Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2020 Mar 14;10(3):451.
doi: 10.3390/biom10030451.

Polyphenolic Compounds from Lespedeza Bicolor Root Bark Inhibit Progression of Human Prostate Cancer Cells via Induction of Apoptosis and Cell Cycle Arrest

Affiliations

Polyphenolic Compounds from Lespedeza Bicolor Root Bark Inhibit Progression of Human Prostate Cancer Cells via Induction of Apoptosis and Cell Cycle Arrest

Sergey A Dyshlovoy et al. Biomolecules. .

Abstract

From a root bark of Lespedeza bicolor Turch we isolated two new (7 and 8) and six previously known compounds (1-6) belonging to the group of prenylated polyphenols. Their structures were elucidated using mass spectrometry, nuclear magnetic resonance and circular dichroism spectroscopy. These natural compounds selectively inhibited human drug-resistant prostate cancer in vitro. Prenylated pterocarpans 1-3 prevented the cell cycle progression of human cancer cells in S-phase. This was accompanied by a reduced expression of mRNA corresponding to several human cyclin-dependent kinases (CDKs). In contrast, compounds 4-8 induced a G1-phase cell cycle arrest without any pronounced effect on CDKs mRNA expression. Interestingly, a non-substituted hydroxy group at C-8 of ring D of the pterocarpan skeleton of compounds 1-3 seems to be important for the CDKs inhibitory activity.

Keywords: Lespedeza bicolor; Polyphenolic compounds; apoptosis; cell cycle; prostate cancer; pterocarpans.

PubMed Disclaimer

Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
The structures of polyphenolic compounds 18 isolated from L. bicolor root bark and stem bark.
Figure 1
Figure 1
The structures of polyphenolic compounds 18 isolated from L. bicolor root bark and stem bark.
Figure 2
Figure 2
HPLC profiles of L. bicolor stem bark (A) and root bark (B) ethanolic extracts.
Figure 2
Figure 2
HPLC profiles of L. bicolor stem bark (A) and root bark (B) ethanolic extracts.
Figure 3
Figure 3
Effect of natural compounds on DNA fragmentation of PC-3 cells. Cells were treated with the investigated compounds for 24 h. The effects were analyzed by flow cytometry. Cells detected as sub-G1 population were considered to be apoptotic. Cisplatin (Cis) was used as a positive control. * p ≤ 0.05 (Student’s t-test).
Figure 4
Figure 4
Treatment effects on the progression of the cell cycle of PC-3 cells. Cells were treated with the investigated compounds for 24 h. The effects were analyzed by flow cytometry. Cisplatin was used as a positive control. * p ≤ 0.05 (Student’s t-test).
Figure 5
Figure 5
Expression of mRNA correspondent to CDK1-9 in PC-3 cells treated with the isolated compounds 18 for 24 h. The target gene expression was normalized to GAPDH gene expression. * p ≤ 0.05 (Student’s t-test).

References

    1. Sun H., Lei Y.N., Deng W., Wang H.M., Teng Y.O., Zhao H.Y., Yao Q.W., Yu P. First Total Synthesis and Cytotoxicity of Naturally Occurring Lespedezol E1. Chem. Nat. Compd. 2016;52:896–898. doi: 10.1007/s10600-016-1807-0. - DOI
    1. Woo H.S., Kim D.W., Curtis-Long M.J., Lee B.W., Lee J.H., Kim J.Y., Kang J.E., Park K.H. Potent inhibition of bacterial neuraminidase activity by pterocarpans isolated from the roots of Lespedeza bicolor. Bioorg. Med. Chem. Lett. 2011;21:6100–6103. doi: 10.1016/j.bmcl.2011.08.046. - DOI - PubMed
    1. Maximov O.B., Kulesh N.I., Stepanenko L.S., Dmitrenok P.S. New prenylated isoflavanones and other constituents of Lespedeza bicolor. Fitoterapia. 2004;75:96–98. doi: 10.1016/j.fitote.2003.07.012. - DOI - PubMed
    1. Glyzin V.I., Ban’kovskii A.I., Zhurba O.V., Sheichenko V.I. Flavonoids of Lespedeza bicolor. Chem. Nat. Compd. 1970;6:487–488. doi: 10.1007/BF00564266. - DOI
    1. Jae-Hak T.A.L., Jin-Woo T.A.J. Antioxidant activity of different parts of Lespedeza bicolor and isolation of antioxidant compound. Korean J. Food Sci. Technol. 2012;44:763–771.

Publication types