Planta Med 2008; 74 - PB142
DOI: 10.1055/s-0028-1084487

Two new acylated triterpenoid saponins from Tetrapleura tetraptera

OP Noté 1, 2, AC Mitaine-Offer 1, T Miyamoto 3, T Paululat 4, DE Pegnyemb 2, MA Lacaille-Dubois 1
  • 1Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique (UMIB), UPRES-EA 3660, Faculté de Pharmacie, Université de Bourgogne, 7 bd. Jeanne D' Arc, BP 87900, 21079 Dijon cedex, France
  • 2Laboratoire de Pharmacochimie, Département de Chimie Organique, Faculté de Sciences, Université de Yaoundé, BP 812, Yaoundé, Cameroun
  • 3Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812–8582, Japan
  • 4Universität Siegen FB8, OC- II (AK Ihmels) Adolf-Reichwein-Str. 2 D 57068 Siegen, Germany

Tetrapleura tetraptera (Schum. et Thonn.) Taub. (Mimosaceae) is a tree that grows in the West and Central Africa. This plant has many pharmacological and ethnopharmacological potential uses, such as the treatment against convulsions, leprosy, inflamation, rheumatism [1,2], flatulence, jaundice, fevers [3], and epilepsy [4]. As part of our continuing search for new bioactive triterpene saponins from Cameroonian medicinal plants, a butanol fraction of the methanolic extract of the stem bark of T. tetraptera was submitted to multiple chromatographic steps (VLC, FLASH, MPLC on normal Silica gel and reversed phase Silica gel) affording two new acylated triterpenoid saponins (1) and (2). Their structures characterized as 3-O-{β-D-glucopyranosyl-(1→3)-6-O-[(2E,6S)-2,6-dimethyl-6-hydroxy-octa-2,7-dienoyl]-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)]-[β-D-glucopyranosyl-(1→2)]-β-D-glucopyranosyl} 3,27-dihydroxyoleanolic acid (1) and 3-O-{β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl(1→4)-[6-O-(E)-feruloyl]-β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl} 3,27-dihydroxyoleanolic acid (2), were mainly established by extensive analysis of 1D- (1H and 13C/DEPT) and 2D-NMR experiments (COSY, NOESY, TOCSY, HSQC, HMBC) and FAB- and HRESI-mass spectrometry.

References: 1. Ojewole, JAO. et al. (1983) Planta Med. 49: 99–102. 2. Ojewole, JAO. et al. (2004)J. Ethnopharmacol 95: 177–182. 3. Bouquet, AA. (1971) Plantes Médicinales du Congo- Brazzaville (III). Paris. 4. Akah, PA. et al. (1993) Fitoterapia 64: 42–44.