Skip to Main content Skip to Navigation
Journal articles

Goniomedines A and B: Unprecedented Bisindole Alkaloids Formed through Fusion of Two Indole Moieties via a Dihydropyran Unit

Mehdi Beniddir Marie-Thérèse Martin 1 Marie-Elise Tran Huu Dau 1 Philippe Grellier 2 Philippe Rasoanaivo 3 Francoise Guéritte 1 Marc Litaudon 1
1 ICSN - Institut de Chimie des Substances Naturelles
2 MCAM - Molécules de Communication et Adaptation des Micro-organismes
3 Laboratoire de Biothérapeutique
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.
Document type :
Journal articles
Complete list of metadata
https://hal-mnhn.archives-ouvertes.fr/mnhn-02047389
Contributor : Philippe Grellier <>
Submitted on : Sunday, February 24, 2019 - 3:54:08 PM
Last modification on : Saturday, July 3, 2021 - 3:44:08 AM

Identifiers

Collections

MNHN | CNRS | ICSN | INC-CNRS | GS-HEALTH-DRUG-SCIENCES

Citation

Mehdi Beniddir, Marie-Thérèse Martin, Marie-Elise Tran Huu Dau, Philippe Grellier, Philippe Rasoanaivo, et al.. Goniomedines A and B: Unprecedented Bisindole Alkaloids Formed through Fusion of Two Indole Moieties via a Dihydropyran Unit. Organic Letters, American Chemical Society, 2012, 14 (16), pp.4162-4165. ⟨10.1021/ol301832t⟩. ⟨mnhn-02047389⟩

Export

BibTeX TEI DC DCterms EndNote

Share

Metrics

Record views

50