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Voatriafricanines A and B, Trimeric Vobasine-Aspidosperma-Aspidosperma Alkaloids from Voacanga africana

  • Santé-Sciences-Technologie,
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du 27 septembre 2021 au 31 mars 2024

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BioCIS - Université Paris Saclay

Dr Mehdi Beniddir from the ANR project, MIACYC and collaborators describe the use of a molecular networking-targeted strategy to identify the naturally occurring voatriafricanines A and B (1 and 2), representing the first examples of vobasine-aspidosperma-aspidosperma monoterpene trisindole alkaloids.

"Voatriafricanines A and B, Trimeric Vobasine-Aspidosperma-Aspidosperma Alkaloids from Voacanga africana"  by H. Fouotsa, p. Le Pogam, P. MKounga, A.M. Lannang, G. Bernadat, J. Vanheuverzwijn, Z. Zhou, K. Leblanc, S. Rharrabti, A. E. Nkengfack, J.F Gallard, V. Fontaine, F.. Meyer, E. Poupon and M.A Bennidir.

https://doi.org/10.1021/acs.jnatprod.1c00812

Abstract : Voatriafricanines A and B (1 and 2), the first examples of vobasine-aspidosperma-aspidosperma monoterpene trisindole alkaloids, were isolated from the stem barks of Voacanga africana, guided by a molecular networking strategy. Their structures, including absolute configurations, were elucidated by spectroscopic methods and ECD calculations. Compounds 1 and 2 possess intramolecular hydrogen bonding, sufficiently robust to transfer homonuclear and heteronuclear magnetizations. Compound 1 exhibited potent antimycobacterial activity with no discernible cytotoxic activity.