Novel seco-dibenzopyrrocoline alkaloid from Cryptocarya oubatchensis

Alix Toribio; Aurélie Bonfils; Eldra Delannay; Elise Prost; D Harakat; Eric Henon; Bernard Richard; Marc Litaudon; Jean-Marc Nuzillard; Jean-Hugues Renault

doi:10.1021/ol061435f

Novel seco-dibenzopyrrocoline alkaloid from Cryptocarya oubatchensis

Org Lett. 2006 Aug 17;8(17):3825-8. doi: 10.1021/ol061435f.

Authors

Alix Toribio¹, Aurélie Bonfils, Eldra Delannay, Elise Prost, D Harakat, Eric Henon, Bernard Richard, Marc Litaudon, Jean-Marc Nuzillard, Jean-Hugues Renault

Affiliation

¹ FRE 2715 (IFR 53), UMR 6519, and UMR 6089, Université de Reims Champagne-Ardenne, Moulin de la Housse, BP 1039, 51687 Reims Cedex 2, France.

PMID: 16898827
DOI: 10.1021/ol061435f

Abstract

[structure: see text] A novel seco-dibenzopyrrocoline alkaloid, named oubatchensine 6, and five phenanthroindolizidines (1-5) were isolated from Cryptocarya oubatchensis, and their structures were elucidated. Displacement centrifugal partition chromatography was used to purify compounds 1 and 6. Structure determination of the latter was carried out by mass spectrometry, NMR spectroscopy, quantum chemistry, and computer-assisted structure determination. Cytotoxic activity against KB cells was then investigated.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkaloids / chemistry
Alkaloids / isolation & purification*
Alkaloids / pharmacology
Cryptocarya / chemistry*
Drug Screening Assays, Antitumor
Heterocyclic Compounds, 4 or More Rings / chemistry
Heterocyclic Compounds, 4 or More Rings / isolation & purification*
Heterocyclic Compounds, 4 or More Rings / pharmacology
Humans
KB Cells
Molecular Conformation
Nuclear Magnetic Resonance, Biomolecular
Plants, Medicinal / chemistry*

Substances

Alkaloids
Heterocyclic Compounds, 4 or More Rings
oubatchensine