Planta Med 2009; 75(3): 262-267
DOI: 10.1055/s-0028-1088383
Natural Products Chemistry
Original Paper
© Georg Thieme Verlag KG Stuttgart · New York

New Furanoditerpenoids from Croton jatrophoides

Zakaria H. Mbwambo1 , Kenne Foubert2 , Musa Chacha1 , Modest C. Kapingu1 , Joseph J. Magadula1 , Mainen M. Moshi1 , Filip Lemière3 , Kees Goubitz4 , Jan Fraanje4 , René Peschar4 , Arnold Vlietinck2 , Sandra Apers2 , Luc Pieters2
  • 1Institute of Traditional Medicine, Muhimbili University of Health and Allied Sciences, Dar es Salaam, Tanzania
  • 2Department of Pharmaceutical Sciences, Faculty of Pharmaceutical, Biomedical and Veterinary Sciences, University of Antwerp, Antwerp, Belgium
  • 3Department of Chemistry, Faculty of Sciences, University of Antwerp, Antwerp, Belgium
  • 4Laboratory for Crystallography, Van’t Hoff Institute for Molecular Sciences, Faculty of Science, University of Amsterdam, Amsterdam, the Netherlands
Further Information

Publication History

Received: June 1, 2008 Revised: October 3, 2008

Accepted: October 22, 2008

Publication Date:
17 December 2008 (online)

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Abstract

Four furanoditerpenoids were isolated from roots of Croton jatrophoides (Euphorbiaceae) collected in Tanzania. In addition to the known compounds penduliflaworosin and teucvin (mallotucin A), a new teucvin isomer, which was named isoteucvin, and a furanoditerpenoid with a new skeleton, for which the name jatrophoidin was adopted, were isolated. Their structures were elucidated by spectroscopic methods such as ESI-MS and NMR, including 1H-, 13C-, and two-dimensional NMR. The crystal structures of isoteucvin and jatrophoidin were solved using single-crystal X-ray diffraction, by which we also established the absolute configuration of jatrophoidin. The refined crystal structure of isoteucvin has the same (absolute) configuration as jatrophoidin, although the X-ray diffraction data of isoteucvin were not conclusive with respect to the absolute configuration.

References

Luc Pieters

Department of Pharmaceutical Sciences

Faculty of Pharmaceutical, Biomedical and Veterinary Sciences

University of Antwerp

Universiteitsplein 1

2610 Antwerp

Belgium

Phone: +32-3-820-2715

Fax: +32-3-820-2709

Email: luc.pieters@ua.ac.be