cell cycle
  • Clerodane diterpenoids
  • Cytotoxic activities

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Drug Discovery
  • Organic Chemistry

Cite this

Ma, J., Yang, X., Zhang, Q., Zhang, X., Xie, C., Tuerhong, M., ... Guo, Y. (2019). Cytotoxic clerodane diterpenoids from the leaves of Casearia kurzii. Bioorganic Chemistry, 85, 558-567. https://doi.org/10.1016/j.bioorg.2019.01.048

Cytotoxic clerodane diterpenoids from the leaves of Casearia kurzii. / Ma, Jun; Yang, Xueyuan; Zhang, Qi; Zhang, Xuke; Xie, Chunfeng; Tuerhong, Muhetaer; Zhang, Jie; Jin, Da Qing; Lee, Dongho; Xu, Jing; Ohizumi, Yasushi; Guo, Yuanqiang.

In: Bioorganic Chemistry, Vol. 85, 01.04.2019, p. 558-567.

Research output: Contribution to journalArticle

Ma, J, Yang, X, Zhang, Q, Zhang, X, Xie, C, Tuerhong, M, Zhang, J, Jin, DQ, Lee, D, Xu, J, Ohizumi, Y & Guo, Y 2019, 'Cytotoxic clerodane diterpenoids from the leaves of Casearia kurzii', Bioorganic Chemistry, vol. 85, pp. 558-567. https://doi.org/10.1016/j.bioorg.2019.01.048
Ma, Jun ; Yang, Xueyuan ; Zhang, Qi ; Zhang, Xuke ; Xie, Chunfeng ; Tuerhong, Muhetaer ; Zhang, Jie ; Jin, Da Qing ; Lee, Dongho ; Xu, Jing ; Ohizumi, Yasushi ; Guo, Yuanqiang. / Cytotoxic clerodane diterpenoids from the leaves of Casearia kurzii. In: Bioorganic Chemistry. 2019 ; Vol. 85. pp. 558-567.
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