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
. 2019 Dec;9(6):425-429.
doi: 10.1007/s13659-019-00226-z. Epub 2019 Nov 14.

New Iboga-Type Indole Alkaloids from Tabernaemontana divaricata

Xiang-Mei Li  1   2 , Xian-Jun Jiang  1   2 , Guo-Zhu Wei  1   2 , Li-Hua Ren  1   2 , Li-Xia Wang  1   2 , Xue-Lian Cheng  1   3 , Fei Wang  4   5
Affiliations

New Iboga-Type Indole Alkaloids from Tabernaemontana divaricata

Xiang-Mei Li et al. Nat Prod Bioprospect. 2019 Dec.

Abstract

Two hitherto unknown iboga-type indole alkaloids, namely (3R)-7,19-di-epi-3-methoxytabernoxidine (1) and (3R,19R)-19-hydroxy-3-(2-oxopropyl)voacangine (2), together with eight known alkaloids (3-10), were isolated from the twigs and leaves of Tabernaemontana divaricata. Their structures were established on the basis of spectroscopic data interpretation, single crystal X-ray diffraction analysis and circular dichroism spectrum.

Keywords: Iboga-type indole alkaloid; Single crystal X-ray diffraction; Tabernaemontana divaricata.

PubMed Disclaimer

Conflict of interest statement

The authors declare no conflict of interest.

Figures

Fig. 1
Fig. 1
The structures of compounds 1, 2 and tabernoxidine
Fig. 2
Fig. 2
Key 1H–1H COSY ( formula image ) and HMBC ( formula image ) correlations of 1 and 2
Fig. 3
Fig. 3
Key ROESY ( formula image ) correlations of 1 and 2
Fig. 4
Fig. 4
X-ray crystallographic structure of compound 1
See this image and copyright information in PMC

References

    1. Andrade MT, Lima JA, Pinto AC, Rezende CM, Carvalho MP, Epifanio RA. Bioorg. Med. Chem. 2005;13:4092–4095. doi: 10.1016/j.bmc.2005.03.045. - DOI - PubMed
    1. Achenbach H, Benirschke M, Torrenegra R. Phytochemistry. 1997;45:325–335. doi: 10.1016/S0031-9422(96)00645-0. - DOI
    1. Van Beek TA, Verpoorte R, Svendsen AB, Fokkens R. J. Nat. Prod. 1985;48:400–423. doi: 10.1021/np50039a008. - DOI - PubMed
    1. Editorial Committee of Flora Reipublicae Popularis Sinicae Flora Reipublicae Popularis Sinicae. Academic Press: Beijing. 1977;63:106.
    1. Zhu ZX, Chen HS. J. Pharm. Pract. 2011;29:412–415.

LinkOut - more resources