Next Article in Journal
Discovery of Novel Allopurinol Derivatives with Anticancer Activity and Attenuated Xanthine Oxidase Inhibition
Previous Article in Journal
Construction of an Immobilized Thermophilic Esterase on Epoxy Support for Poly(ε-caprolactone) Synthesis
 
Search for Articles:
Title / Keyword
Author / Affiliation
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
Journals
Molecules
Volume 21
Issue 6
10.3390/molecules21060791
molecules-logo
Submit to this Journal Review for this Journal Edit a Special Issue
► Article Menu

Article Menu

share announcement question_answer thumb_up
...
textsms
...
Article

Cytotoxic and Pro-Apoptotic Effects of Cassane Diterpenoids from the Seeds of Caesalpinia sappan in Cancer Cells

by
Han Bao
1,†,
Le-Le Zhang
1,†,
Qian-Yu Liu
1,
Lu Feng
2,
Yang Ye
2,
Jin-Jian Lu
1,* and
Li-Gen Lin
1,*
1
State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Macau 999078, China
2
Department of Natural Products Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
*
Authors to whom correspondence should be addressed.
†
These authors contributed equally to this work.
Academic Editor: Derek J. McPhee
Molecules 2016, 21(6), 791; https://doi.org/10.3390/molecules21060791
Received: 1 May 2016 / Revised: 12 June 2016 / Accepted: 15 June 2016 / Published: 18 June 2016
(This article belongs to the Section Natural Products Chemistry)
View Full-Text Download PDF
Browse Figures

Abstract

The chemical study on the seeds of Caesalpinia sappan led to the isolation of five new cassane diterpenoids, phanginins R‒T (1–3) and caesalsappanins M and N (4 and 5), together with seven known compounds 6–12. Their structures were elucidated on the basis of NMR and HRESIMS analyses. The absolute configurations of compounds 1 and 4 were determined by the corresponding CD spectra. All the isolated compounds were tested for their cytotoxicity against ovarian cancer A2780 and HEY, gastric cancer AGS, and non-small cell lung cancer A549 cells. Compound 1 displayed significant toxicity against the four cell lines with the IC50 values of 9.9 ± 1.6 µM, 12.2 ± 6.5 µM, 5.3 ± 1.9 µM, and 12.3 ± 3.1 µM, respectively. Compound 1 induced G1 phase cell cycle arrest in A2780 cells. Furthermore, compound 1 dose-dependently induced A2780 cells apoptosis as evidenced by Hoechst 33342 staining, Annexin V positive cells, the up-regulated cleaved-PARP and the enhanced Bax/Bcl-2 ratio. What’s more, compound 1 also promoted the expression of the tumor suppressor p53 protein. These findings indicate that cassane diterpenoids might have potential as anti-cancer agents, and further in vivo animal studies and structural modification investigation are needed. View Full-Text
Keywords: Caesalpinia sappan; cassane diterpenoids; cytotoxicity; apoptosis; p53 Caesalpinia sappan; cassane diterpenoids; cytotoxicity; apoptosis; p53
►▼ Show Figures

Graphical abstract

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited

Supplementary Material

SciFeed

Share and Cite

MDPI and ACS Style

Bao, H.; Zhang, L.-L.; Liu, Q.-Y.; Feng, L.; Ye, Y.; Lu, J.-J.; Lin, L.-G. Cytotoxic and Pro-Apoptotic Effects of Cassane Diterpenoids from the Seeds of Caesalpinia sappan in Cancer Cells. Molecules 2016, 21, 791. https://doi.org/10.3390/molecules21060791

AMA Style

Bao H, Zhang L-L, Liu Q-Y, Feng L, Ye Y, Lu J-J, Lin L-G. Cytotoxic and Pro-Apoptotic Effects of Cassane Diterpenoids from the Seeds of Caesalpinia sappan in Cancer Cells. Molecules. 2016; 21(6):791. https://doi.org/10.3390/molecules21060791

Chicago/Turabian Style

Bao, Han, Le-Le Zhang, Qian-Yu Liu, Lu Feng, Yang Ye, Jin-Jian Lu, and Li-Gen Lin. 2016. "Cytotoxic and Pro-Apoptotic Effects of Cassane Diterpenoids from the Seeds of Caesalpinia sappan in Cancer Cells" Molecules 21, no. 6: 791. https://doi.org/10.3390/molecules21060791

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Metrics

Article Access Map by Country/Region

1
Back to TopTop