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 language | English |
|---|---|
| Pages (from-to) | 372-377 |
| Number of pages | 6 |
| Journal | Journal of Natural Products |
| Volume | 66 |
| Issue number | 3 |
| DOIs | |
| Publication status | Published - Mar 1 2003 |
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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 journal › Article
}
TY - JOUR
T1 - Two new biologically active triterpenoidal saponins acylated with salicylic acid from Albizia adianthifolia
AU - Haddad, Mohamed
AU - Miyamoto, Tomofumi
AU - Laurens, Véronique
AU - Lacaille-Dubois, Marie Aleth
PY - 2003/3/1
Y1 - 2003/3/1
N2 - 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.
AB - 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.
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UR - http://www.scopus.com/inward/citedby.url?scp=0037349116&partnerID=8YFLogxK
U2 - 10.1021/np020391q
DO - 10.1021/np020391q
M3 - Article
C2 - 12662095
AN - SCOPUS:0037349116
VL - 66
SP - 372
EP - 377
JO - Journal of Natural Products
JF - Journal of Natural Products
SN - 0163-3864
IS - 3
ER -