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Structure-activity relationship of triterpenoids isolated fromMitragyna stipulosa on cytotoxicity

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Chromatographic separation of the stem bark extract ofMitragyna stipulosa afforded triterpene derivatives ursolic acid (1), quinovic acid (2), quinivic acid 3-0-β-D-glucopyranoside (3, quinovin glycoside C), quinovic acid 3-0-[(2-0-sulfo)-β-D-quinovopyranoside] (4, zygophyloside D) and quinovic acid 3-0-β-D-quinovopyranosyl-27-0-β-D-glucopyranosyl ester (5, zygophyloside B). These five compounds were subjected to the cytotoxicity on MTT assay system. Compound1 among tested showed the most potent cytotoxicity. Quinovic acid showed less potent cytotoxicity than ursolic acid and sugar linkages to2 decreased the cytotoxicity. Compound4 more potent than3 with indicate that the sulfonyl group significantly enhances the activity. This indicates that the glycosidic linkage in ursane-type triterpenoids has mainly negative effect on cytotoxicity unlike in oleanane-type glycosides.

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Correspondence to Leon Azefack Tapondjou or David Lontsi or Beiham Luc Sondengam or Muhammad Iqbal Choudhary or Hee-Juhn Park or Jongwon Choi or Kyung-Tae Lee.

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Tapondjou, L.A., Lontsi, D., Sondengam, B.L. et al. Structure-activity relationship of triterpenoids isolated fromMitragyna stipulosa on cytotoxicity. Arch Pharm Res 25, 270–274 (2002). https://doi.org/10.1007/BF02976624

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Key words

  • Mitragyna stipulosa
  • Triterpenoid
  • Ursane-type
  • Cytotoxicity
  • Structure-activity relationship