Two new biologically active triterpenoidal saponins acylated with salicylic acid from Albizia adianthifolia

Mohamed Haddad, Tomofumi Miyamoto, Véronique Laurens, Marie Aleth Lacaille-Dubois

Research output: Contribution to journalArticle

70 Citations (Scopus)

Abstract

Two new oleanane-type triterpene saponins, adianthifoliosides A (1) and B (2), were isolated from a 95% ethanolic extract of roots of Albizia adianthifolia. Their structures were elucidated mainly by using a combination of 600 MHz 1D and 2D NMR techniques (COSY, NOESY, TOCSY, HSQC, and HMBC) and by FABMS and HRESIMS. Compounds 1 and 2 were characterized as glycosides of acacic acid acylated by an o-hydroxybenzoyl unit. The crude saponin mixture (CSM), compounds 1 and 2 together with 3 and 4 (prosapogenins obtained from the mild alkaline hydrolysate of the CSM), were evaluated for immunomodulatory activity on the Jurkat T cell line and for hemolytic property against sheep erythrocytes. Compound 2 and, to a lesser extent, 1 and 3 were found to exhibit a dose-dependent immunomodulatory effect in the concentration range 10-2-10 μM, whereas 4 showed a lymphoproliferative activity in the same concentration range. Among the compounds tested, only 1 and 2 were found to be hemolytic.

Original languageEnglish
Pages (from-to)372-377
Number of pages6
JournalJournal of Natural Products
Volume66
Issue number3
DOIs
Publication statusPublished - Mar 1 2003

Fingerprint

Albizzia
Salicylic Acid
Saponins
Oleanolic Acid
Jurkat Cells
T-cells
Glycosides
Sheep
Erythrocytes
Nuclear magnetic resonance
T-Lymphocytes
Cell Line
Acids

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

Cite this

Two new biologically active triterpenoidal saponins acylated with salicylic acid from Albizia adianthifolia. / Haddad, Mohamed; Miyamoto, Tomofumi; Laurens, Véronique; Lacaille-Dubois, Marie Aleth.

In: Journal of Natural Products, Vol. 66, No. 3, 01.03.2003, p. 372-377.

Research output: Contribution to journalArticle

Haddad, Mohamed ; Miyamoto, Tomofumi ; Laurens, Véronique ; Lacaille-Dubois, Marie Aleth. / Two new biologically active triterpenoidal saponins acylated with salicylic acid from Albizia adianthifolia. In: Journal of Natural Products. 2003 ; Vol. 66, No. 3. pp. 372-377.
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