title: Goniomedines A and B: unprecedented bisindole alkaloids formed through fusion of two indole moieties via a dihydropyran unit.
abstract: Two novel bisindole alkaloids, goniomedines A (1) and B (2), possessing an unprecedented quebrachamine-pleioarpamine-type skeleton, in which indole moieties are fused via a dihydropyran unit, were isolated from the stem bark of Gonioma malagasy. The structures were elucidated by comprehensive analysis of MS and NMR spectroscopic data. Their absolute configurations were deduced following the comparison of experimental and theoretically calculated ECD spectra and through biogenetic considerations. Goniomedine B (2) exhibited moderate activity against Plasmodium falciparum.
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Nautrelles, CNRS, LabEx LERMIT, 1, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
authors.forename: Mehdi A
authors.initials: MA
authors.lastname: Beniddir
authors.forename: Marie-Thérèse
authors.initials: MT
authors.lastname: Martin
authors.forename: Marie-Elise
authors.initials: ME
authors.lastname: Tran Huu Dau
authors.forename: Philippe
authors.initials: P
authors.lastname: Grellier
authors.forename: Philippe
authors.initials: P
authors.lastname: Rasoanaivo
authors.forename: Françoise
authors.initials: F
authors.lastname: Guéritte
authors.forename: Marc
authors.initials: M
authors.lastname: Litaudon
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D029062:Apocynaceae / Q000737:chemistry*; D026121:Indole Alkaloids / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D010963:Plasmodium falciparum / Q000187:drug effects
chemical_list: D000470:Alkaloids; D026121:Indole Alkaloids; C576310:goniomedine A; C576311:goniomedine B; C114765:pleiocarpamine