Chemistry and Biological Activity of Steroid Saponins from Moldovian Plants

Кинтя, П. К.

doi:10.1007/978-1-4899-1367-8_27

Cited by 9 publications

(6 citation statements)

References 2 publications

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“…Additional samples 5-7 (see Figure 2) were obtained from external sources. Prof. Kintia from the Academy of Sciences, Kishinev, Moldova [49] provided us with tomatonin (5). Digitonin (6) and diosgenin (7) were purchased from the Sigma-Aldrich Company and were purified by column chromatography [50].…”

Section: Chemicalsmentioning

confidence: 99%

Spirostanol Saponins from Flowers of Allium Porrum and Related Compounds Indicating Cytotoxic Activity and Affecting Nitric Oxide Production Inhibitory Effect in Peritoneal Macrophages

et al. 2021

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Saponins, a diverse group of natural compounds, offer an interesting pool of derivatives with biomedical application. In this study, three structurally related spirostanol saponins were isolated and identified from the leek flowers of Allium porrum L. (garden leek). Two of them were identical with the already known leek plant constituents: aginoside (1) and 6-deoxyaginoside (2). The third one was identified as new component of A. porrum; however, it was found identical with yayoisaponin A (3) obtained earlier from a mutant of elephant garlic Allium ampeloprasun L. It is a derivative of the aginoside (1) with additional glucose in its glycosidic chain, identified by MS and NMR analysis as (2α, 3β, 6β, 25R)-2,6-dihydroxyspirostan-3-yl β-D-glucopyranosyl-(1 → 3)-β-D-glucopranosyl-(1 → 2)-[β-D-xylopyranosyl-(1 → 3)]-β-D-glucopyranosyl]-(1 → 4)-β-D-galactopyranoside, previously reported also under the name alliporin. The leek native saponins were tested together with other known and structurally related saponins (tomatonin and digitonin) and with their related aglycones (agigenin and diosgenin) for in vitro cytotoxicity and for effects on NO production in mouse peritoneal cells. The highest inhibitory effects were exhibited by 6-deoxyaginoside. The obtained toxicity data, however, closely correlated with the suppression of NO production. Therefore, an unambiguous linking of obtained bioactivities of saponins with their expected immunobiological properties remained uncertain.

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Section: Chemicalsmentioning

confidence: 99%

Spirostanol Saponins from Flowers of Allium Porrum and Related Compounds Indicating Cytotoxic Activity and Affecting Nitric Oxide Production Inhibitory Effect in Peritoneal Macrophages

et al. 2021

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“…Steroid saponins and sapogenins could be considered reliable chemical structure biomarkers for the identification of garlic and garlic products. Among the biological activities of steroid saponins islated from the AGE, eruboside-B exhibited antifungal activity for Candida albicans [16], cardiovascular disease [26], and cytotoxic activities in vitro [28]. Crude saponins from methanol garlic extracts lowered total plasma cholesterol and LDL cholesterol without changing HDL cholesterol levels in hypercholesterolemic animal models [40].…”

Section: Steroid Saponins Non-sulfur Compoundsmentioning

confidence: 99%

“…Fructose-arginine on oxidized LDL induced injury in vascular endothelial cells by measuring . Effects of fructosyl arginine (Fru-Arg) on oxidized low density lipoprotein (Ox-LDL)-induced lipid peroxidation [16]. Pulmonary arterial endothelial cells were preincubated with various concentrations of Fru-Arg at 37 o C and 5% CO2 for 24 hr.…”

Section: Fructosyl Argininementioning

confidence: 99%

Biological Constituents of Aged Garlic Extract as Biomarker

Yang

2009

Journal of Life Science

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Garlic (Allium sativum) are an agronomically important genus because of their sulfur flavour components. The majority of the volatiles flavour principles are generated through the enzymatic hydrolysis of the non-volatile organosulfur compounds. However, these compounds may be possible sources of new novel bioactive and therapeutic principles. Garlic has strong antioxidant activity, and epidemiological studies support the fact that diets rich of garlic may prevent some of the chronic diseases. The health cares of garlic likely arise from a wide variety of components, which may work synergistically. The chemical changes of garlic composition makes it plausible that a variation in processing can lead to acquisition of differential chemical compositions of garlic products. Especially highly unstable allicin can easily disappear during processing and are quickly transformed into a various organosulfur compounds. Various supplements of garlic, particularly aged garlic extract (AGE), are known to possess a promising antioxidant potential and are effective in prevention of chronic diseases because of the bioactive constituents. Although all of active ingredients of AGE are not elucidated, water-soluble components of AGE, including S-allylcysteine, S-allylmercaptane, steroid saponins, tetrahydro-β-carboline derivatives, and fructosyl-arginine, appears to be associated with the pharmacological effects of AGE. Consequently, the allicin free garlic components such as S-allylcysteine, S-allylmercaptane, steroid saponins, tetrahydro-β-carboline derivatives, and fructosyl-arginine can be applicable to standardization of the quality of commercial garlic products. This review provides an insight into garlic's biomarkers and presents evidence that they may either prevent or delay chronic disease associated with aging.

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“…Considerable interest in SGs has arisen due to their pronounced biological activities, such as antitumor,3–5 antioxidant,3–6 antimicrobial,3,, 4 fungicidal,3,, 6,, 7 and virucidal3,, 8 effects, and due also to the ability of SGs to reduce cholesterol levels in blood 3,. 9–12 SGs represent one of the most promising classes of pharmacological substances used to treat diseases 3.…”

mentioning

confidence: 99%

252Cf Plasma desorption mass spectrometric study of interactions of steroid glycosides with amino acids

Pilipenko

Sukhodub

Aksyonov

et al. 2000

Rapid Commun. Mass Spectrom.

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252Cf Plasma desorption with time-of-flight mass spectrometry (TOF-PDMS) has been applied to comparative studies of the interactions of steroid glycosides (SGs) of the spirostan series with amino acids. SGs can interact with amino acids to form heteroclusters of the type [SG + aminoacid + H](+) and [SG + aminoacid + K](+). It is shown how the affinity of SGs for amino acids depends on the structures of both the SG carbohydrate chain and the SG aglycone, and on the nature of the amino acid side chain. Copyright 2000 John Wiley & Sons, Ltd.

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Chemistry and Biological Activity of Steroid Saponins from Moldovian Plants

Cited by 9 publications

References 2 publications

Spirostanol Saponins from Flowers of Allium Porrum and Related Compounds Indicating Cytotoxic Activity and Affecting Nitric Oxide Production Inhibitory Effect in Peritoneal Macrophages

Spirostanol Saponins from Flowers of Allium Porrum and Related Compounds Indicating Cytotoxic Activity and Affecting Nitric Oxide Production Inhibitory Effect in Peritoneal Macrophages

Biological Constituents of Aged Garlic Extract as Biomarker

252Cf Plasma desorption mass spectrometric study of interactions of steroid glycosides with amino acids

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