Hederagenin and medicagenic acid effects on the contractility of bovine isolated abomasum specimens

Planta Medica ◽  
2016 ◽  
Vol 81 (S 01) ◽  
pp. S1-S381
Author(s):  
M Marta ◽  
C Magdalena ◽  
D Natalia ◽  
K Wojciech
Keyword(s):  
Medicagenic Acid

Hepatoprotective activity of a purified methanol extract and saponins from the roots of Chenopodium bonus-henricus L.

2019 ◽  
Vol 74 (11-12) ◽  
pp. 329-337 ◽  
Author(s):  
Zlatina Kokanova-Nedialkova ◽  
Paraskev Nedialkov ◽  
Magdalena Kondeva-Burdina ◽  
Rumyana Simeonova
Keyword(s):  
High Performance ◽  
High Resolution Mass Spectrometry ◽  
Antioxidant Activities ◽  
Rat Hepatocytes ◽  
Hepatoprotective Activity ◽  
Cellular Damage ◽  
Medicagenic Acid ◽  
Hepatoprotective Agents

Abstract An ultra-high-performance liquid chromatography-high-resolution mass spectrometry based profiling of a purified MeOH extract (PME) from the roots of Chenopodium bonus-henricus L. (Amaranthaceae) tentatively identified 15 saponins of six sapogenins. The PME exerts hepatoprotective and antioxidant activities comparable to those of flavonoid complex silymarin in in vitro (1 and 10 μg/mL) and in vivo (200 mg/kg/daily for 7 days) models of hepatotoxicity, induced by CCl4. The main constituents of PME, respectively saponins bonushenricoside A (1), 3-O-β-D-glucuronopyranosyl-bayogenin-28-O-β-D-glucopyranosyl ester (2), 3-O-β-D-glucuronopyranosyl-medicagenic acid-28-O-β-D-xylopyranosyl (1→4)-α-L-rhamnopyranosyl(1→2)-α-L-arabinopyranosyl ester (3), 3-O-β-D-glucuronopyranosyl-2β-hydroxygypsogenin-28-O-β-D-glucopyranosyl ester (4), 3-O-α-L-rabinopyranosyl-bayogenin-28-O-β-D-glucopyranosyl ester (6) and bonushenricoside B (8) (3 μg/mL each), compared to silymarin (5 and 50 μg/mL), significantly reduced the cellular damage caused by CCl4 in rat hepatocytes, preserved cell viability and glutathione level, decreased lactate dehydrogenase leakage and reduced lipid damage. The experimental data suggest that the glycosides of phytolaccagenin, bayogenin, medicagenic acid, 2β-hydroxygypsogenin, 2β-hydroxyoleanoic acid and oleanoic acid are a promising and safe class of hepatoprotective agents.

Synthesis and antifungal activity of medicagenic acid saponins on plant pathogens: modification of the saccharide moiety and the 23α substitution

1993 ◽  
Vol 244 (1) ◽  
pp. 161-169 ◽  
Author(s):  
Uri Zehavi ◽  
Orit Ziv-Fecht ◽  
Mordekhai Levy ◽  
Michael Naim ◽  
Ruth Evron ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Plant Pathogens ◽  
Medicagenic Acid

Chemical composition of seed saponins as a guide to the classification of Medicago species

1992 ◽  
Vol 70 (7) ◽  
pp. 1384-1387 ◽  
Author(s):  
M. Jurzysta ◽  
S. Burda ◽  
W. Oleszek ◽  
M. Ploszynski ◽  
E. Small ◽  
...  
Keyword(s):  
Chemical Composition ◽  
Key Words ◽  
Separate Section ◽  
Medicagenic Acid ◽  
Medicago Species

The presence of saponins and their aglycones (sapogenins) was surveyed in seeds of 33 species of Medicago (Fabaceae). The four major subsections of the largest taxonomic section of Medicago, section Spirocarpos, can generally be distinguished by presence and (or) absence of medicagenic acid and zanhic acid. The latter sapogenin was found only in three of the subsections of Spirocarpos and seems to reflect the phylogenetic recency of these groups within Medicago. The distribution of zanhic acid in combination with other considerations proved useful in establishing that Medicago granadensis seems to be the oldest species in subsection Intertextae. The saponin profile of Medicago hybrida, most recently assigned to section Medicago, strongly supports the placement of this species and its relative Medicago sufruticosa in a separate section. Hemolytic saponins proved to be much more common in those species of Medicago that retain their seeds permanently within the fruit compared with species that tend to scatter their seeds, possibly because the former can benefit more from the antiherbivorous and (or) allelopathic properties of the saponins. Key words: hemolytic saponins, chemotaxonomy, taxonomy, ecology, Medicago.

scholarly journals Studies on Medicago lupulina saponins. 1. Isolation and identification of sapogenins from M. lupulina tops

2014 ◽  
Vol 53 (4) ◽  
pp. 515-525 ◽  
Author(s):  
Piotr M. Górski ◽  
Marian Jurzysta ◽  
Stanisław Burda ◽  
Wiesław A. Oleszek ◽  
Michał Płoszyński
Keyword(s):  
Mass Spectrometry ◽  
Methyl Ester ◽  
Ester Group ◽  
Infrared Spectrometry ◽  
Isolation And Identification ◽  
Medicago Lupulina ◽  
Chromatography Mass Spectrometry ◽  
Medicagenic Acid ◽  
First Time

Saponins from <em>M. lupulina</em> tops were investigated for the first time. Eight aglycones were found in the acid hydrolysates of saponins. All of the aglycones were isolated. On the basis of chromatography, mass spectrometry and infrared spectrometry the aglycanes were identified as soyasapogenols B, C, D, E, F and medicagenic acid. Two new aglycones were also isolated and identified as pentacyclic triterpens of β-amyrin structure. Both possess a methyl ester group which is rarely present in nature.

