title: Indole alkaloids from the Marquesan plant Rauvolfia nukuhivensis and their effects on ion channels.
abstract: In addition to the already reported nukuhivensiums 1 and 2, 11 indole alkaloids were isolated from the bark of the plant Rauvolfia nukuhivensis, growing in the Marquesas archipelago. The known sandwicine (3), isosandwicine (4), spegatrine (8), lochneram (9), flavopereirine (13) have been found in this plant together with the norsandwicine (5), isonorsandwicine (6), Nb-methylisosandwicine (7), 10-methoxypanarine (10), nortueiaoine (11), tueiaoine (12). The structure elucidation was performed on the basis of a deep exploration of the NMR and HRESIMS data as well as comparison with literature data for similar compounds. Norsandwicine, 10-methoxypanarine, tueiaoine, and more importantly nukuhivensiums, were shown to significantly induce a reduction of IKr amplitude (HERG current). Molecular modelling through docking was performed in order to illustrate this result.
authors.affiliation: Laboratoire EIMS UMR 241 EIO, Université de la Polynésie française, BP 6570, 98702 Faa'a, Tahiti, French Polynesia. Electronic address: nicolas.martin1@hotmail.fr.
authors.forename: Nicolas J
authors.initials: NJ
authors.lastname: Martin
authors.affiliation: Departamento de Farmacología, Facultad de Veterinaria, Universidad de Santiago de Compostela, Lugo, Spain. Electronic address: sara.fernandez.ferreiro@usc.es.
authors.forename: Sara F
authors.initials: SF
authors.lastname: Ferreiro
authors.affiliation: Laboratoire ITODYS UMR CNRS 7086, Université Paris Diderot, Sorbonne Paris Cité, 15 rue J.-A. de Baïf, 75013 Paris, France. Electronic address: florent.barbault@univ-paris-diderot.fr.
authors.forename: Florent
authors.initials: F
authors.lastname: Barbault
authors.affiliation: Laboratoire EIMS UMR 241 EIO, Université de la Polynésie française, BP 6570, 98702 Faa'a, Tahiti, French Polynesia. Electronic address: mael.nicolas@upf.pf.
authors.forename: Mael
authors.initials: M
authors.lastname: Nicolas
authors.affiliation: Université de Versailles Saint Quentin en Yvelines, 55 Avenue des Etats-Unis, 78035 Versailles Cedex, France; Laboratoire d'Excellence "CORAIL" - Centre de Recherches Insulaires et Observatoire de l'Environnement (CRIOBE), BP 1013 - 98729, Papetoai, Moorea, French Polynesia. Electronic address: gael.lecellier@uvsq.fr.
authors.forename: Gaël
authors.initials: G
authors.lastname: Lecellier
authors.affiliation: MPI for Chemical Ecology, Hans-Knöll-Strasse 8, 07745 Jena, Germany. Electronic address: paetz@ice.mpg.de.
authors.forename: Christian
authors.initials: C
authors.lastname: Paetz
authors.affiliation: Institut de Chimie de Nice-PCRE, UMR 7272 CNRS, Université de Nice-Sophia Antipolis, Parc Valrose, 06108 Nice, France. Electronic address: Marc.gaysinski@unice.fr.
authors.forename: Marc
authors.initials: M
authors.lastname: Gaysinski
authors.affiliation: Departamento de Farmacología, Facultad de Veterinaria, Universidad de Santiago de Compostela, Lugo, Spain. Electronic address: eva.alonso@usc.es.
authors.forename: Eva
authors.initials: E
authors.lastname: Alonso
authors.affiliation: Institut de Chimie de Nice-PCRE, UMR 7272 CNRS, Université de Nice-Sophia Antipolis, Parc Valrose, 06108 Nice, France; Institut Méditerranéen de Biodiversité et d́Ecologie marine et continentale, UMR 7263 CNRS - IRD - Aix-Marseille Université - UAPV, Station Marine d́Endoume, Rue de la Batterie des Lions, 13007 Marseille, France. Electronic address: olivier.thomas@unice.fr.
authors.forename: Olivier P
authors.initials: OP
authors.lastname: Thomas
authors.affiliation: Departamento de Farmacología, Facultad de Veterinaria, Universidad de Santiago de Compostela, Lugo, Spain. Electronic address: luis.botana@usc.es.
authors.forename: Luis M
authors.initials: LM
authors.lastname: Botana
authors.affiliation: Laboratoire EIMS UMR 241 EIO, Université de la Polynésie française, BP 6570, 98702 Faa'a, Tahiti, French Polynesia. Electronic address: phila.raharivelomanana@upf.pf.
authors.forename: Phila
authors.initials: P
authors.lastname: Raharivelomanana
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification; D000818:Animals; D016466:CHO Cells; D003412:Cricetulus; D051638:Ether-A-Go-Go Potassium Channels / Q000037:antagonists & inhibitors*; D057809:HEK293 Cells; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification; D007211:Indoles / Q000737:chemistry* / Q000302:isolation & purification; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry; D011926:Rauwolfia / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D051638:Ether-A-Go-Go Potassium Channels; D026121:Indole Alkaloids; D007211:Indoles; D010936:Plant Extracts; C000598224:tueiaoine
keywords: Apocynaceae; Docking calculation; HERG channel activity inhibition; Indole alkaloids; Macroline; Rauvolfia nukuhivensis; Sandwicine; Tueiaoine