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Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve

Abstract : Three new monoterpene indole alkaloids (13) have been isolated from the bark of Geissospermum laeve-, together with the known alkaloids (-)-leuconolam (4), geissolosimine (5), and geissospermine (6). The structures of 1-3 were elucidated by analysis of their HRMS and NMR spectroscopic data. The absolute configuration of geissolaevine (I). was deduced from the comparison of experimental and theoretically calculated ECD spectra. The isolation workflow was guided by a molecular networking-based dereplication strategy using an in-house database of monoterpene indole alkaloids. In addition, five known compounds previously undescribed in the Geissospermum genus were dereplicated from the G. laeve alkaloid extract network and were assigned with various levels of identification confidence. The antiparasitic activities against Plasmodium falciparum and Leishmania donovani as well as the Ortotoxic activity against the MRC-5 cell line were determined for compounds 1-5.
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https://hal.archives-ouvertes.fr/hal-02105819
Contributor : Christophe Duplais <>
Submitted on : Sunday, April 21, 2019 - 9:10:13 PM
Last modification on : Friday, April 30, 2021 - 10:25:45 AM

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Alexander Fox Ramos, Charlotte Alcover, Laurent Evanno, Alexandre Maciuk, Marc Litaudon, et al.. Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve. Journal of Natural Products, American Chemical Society, 2017, 80 (4), pp.1007-1014. ⟨10.1021/acs.jnatprod.6b01013⟩. ⟨hal-02105819⟩

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