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

被引：45

作者：

Ramos, Alexander E. Fox ^{[1
]}

Alcover, Charlotte ^{[1
]}

Evanno, Laurent ^{[1
]}

Maciuk, Alexandre ^{[1
]}

Litaudon, Marc ^{[2
]}

Duplais, Christophe ^{[3
]}

Bernadat, Guillaume ^{[4
]}

Gallard, Jean-Francois ^{[2
]}

Jullian, Jean-Christophe ^{[1
]}

Mouray, Elisabeth ^{[5
]}

Grellier, Philippe ^{[5
]}

Loiseau, Philippe M. ^{[6
]}

Pomel, Sebastien ^{[6
]}

Poupon, Erwan ^{[1
]}

Champy, Pierre ^{[1
]}

Beniddir, Mehdi A. ^{[1
]}

机构：

[1] Univ Paris Saclay, CNRS, Univ Paris Sud, Equipe Pharmacognosie Chim Subst Nat BioCIS, 5 Rue JB Clement, F-92290 Chatenay Malabry, France

[2] Univ Paris Saclay, ICSN UPR 2301, CNRS, Inst Chim Subst Nat, 21 Ave Terrasse, F-91198 Gif Sur Yvette, France

[3] Univ Guyane, Univ Antilles, INRA, CNRS,EcoFoG UMR8172,AgroParisTech,Cirad, 23 Ave Pasteur, F-97300 Cayenne, France

[4] Univ Paris Saclay, Univ Paris Sud, CNRS, Equipe Mol Fluorees & Chim Med BioCIS, 5 Rue JB Clement, F-92290 Chatenay Malabry, France

[5] Sorbonne Univ, CNRS, Unite Mol Commun & Adaptat Microorganismes MCAM, Museum Natl Hist Nat,UMR 7245, CP52,57 Rue Cuvier, F-75005 Paris, France

[6] Univ Paris Saclay, CNRS, Univ Paris Sud, Equipe Chimiotherapie Antiparasitaire BioCIS, 5 Rue JB Clement, F-92290 Chatenay Malabry, France

来源：

JOURNAL OF NATURAL PRODUCTS | 2017年 / 80卷 / 04期

关键词：

INDOLE ALKALOIDS; MASS-SPECTROMETRY; BETA-CARBOLINE; STEM BARK; PRODUCTS; VELLOSII;

D O I：

10.1021/acs.jnatprod.6b01013

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

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.

引用

页码：1007 / 1014

页数：8

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[1] Integration of Molecular Networking and In-Silico MS/MS Fragmentation for Natural Products Dereplication [J].