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Triterpene saponins from the roots of Medicago hybrida.
J Agric Food Chem. 2006 Apr 05; 54(7):2520-6.JA

Abstract

Fourteen triterpene saponins (1-14) have been isolated from the roots of Medicago hybrida and their structures elucidated by FAB-MS and NMR analysis. Two of them are new compounds and were identified as hederagenin 3-O-[alpha-L-rhamnopyranosyl(1-->2)-beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranosyl]-28-O-beta-D-glucopyranoside (7) and oleanolic acid 3-O-[beta-D-galactopyranosyl(1-->2)-beta-D-glucuronopyranosyl]-28-O-[alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranoside] (14). Seven saponins being mono- and bidesmosides of hederagenin (1, 5, 6, 9), one bidesmoside of bayogenin (2), and two bidesmosides of 2beta,3beta-dihydroxyolean-12-en-23-al-28-oic acid (11) and oleanolic acid (13) are known compounds but not previously reported as saponin constituents of Medicago, whereas five other saponins, being mono- and bidesmosides of medicagenic acid (3, 4, 8, 10, 12), and one monodesmoside of hederagenin (8) have been previously isolated from other Medicago species. The presence of 2beta,3beta-dihydroxyolean-12-en-23-al-28-oic acid might represent an interesting intermediate in the biosynthesis of these substances.

Authors+Show Affiliations

Bialy Z
Department of Biochemistry, Institute of Soil Science and Plant Cultivation, Czartoryskich 8, 24-100 Pulawy, Poland.
Jurzysta M
No affiliation info available
Mella M
No affiliation info available
Tava A
No affiliation info available

MeSH

Magnetic Resonance SpectroscopyMedicagoMolecular StructurePlant RootsSaponinsSpectrometry, Mass, Fast Atom BombardmentTriterpenes

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

16569038

Citation

Bialy, Zbigniew, et al. "Triterpene Saponins From the Roots of Medicago Hybrida." Journal of Agricultural and Food Chemistry, vol. 54, no. 7, 2006, pp. 2520-6.
Bialy Z, Jurzysta M, Mella M, et al. Triterpene saponins from the roots of Medicago hybrida. J Agric Food Chem. 2006;54(7):2520-6.
Bialy, Z., Jurzysta, M., Mella, M., & Tava, A. (2006). Triterpene saponins from the roots of Medicago hybrida. Journal of Agricultural and Food Chemistry, 54(7), 2520-6.
Bialy Z, et al. Triterpene Saponins From the Roots of Medicago Hybrida. J Agric Food Chem. 2006 Apr 5;54(7):2520-6. PubMed PMID: 16569038.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Triterpene saponins from the roots of Medicago hybrida. AU - Bialy,Zbigniew, AU - Jurzysta,Marian, AU - Mella,Mariella, AU - Tava,Aldo, PY - 2006/3/30/pubmed PY - 2006/4/29/medline PY - 2006/3/30/entrez SP - 2520 EP - 6 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 54 IS - 7 N2 - Fourteen triterpene saponins (1-14) have been isolated from the roots of Medicago hybrida and their structures elucidated by FAB-MS and NMR analysis. Two of them are new compounds and were identified as hederagenin 3-O-[alpha-L-rhamnopyranosyl(1-->2)-beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranosyl]-28-O-beta-D-glucopyranoside (7) and oleanolic acid 3-O-[beta-D-galactopyranosyl(1-->2)-beta-D-glucuronopyranosyl]-28-O-[alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranoside] (14). Seven saponins being mono- and bidesmosides of hederagenin (1, 5, 6, 9), one bidesmoside of bayogenin (2), and two bidesmosides of 2beta,3beta-dihydroxyolean-12-en-23-al-28-oic acid (11) and oleanolic acid (13) are known compounds but not previously reported as saponin constituents of Medicago, whereas five other saponins, being mono- and bidesmosides of medicagenic acid (3, 4, 8, 10, 12), and one monodesmoside of hederagenin (8) have been previously isolated from other Medicago species. The presence of 2beta,3beta-dihydroxyolean-12-en-23-al-28-oic acid might represent an interesting intermediate in the biosynthesis of these substances. SN - 0021-8561 UR - https://www.unboundmedicine.com/medline/citation/16569038/Triterpene_saponins_from_the_roots_of_Medicago_hybrida_ DB - PRIME DP - Unbound Medicine ER -