Glucuronide triterpene saponins from Bersama engleriana

Azefack Léon Tapondjou, Tomofumi Miyamoto, Marie Aleth Lacaille-Dubois

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

Five 3-O-glucuronide triterpene saponins (1-5) were isolated from the stem bark of Bersama engleriana Gurke along with two known saponins, polyscias saponin C and aralia saponin 15, and one major C-glycoside xanthone, mangiferin. The structures of the saponins were established mainly by means of spectroscopic methods (one- and two-dimensional NMR spectroscopy as well as FAB-, HRESI-mass spectrometry) as 3-O-[β-d-glucopyranosyl-(1 → 2)-β-d-glucuronopyranosyl]-28-O-[β-d-glucopyranosyl]-betulinic acid (1), 3-O-[β-d-glucopyranosyl-(1 → 2)-[β-d-galactopyranosyl-(1 → 3)]-β-d-glucuronopyranosyl]-oleanolic acid (2), 3-O-[β-d-glucopyranosyl-(1 → 3)-β-d-glucuronopyranosyl]-28-O-[β-d-xylopyranosyl-(1 → 6)-β-d-glucopyranosyl]-oleanolic acid (3), 3-O-[β-d-galactopyranosyl-(1 → 3)-β-d-glucuronopyranosyl]-28-O-[β-d-glucopyranosyl-(1 → 4)-β-d-glucopyranosyl]-oleanolic acid (4), and 3-O-[β-d-glucopyranosyl-(1 → 3)-β-d-galactopyranosyl-(1 → 3)-β-d-glucuronopyranosyl]-28-O-[β-d-xylopyranosyl-(1 → 6)-β-d-glucopyranosyl]-oleanolic acid (5).

Original languageEnglish
Pages (from-to)2126-2132
Number of pages7
JournalPhytochemistry
Volume67
Issue number19
DOIs
Publication statusPublished - Oct 1 2006

Fingerprint

Bersama
oleanolic acid
Triterpenes
triterpenoid saponins
Saponins
Glucuronides
Oleanolic Acid
saponins
Polyscias
Aralia
xanthone
Araliaceae
glycosides
nuclear magnetic resonance spectroscopy
bark
Nuclear magnetic resonance spectroscopy
mass spectrometry
Mass spectrometry
Mass Spectrometry
Magnetic Resonance Spectroscopy

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

Cite this

Glucuronide triterpene saponins from Bersama engleriana. / Tapondjou, Azefack Léon; Miyamoto, Tomofumi; Lacaille-Dubois, Marie Aleth.

In: Phytochemistry, Vol. 67, No. 19, 01.10.2006, p. 2126-2132.

Research output: Contribution to journalArticle

Tapondjou, Azefack Léon ; Miyamoto, Tomofumi ; Lacaille-Dubois, Marie Aleth. / Glucuronide triterpene saponins from Bersama engleriana. In: Phytochemistry. 2006 ; Vol. 67, No. 19. pp. 2126-2132.
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abstract = "Five 3-O-glucuronide triterpene saponins (1-5) were isolated from the stem bark of Bersama engleriana Gurke along with two known saponins, polyscias saponin C and aralia saponin 15, and one major C-glycoside xanthone, mangiferin. The structures of the saponins were established mainly by means of spectroscopic methods (one- and two-dimensional NMR spectroscopy as well as FAB-, HRESI-mass spectrometry) as 3-O-[β-d-glucopyranosyl-(1 → 2)-β-d-glucuronopyranosyl]-28-O-[β-d-glucopyranosyl]-betulinic acid (1), 3-O-[β-d-glucopyranosyl-(1 → 2)-[β-d-galactopyranosyl-(1 → 3)]-β-d-glucuronopyranosyl]-oleanolic acid (2), 3-O-[β-d-glucopyranosyl-(1 → 3)-β-d-glucuronopyranosyl]-28-O-[β-d-xylopyranosyl-(1 → 6)-β-d-glucopyranosyl]-oleanolic acid (3), 3-O-[β-d-galactopyranosyl-(1 → 3)-β-d-glucuronopyranosyl]-28-O-[β-d-glucopyranosyl-(1 → 4)-β-d-glucopyranosyl]-oleanolic acid (4), and 3-O-[β-d-glucopyranosyl-(1 → 3)-β-d-galactopyranosyl-(1 → 3)-β-d-glucuronopyranosyl]-28-O-[β-d-xylopyranosyl-(1 → 6)-β-d-glucopyranosyl]-oleanolic acid (5).",
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N2 - Five 3-O-glucuronide triterpene saponins (1-5) were isolated from the stem bark of Bersama engleriana Gurke along with two known saponins, polyscias saponin C and aralia saponin 15, and one major C-glycoside xanthone, mangiferin. The structures of the saponins were established mainly by means of spectroscopic methods (one- and two-dimensional NMR spectroscopy as well as FAB-, HRESI-mass spectrometry) as 3-O-[β-d-glucopyranosyl-(1 → 2)-β-d-glucuronopyranosyl]-28-O-[β-d-glucopyranosyl]-betulinic acid (1), 3-O-[β-d-glucopyranosyl-(1 → 2)-[β-d-galactopyranosyl-(1 → 3)]-β-d-glucuronopyranosyl]-oleanolic acid (2), 3-O-[β-d-glucopyranosyl-(1 → 3)-β-d-glucuronopyranosyl]-28-O-[β-d-xylopyranosyl-(1 → 6)-β-d-glucopyranosyl]-oleanolic acid (3), 3-O-[β-d-galactopyranosyl-(1 → 3)-β-d-glucuronopyranosyl]-28-O-[β-d-glucopyranosyl-(1 → 4)-β-d-glucopyranosyl]-oleanolic acid (4), and 3-O-[β-d-glucopyranosyl-(1 → 3)-β-d-galactopyranosyl-(1 → 3)-β-d-glucuronopyranosyl]-28-O-[β-d-xylopyranosyl-(1 → 6)-β-d-glucopyranosyl]-oleanolic acid (5).

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