1. Academic Validation
  2. Targeted Isolation of Hemitheion from Mostuea brunonis, a Proposed Biosynthetic Intermediate of Theionbrunonines

Targeted Isolation of Hemitheion from Mostuea brunonis, a Proposed Biosynthetic Intermediate of Theionbrunonines

  • J Nat Prod. 2021 Apr 23;84(4):1409-1413. doi: 10.1021/acs.jnatprod.1c00143.
Elvis Otogo N'Nang 1 2 Pierre Le Pogam 1 Thiery Ndong Mba 3 Cédric Sima Obiang 3 Elisabeth Mouray 4 Philippe Grellier 4 Brice Kumulungui 2 Pierre Champy 1 Mehdi A Beniddir 1
Affiliations

Affiliations

  • 1 Équipe "Chimie des Substances Naturelles" BioCIS, CNRS, Université Paris-Saclay, 5 Rue J.-B. Clément, 92290 Châtenay-Malabry, France.
  • 2 Laboratoire de Chimie des Substances Naturelles, Département Science Fondamentale de l'Ingénieur (INSAB), Université des Sciences et Techniques de Masuku, BP 901 Franceville, Gabon.
  • 3 Laboratoire de Recherche en Biochimie, Université des Sciences et Techniques de Masuku, BP 901 Franceville, Gabon.
  • 4 Unité Molécules de Communication et Adaptation des Microorganismes (MCAM, UMR 7245), Muséum National d'Histoire Naturelle, CNRS, Sorbonne Universités, CP52, 57 Rue Cuvier, 75005 Paris, France.
Abstract

Hemitheion (1), a new sulfur-containing vobasane-type indole alkaloid, was isolated, together with three known compounds, vobasine (2), gelsedine (3), and gelsemicine (4), from the alkaloid extract of the stems of Mostuea brunonis Didr. (Gelsemiaceae). Compound 1 could be straightforwardly isolated. Its structure was elucidated by a combination of spectroscopic methods. Besides corresponding to a formerly postulated biosynthetic intermediate toward theionbrunonines, hemitheion (1) stands among the few monomeric vobasanes lacking an oxygen at C-3. Hemitheion (1) showed moderate antiplasmodial activity in the micromolar range against the strain FcB1 of Plasmodium falciparum and no cytotoxic activity against the MRC-5 cell line at 20 μM.

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