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
. 2012 Nov 16;17(11):13631-41.
doi: 10.3390/molecules171113631.

Monoterpenoid indole alkaloids from Alstonia yunnanensis and their cytotoxic and anti-inflammatory activities

Peng Cao  1 , Yong Liang, Xu Gao, Xiao-Ming Li, Zhen-Quan Song, Guobiao Liang
Affiliations
Free PMC article

Monoterpenoid indole alkaloids from Alstonia yunnanensis and their cytotoxic and anti-inflammatory activities

Peng Cao et al. Molecules. .
Free PMC article

Abstract

The 80% ethanol extract of Alstonia yunnanensis afforded five new monoterpenoid indole alkaloids: 11-hydroxy-6,7-epoxy-8-oxo-vincadifformine (1), 14-chloro-15-hydroxy- vincadifformine (2), perakine N(4)-oxide (3), raucaffrinoline N(4)-oxide (4), and vinorine N(1),N(4)-dioxide (5), together with three known compounds: 11-methoxy-6,7-epoxy-8-oxo- vincadifformine (6), vinorine N(4)-oxide (7) and vinorine (8). The structures of the isolated compounds were established based on 1D and 2D (1H-1H-COSY, HMQC, HMBC, and ROESY) NMR spectroscopy, in addition to high resolution mass spectrometry. The isolated compounds were tested in vitro for cytotoxic potential against seven tumor cell lines and anti-inflammatory activities. Compounds 3, 4 and 7 exhibited weak cytotoxicity against the tested cell lines and selective inhibition of Cox-2 (> 85%).

PubMed Disclaimer

Figures

Figure 1
Figure 1
The structures of compounds 1–8.
Figure 2
Figure 2
Key HMBC (formula image) and 1H-1H-COSY (formula image) correlations of compound 1.
Figure 3
Figure 3
Key HMBC (formula image), 1H-1H-COSY (formula image), and NOESY (formula image) correlations of compound 3.
See this image and copyright information in PMC

Similar articles

See all similar articles

Cited by

See all "Cited by" articles

References

    1. Narine L.L., Maxwell A.R. Monoterpenoid indole alkaloids from Palicourea crocea. Phytochem. Lett. 2009;2:34–36.
    1. Tan S.J., Lim K.H., Subramaniam G., Kam T.S. Macroline-sarpagine and macroline-pleiocarpamine bisindole alkaloids from Alstonia angustifolia. Phytochemistry. 2012 doi: 10.1016/j.phytochem.2012.08.016. - DOI - PubMed
    1. Ku W.F., Tan S.J., Low Y.Y., Komiyama K., Kam T.S. Angustilobine and andranginine type indole alkaloids and an uleine–secovallesamine bisindole alkaloid from Alstonia angustiloba. Phytochemistry. 2011;72:2212–2218. - PubMed
    1. Li P.T., Leeuwenberg A.J.M., Middleton D.J. Flora of China. Volume 16. Science Press; Beijing, China: Missouri Botanical Garden; St. Louis, MO, USA: 1995. p. 154.
    1. Channa S., Dar A., Atta-ur-Rahman A.S. Evaluation of Alstonia scholaris leaves for broncho-vasodilatory activity. J. Ethnopharmacol. 2005;97:469–476. doi: 10.1016/j.jep.2004.12.009. - DOI - PubMed

MeSH terms