Corynanthean-Epicatechin Flavoalkaloids from Corynanthe pachyceras

Tapé Kouamé (1, 2) , Aboua Timothée Okpekon (2) , Nicaise Bony (3) , Amon Diane N’tamon (1, 3) , Jean-François Gallard (4) , Somia Rharrabti (1) , Karine Leblanc (5) , Elisabeth Mouray (6) , Philippe Grellier (6) , Pierre Champy (1, 1) , Mehdi A Beniddir (1) , Pierre Le Pogam (1)

1 BioCIS - Biomolécules : Conception, Isolement, Synthèse
2 LCOSN - Laboratoire de Chimie Organique et de Substances Naturelles
3 UFHB - Université Félix Houphouët-Boigny
4 ICSN - Institut de Chimie des Substances Naturelles
5 LOB - Laboratoire d'océanographie et de biogéochimie
6 MCAM - Molécules de Communication et Adaptation des Micro-organismes

Epicatechocorynantheines A and B, and epicatechocorynantheidine were isolated from the stem bark of Corynanthe pachyceras. These molecules were pinpointed, and their isolation streamlined, by a molecular networking strategy. The structural elucidation was unambiguously accomplished from HRMS and 1D/2D NMR data. These compounds represent the first examples of corynanthean-type alkaloids tethered with a flavonoid. Epicatechocorynantheidine notably instigated two connections between the monoterpene indole alkaloid and the flavonoid, yielding an unprecedented octacyclic appendage. These flavoalkaloids exerted moderate antiplasmodial activities.

Mots clés: Corynanthe pachyceras; flavoalkaloids; molecular networking; monoterpene indole alkaloids; rubiaceae

Domaines: Chimie; Microbiologie et Parasitologie

Tapé Kouamé, Aboua Timothée Okpekon, Nicaise Bony, Amon Diane N’tamon, Jean-François Gallard, et al.. Corynanthean-Epicatechin Flavoalkaloids from Corynanthe pachyceras. Molecules, 2020, 25 (11), pp.2654. ⟨10.3390/molecules25112654⟩. ⟨mnhn-02867368⟩