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Ceanothane-type triterpenoids from Cyphostemma adenocaule

Abstract

Phytochemical investigation of the methanol extract of Cyphostemma adenocaule liana (bark and wood) led to the isolation of two new ceanothane-type triterpenoids, cyphostemmic acid A 1 and cyphostemmic acid B 2, together with the known triterpenoids 37, β-sitosterol and its glucoside. The structures of the isolated compounds were established by 1D- and 2D-NMR spectroscopy. Ozonolysis of cyphostemmic acid A 1, epigouanic acid A 3 and betulin 6 yielded semisynthetic derivatives, cyphostemmic acid C 8, cyphostemmic acid D 9, and 3β,28-dihydroxy-30-norlupan-20-one 10 respectively. Compounds 14, 6, 810 were tested in vitro, for their antiplasmodial activity against Plasmodium falciparum 3D7 strain and showed weak activity.

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Acknowledgments

The authors acknowledge the TWAS-DFG and the Alexander von Humboldt Foundation for awarding a fellowship to J. R. Chouna and B. N. Lenta, respectively, at Bielefeld University. They also acknowledge the financial support of the Alango Foundation (African Phytomedecine Center, Dschang, Cameroon).

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Correspondence to Pépin Nkeng-Efouet-Alango.

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The Authors declare no competing financial interest.

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Chouna, J.R., Nardella, F., Lenta, B.N. et al. Ceanothane-type triterpenoids from Cyphostemma adenocaule . Arch. Pharm. Res. (2016). https://doi.org/10.1007/s12272-016-0801-1

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Keywords

  • Cyphostemma adenocaule
  • Vitaceae
  • Ceanothane-type triterpenoids
  • Antiplasmodial