[en] This Data Descriptor announces the submission to public repositories of the monoterpene indole alkaloid database (MIADB), a cumulative collection of 172 tandem mass spectrometry (MS/MS) spectra from multiple research projects conducted in eight natural product chemistry laboratories since the 1960s. All data have been annotated and organized to promote reuse by the community. Being a unique collection of these complex natural products, these data can be used to guide the dereplication and targeting of new related monoterpene indole alkaloids within complex mixtures when applying computer-based approaches, such as molecular networking. Each spectrum has its own accession number from CCMSLIB00004679916 to CCMSLIB00004680087 on the GNPS. The MIADB is available for download from MetaboLights under the identifier: MTBLS142 ( https://www.ebi.ac.uk/metabolights/MTBLS142 ).
Disciplines :
Pharmacy, pharmacology & toxicology
Author, co-author :
Fox Ramos, Alexander E.
Le Pogam, Pierre
Fox Alcover, Charlotte
Otogo N'Nang, Elvis
Cauchie, Gaela
Hazni, Hazrina
Awang, Khalijah
Breard, Dimitri
Echavarren, Antonio M.
Frederich, Michel ; Université de Liège - ULiège > Département de pharmacie > Pharmacognosie
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Pritchett, B. P. & Stoltz, B. M. Enantioselective palladium-catalyzed allylic alkylation reactions in the synthesis of Aspidosperma and structurally related monoterpene indole alkaloids. Nat. Prod. Rep. 35, 559–574 (2018).
Qu, Y. et al. Completion of the seven-step pathway from tabersonine to the anticancer drug precursor vindoline and its assembly in yeast. Proc. Natl. Acad. Sci. USA 112, 6224–6229 (2015).
Caputi, L. et al. Missing enzymes in the biosynthesis of the anticancer drug vinblastine in Madagascar periwinkle. Science 360, 1235–1239 (2018).
Dang, T.-T. T. et al. Sarpagan bridge enzyme has substrate-controlled cyclization and aromatization modes. Nat. Chem. Biol. 14, 760–763 (2018).
Miettinen, K. et al. The seco-iridoid pathway from Catharanthus roseus. Nat. Commun. 5, 3606 (2014).
Salim, V., Yu, F., Altarejos, J. & Luca, V. Virus-induced gene silencing identifies Catharanthus roseus 7-deoxyloganic acid-7-hydroxylase, a step in iridoid and monoterpene indole alkaloid biosynthesis. Plant J. 76, 754–765 (2013).
Asada, K. et al. A 7-deoxyloganetic acid glucosyltransferase contributes a key step in secologanin biosynthesis in Madagascar periwinkle. Plant Cell 25, 4123–4134 (2013).
Lachkar, D. et al. Unified biomimetic assembly of voacalgine A and bipleiophylline via divergent oxidative couplings. Nat. Chem. 9, 793 (2017).
Otogo N’Nang Obiang, E. et al. Pleiokomenines A and B: Dimeric aspidofractinine alkaloids tethered with a methylene group. Org. Lett. 19, 6180–6183 (2017).
Beniddir, M. A., Genta-Jouve, G. & Lewin, G. Resolving the (19R) absolute configuration of lanciferine, a monoterpene indole alkaloid from Alstonia boulindaensis. J. Nat. Prod. 81, 1075–1078 (2018).
Otogo N’Nang, E. et al. Theionbrunonines A and B: Dimeric vobasine alkaloids tethered by a thioether bridge from Mostuea brunonis. Org. Lett. 20, 6596–6600 (2018).
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Fox Ramos, A. E. et al. Revisiting previously investigated plants: A molecular networking-based study of Geissospermum laeve. J. Nat. Prod. 80, 1007–1014 (2017).
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Fox Ramos, A. E. et al. Collected mass spectrometry data on monoterpene indole alkaloids from natural product chemistry research. MetaboLights, http://identifiers.org/metabolights:MTBLS142 (2018).
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