scholarly journals Antifungal activity of saponins originated from Medicago hybrida against some ornamental plant pathogens

2012 ◽  
Vol 59 (2) ◽  
pp. 51-58 ◽  
Author(s):  
Alicja Saniewska ◽  
Anna Jarecka ◽  
Zbigniew Biały ◽  
Marian Jurzysta
Keyword(s):  
Antifungal Activity ◽  
Fusarium Oxysporum ◽  
Botrytis Cinerea ◽  
Plant Pathogens ◽  
Pathogenic Fungi ◽  
Ornamental Plant ◽  
Mycelium Growth ◽  
Medicagenic Acid ◽  
Fungitoxic Effect

Antifungal activity of total saponins originated from roots of <i>Medicago hybrida</i> (Pourret) Trautv. were evaluated <i>in vitro</i> against six pathogenic fungi and eight individual major saponin glycosides were tested against one of the most susceptible fungi. The total saponins showed fungitoxic effect at all investigated concentrations (0.01%, 0.05% and 0.1%) but their potency was different for individual fungi. The highest saponin concentration (0.1%) was the most effective and the inhibition of <i>Fusarium oxysporum</i> f. sp. <i>callistephi</i>, <i>Botrytis cinerea</i>, <i>Botrytis tulipae</i>, <i>Phoma narcissi</i>, <i>Fusarium oxysporum</i> f. sp. <i>narcissi</i> was 84.4%, 69.9%, 68.6%, 57.2%, 55.0%, respectively. While <i>Fusarium oxysporum</i> Schlecht., a pathogen of <i>Muscari armeniacum</i>, was inhibited by 9.5% only. Eight major saponin glycosides isolated from the total saponins of <i>M. hybrida</i> roots were tested against the mycelium growth of <i>Botrytis tulipae</i>. The mycelium growth of the pathogen was greatly inhibited by hederagenin 3-O-<i>β</i>-D-glucopyranoside and medicagenic acid 3-O-<i>β</i>-D-glucopyranoside. Medicagenic acid 3-O-<i>β</i>-D-glucuronopyranosyl-28-O-<i>β</i>-D-glucopyranoside and oleanolic acid 3-O-[<i>β</i>-D-glucuronopyranosyl(1→2)-<i>α</i>-L-galactopyranosyl]-28-O-<i>β</i>-D-glucopyranoside showed low fungitoxic activity. Medicagenic acid 3-O-a-D-glucopyranosyl- 28-O-β-D-glucopyranoside, hederagenin 3-O-[α-L- hamnopyranosyl(1→2)-β-D-glucopyranosyl(1→2)-β-D-glucopyranosyl]- 28-O-α-D-glucopyranoside and hederagenin 3-O-<i>β</i>-D-glucuronopyranosyl-28-O-<i>β</i>-D- lucopyranoside did not limit or only slightly inhibited growth of the tested pathogen. While 2<i>β</i>, 3<i>β</i>-dihydroxyolean-12 ene-23-al-28-oic acid 3-O-<i>β</i>-D-glucuronopyranosyl-28-O-<i>β</i>-D-glucopyranoside slightly stimulated mycelium growth of <i>B. tulipae</i>.

Medicagenic acid content in foliage of ten varieties of alfalfa (Medicago sativaL) cultivated in Mexico

1997 ◽  
Vol 75 (3) ◽  
pp. 401-404 ◽  
Author(s):  
Norma Pérez ◽  
Silvia Peña ◽  
Salvador Vega ◽  
Mario Noa ◽  
Raúl Enríquez
Keyword(s):  
Acid Content ◽  
Medicagenic Acid

Synthesis of the A,B and D, E rings of medicagenic acid

1972 ◽  
Vol 37 (5) ◽  
pp. 789-793 ◽  
Author(s):  
James D. Metzger ◽  
Michael W. Baker ◽  
Robert J. Morris
Keyword(s):  
Medicagenic Acid

The chemotaxonomic significance of laricytrin and medicagenic acid in the tribe Trigonelleae

1988 ◽  
Vol 66 (2) ◽  
pp. 363-367 ◽  
Author(s):  
M. Jurzysta ◽  
S. Burda ◽  
W. Oleszek ◽  
M. Ploszynski
Keyword(s):  
Thin Layer ◽  
Thin Layer Chromatography ◽  
Leaf Tissue ◽  
Taxonomic Position ◽  
Chemical Affinity ◽  
Chemical Markers ◽  
Plant Kingdom ◽  
Medicagenic Acid ◽  
Layer Chromatography

Flavonoids from fresh flowers of 35 species and medicagenic acid from leaf tissue of 44 species of the tribe Trigonelleae Schulz (Fabaceae) were examined using thin-layer chromatography. Moreover, medicagenic acid glycosides in the leaf tissue were also analyzed by the hemolytic test. Compounds tentatively identified as kaempferol, quercetin, myricetin, laricytrin, and medicagenic acid were present in hydrolysates of all species of the genus Medicago, including five species of debated taxonomic position, M. radiata, M. hybrida, M. cretacea, M. arborea, and M. lupulina. Laricytrin and medicagenic acid, while rarely occurring in the plant kingdom, may be regarded as chemical markers that distinguish the genus Medicago in Trigonelleae and may further support the placement of the five questionable species into Medicago. Laricytrin and medicagenic acid were also found in hydrolysates of three species of the section Buceras of the genus Trigonella (T. monantha, T. monspeliaca, and T. polyceratia) and were not found in any of the remaining tested species of Trigonella or in the genus Melilotus. This chemical affinity of the three Trigonella species to Medicago gives further support to the placement of these species in genus Medicago.

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