A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)

Kouam ADK, Kenmogne SB, Lobe JS, Happi EN, Stammler H-G, Waffo AFK, Sewald N, Wansi JD (2019)
FITOTERAPIA 135: 9-14.

Zeitschriftenaufsatz | Veröffentlicht| Englisch
 
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Autor/in
Kouam, Ariane Dolly Kenmogne; Kenmogne, Sidonie Beatrice; Lobe, Jules Songue; Happi, Emmanuel Ngeufa; Stammler, Hans-GeorgUniBi; Waffo, Alain Francois Kamdem; Sewald, NorbertUniBi ; Wansi, Jean Duplex
Abstract / Bemerkung
A rotameric tryptamide alkaloid (1a-1b) was isolated from the methanolic extract of the roots of Vepris lecomteana together with the known compounds anhydroevoxine (2), lecomtequinoline C (3), evoxine (4), N-methylflindersine (5), evoxanthine (6), hesperidin, lupeol, beta-sitosterol and stigmasterol. The previously not reported 7-(3-anilino-2-hydroxyprenyloxy)-8-methoxydictamine (2a) was obtained by opening the epoxide of anhydroevoxine (2). The structures of above compounds were determined by comprehensive spectroscopic analyses of 1D and 2D NMR, EI-/ESI-MS, X-ray crystallography and comparison with the reported data. At room temperature, H-1 and C-13 NMR spectra show two rotamers (1a and 1b) with integrated intensities of 2/3, whereas at around 60 degrees C, only the 1b conformer was observed. Furthermore, the crystal structure of 1 was determined by the direct method of single crystal X-ray diffraction. The suggested biosynthesis for the formation of the new rotameric tryptamide alkaloid 1 is presented. Some of the isolated compounds (1, 2 and 2a) were tested in vitro against bacteria, resulting in weak for (1 and 2) to moderate activity for (2a) against Micrococcus Mulls and Escherichia coli with MIC values of 15.3 and 15.3 mu g/mL, respectively.
Stichworte
Vepris lecomteana; Rotameric tryptamide alkaloid; Furoquinoline; alkaloid; Anilinoevoxine; Antibacterial activity
Erscheinungsjahr
2019
Zeitschriftentitel
FITOTERAPIA
Band
135
Seite(n)
9-14
ISSN
0367-326X
eISSN
1873-6971
Page URI
https://pub.uni-bielefeld.de/record/2936138

Zitieren

Kouam ADK, Kenmogne SB, Lobe JS, et al. A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae). FITOTERAPIA. 2019;135:9-14.
Kouam, A. D. K., Kenmogne, S. B., Lobe, J. S., Happi, E. N., Stammler, H. - G., Waffo, A. F. K., Sewald, N., et al. (2019). A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae). FITOTERAPIA, 135, 9-14. doi:10.1016/j.fitote.2019.03.028
Kouam, A. D. K., Kenmogne, S. B., Lobe, J. S., Happi, E. N., Stammler, H. - G., Waffo, A. F. K., Sewald, N., and Wansi, J. D. (2019). A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae). FITOTERAPIA 135, 9-14.
Kouam, A.D.K., et al., 2019. A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae). FITOTERAPIA, 135, p 9-14.
A.D.K. Kouam, et al., “A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)”, FITOTERAPIA, vol. 135, 2019, pp. 9-14.
Kouam, A.D.K., Kenmogne, S.B., Lobe, J.S., Happi, E.N., Stammler, H.-G., Waffo, A.F.K., Sewald, N., Wansi, J.D.: A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae). FITOTERAPIA. 135, 9-14 (2019).
Kouam, Ariane Dolly Kenmogne, Kenmogne, Sidonie Beatrice, Lobe, Jules Songue, Happi, Emmanuel Ngeufa, Stammler, Hans-Georg, Waffo, Alain Francois Kamdem, Sewald, Norbert, and Wansi, Jean Duplex. “A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)”. FITOTERAPIA 135 (2019): 9-14.

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