Tags

Type your tag names separated by a space and hit enter

New triterpenic saponins from the aerial parts of Medicago arabica (L.) huds.
J Agric Food Chem. 2009 Apr 08; 57(7):2826-35.JA

Abstract

The reinvestigation of saponin composition from Medicago arabica from Italy allowed the detection of nineteen (1-19) saponins. All of them were purified by reverse-phase chromatography and their structures elucidated by spectroscopic and spectrometric (1D and 2D NMR; ESI-MS/MS) and chemical methods. Fourteen were known saponins, previously found in other plants including other Medicago species. They have been identified as glycosides of oleanolic acid, 2beta,3beta-dihydroxyolean-12-en-28-oic acid, hederagenin, bayogenin and soyasapogenol B. Five saponins, identified as 3-O-[-alpha-L-arabinopyranosyl(1-->2)-beta-D-glucuronopyranosyl]-30-O-beta-D-glucopyranosyl 2beta,3beta,30-trihydroxyolean-12-en-28-oic acid (1), 3-O-[alpha-L-arabinopyranosyl(1-->2)-beta-D-glucuronopyranosyl]-30-O-[beta-D-glucopyranosyl] 3beta,30-dihydroxyolean-12-en-28-oic acid (2), 3-O-[beta-D-glucuronopyranosyl]-30-O-[alpha-L-arabinopyranosyl(1-->2)-beta-d-glucopyranosyl] 2beta,3beta,30-trihydroxyolean-12-en-28-oic acid (3), 3-O-[beta-D-glucuronopyranosyl]-30-O-[alpha-L-arabinopyranosyl(1-->2)-beta-D-glucopyranosyl] 3beta,30-dihydroxyolean-12-en-28-oic acid (4) and 3-O-[beta-D-glucuronopyranosyl]-30-O-[beta-D-glucopyranosyl] 2beta,3beta,30-trihydroxyolean-12-en-28-oic acid (5), are reported here as new natural compounds. These new saponins, possessing a hydroxy group at the 30-methyl position of the triterpenic skeleton, have never been previously found in the genus Medicago.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Tava A
CRA-FLC Centro di Ricerca per le Produzioni Foraggere e Lattiero Casearie, Viale Piacenza 29, 26900 Lodi, Italy. aldo.tava@entecra.it
Mella M
No affiliation info available
Avato P
No affiliation info available
Biazzi E
No affiliation info available
Pecetti L
No affiliation info available
Bialy Z
No affiliation info available
Jurzysta M
No affiliation info available

MeSH

Chromatography, High Pressure LiquidGas Chromatography-Mass SpectrometryMagnetic Resonance SpectroscopyMedicagoPlant LeavesSaponinsSpectrometry, Mass, Electrospray IonizationTandem Mass SpectrometryTriterpenes

Pub Type(s)

Journal Article

Language

eng

PubMed ID

19256537

Citation

Tava, Aldo, et al. "New Triterpenic Saponins From the Aerial Parts of Medicago Arabica (L.) Huds." Journal of Agricultural and Food Chemistry, vol. 57, no. 7, 2009, pp. 2826-35.
Tava A, Mella M, Avato P, et al. New triterpenic saponins from the aerial parts of Medicago arabica (L.) huds. J Agric Food Chem. 2009;57(7):2826-35.
Tava, A., Mella, M., Avato, P., Biazzi, E., Pecetti, L., Bialy, Z., & Jurzysta, M. (2009). New triterpenic saponins from the aerial parts of Medicago arabica (L.) huds. Journal of Agricultural and Food Chemistry, 57(7), 2826-35. https://doi.org/10.1021/jf8036984
Tava A, et al. New Triterpenic Saponins From the Aerial Parts of Medicago Arabica (L.) Huds. J Agric Food Chem. 2009 Apr 8;57(7):2826-35. PubMed PMID: 19256537.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - New triterpenic saponins from the aerial parts of Medicago arabica (L.) huds. AU - Tava,Aldo, AU - Mella,Mariella, AU - Avato,Pinarosa, AU - Biazzi,Elisa, AU - Pecetti,Luciano, AU - Bialy,Zbigniew, AU - Jurzysta,Marian, PY - 2009/3/5/entrez PY - 2009/3/5/pubmed PY - 2009/6/16/medline SP - 2826 EP - 35 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 57 IS - 7 N2 - The reinvestigation of saponin composition from Medicago arabica from Italy allowed the detection of nineteen (1-19) saponins. All of them were purified by reverse-phase chromatography and their structures elucidated by spectroscopic and spectrometric (1D and 2D NMR; ESI-MS/MS) and chemical methods. Fourteen were known saponins, previously found in other plants including other Medicago species. They have been identified as glycosides of oleanolic acid, 2beta,3beta-dihydroxyolean-12-en-28-oic acid, hederagenin, bayogenin and soyasapogenol B. Five saponins, identified as 3-O-[-alpha-L-arabinopyranosyl(1-->2)-beta-D-glucuronopyranosyl]-30-O-beta-D-glucopyranosyl 2beta,3beta,30-trihydroxyolean-12-en-28-oic acid (1), 3-O-[alpha-L-arabinopyranosyl(1-->2)-beta-D-glucuronopyranosyl]-30-O-[beta-D-glucopyranosyl] 3beta,30-dihydroxyolean-12-en-28-oic acid (2), 3-O-[beta-D-glucuronopyranosyl]-30-O-[alpha-L-arabinopyranosyl(1-->2)-beta-d-glucopyranosyl] 2beta,3beta,30-trihydroxyolean-12-en-28-oic acid (3), 3-O-[beta-D-glucuronopyranosyl]-30-O-[alpha-L-arabinopyranosyl(1-->2)-beta-D-glucopyranosyl] 3beta,30-dihydroxyolean-12-en-28-oic acid (4) and 3-O-[beta-D-glucuronopyranosyl]-30-O-[beta-D-glucopyranosyl] 2beta,3beta,30-trihydroxyolean-12-en-28-oic acid (5), are reported here as new natural compounds. These new saponins, possessing a hydroxy group at the 30-methyl position of the triterpenic skeleton, have never been previously found in the genus Medicago. SN - 1520-5118 UR - https://www.unboundmedicine.com/medline/citation/19256537/New_triterpenic_saponins_from_the_aerial_parts_of_Medicago_arabica__L___huds_ L2 - https://doi.org/10.1021/jf8036984 DB - PRIME DP - Unbound Medicine ER -