Novel Flavonol Glycosides from the Aerial Parts of Lentil  (Lens culinaris)

Żuchowski, Jerzy; Pecio, Łukasz; Stochmal, Anna

doi:10.3390/molecules191118152

Cited by 24 publications

(19 citation statements)

References 35 publications

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“…UHPLC/MS analysis of 80% MeOH crude extract of lentil roots showed the presence of a variety of putative phenolic compounds and several saponins. It seems that the roots are practically devoid of quercetin and kaempferol acylated glycosides, which are present in significant amounts in leaves and stems of this plant [11]. Instead, derivatives of phenolic acids, dihydrochalcones, and numerous undefined compounds were detected.…”

Section: Resultsmentioning

confidence: 92%

“…UHPLC/MS analyses of the root extract and its fractions were carried out using an ACQUITY UPLC System chromatograph ( Waters , Milford, MA, USA), equipped with a PDA detector and coupled with a triple quadrupole mass spectrometer ( ACQUITY TQD , Waters ). Samples were chromatographed on an ACQUITY BEH C18 (100 × 2.1 mm, 1.7 μm; Waters ) column; details of the separation conditions and the MS settings were described previously . Exact mass measurements were performed using a SYNAPT G2‐S HDMS system ( Waters , Milford, MA, USA).…”

Section: Experimental Partmentioning

confidence: 99%

“…Recently, we have reported the occurrence of numerous flavonol glycosides in the aerial parts of lentil plants . The aim of the current study was to isolate and identify secondary metabolites from their roots.…”

Section: Introductionmentioning

confidence: 99%

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New Phenolic Compounds from the Roots of Lentil (Lens culinaris)

Żuchowski

Pecio

Reszczyńska

et al. 2016

Helvetica Chimica Acta

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While lentil (Lens culinaris) seeds are phytochemically well characterized, very little is known about secondary metabolites from lentil roots. Our research on lentil roots led to isolation of five phenolic compounds and five group B soyasaponins. Their structures were established using NMR spectroscopy and mass spectrometry. Four phenolics have not been hitherto described in the literature: 4‐O‐β‐d‐glucopyranosyl‐2‐methoxybenzoic acid, (αS)‐4,4′‐di‐O‐β‐d‐glucopyranosyl‐α,2′‐dihydroxydihydrochalcone, (αS)‐4′‐O‐β‐d‐glucopyranosyl‐α,2′,4‐trihydroxydihydrochalcone, and keto‐2‐hydroxyglycitein. The DPPH∙ radical‐scavenging activity of the purified phenolic compounds was additionally evaluated.

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Section: Resultsmentioning

confidence: 92%

Section: Experimental Partmentioning

confidence: 99%

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New Phenolic Compounds from the Roots of Lentil (Lens culinaris)

Żuchowski

Pecio

Reszczyńska

et al. 2016

Helvetica Chimica Acta

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“…In a study conducted by Zuchowski et al . (), acylated and non‐acylated glycosides of kaempferol and quercetin in lentil seeds were identified using NMR spectroscopy. Similarly, kaempferol, quercetin and catechin glycosides were detected in lentil sprouts by Troszyńska et al .…”

Section: Discussionmentioning

confidence: 99%

“…The profile of individual phenolic compounds (glycoside derivatives of quercetin, kaempferol and catechin) in the control and probioticenriched lentil sprouts is in line with that previously reported for sprouts of these legumes. In a study conducted by Zuchowski et al (2014), acylated and nonacylated glycosides of kaempferol and quercetin in lentil seeds were identified using NMR spectroscopy. Similarly, kaempferol, quercetin and catechin glycosides were detected in lentil sprouts by Troszy nska et al Means (AE SD) in columns followed by different letters are significantly different (n = 9; P ≤ 0.05).…”

Section: Discussionmentioning

confidence: 99%

Effects of probiotic L. plantarum 299v on consumer quality, accumulation of phenolics, antioxidant capacity and biochemical changes in legume sprouts

Złotek

Świeca

Reguła

et al. 2019

Int J of Food Sci Tech

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This study evaluated the influence of Lactobacillus plantarum 299v on the consumer quality of legume sprouts. The probiotic‐rich sprouts were produced by soaking the seeds in probiotic water suspension and further sprouting at 25 °C for 4 days. The enrichment of the sprouts with L. plantarum 299v only slightly affected the sensory quality ‐ the overall acceptability of the probiotic‐rich sprouts was usually higher. The probiotic‐rich sprouts exhibited increased activity of polyphenol oxidase (the highest activity in the mung bean preparations ‐ 73.97 U mg−1 of protein). The peroxidase activity was not altered. The probiotic enrichment increased the phenolic content by 25%, 31% and 23% in the soybean, adzuki and mung bean preparations; however, it was not reflected in the antioxidant activities. The changes in the activity of enzymes involved in mobilisation of stored material (starch and proteins) and the increased content of phenolics only slightly modified the bioavailability of nutrients.

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Interaction of a quercetin derivative - lensoside Aβ with liposomal membranes

Pawlikowska-Pawlęga

Kapral

Gawron

et al. 2018

Biochimica et Biophysica Acta (BBA) - Biomembranes

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Lensoside Aβ, representing the flavonol glycosides, is a compound isolated from the aerial parts of edible lentil (Lens culinaris) cultivar Tina. This substance arouses interest because so far there is very little data about secondary metabolites isolated from the leaves and stems of this plant. Additionally, bioactive potential of flavonoids is directly coupled with the membranes as a primary target of their physiological and pharmacological activity. The aim of this study was to investigate the effect of lensoside Aβ on lipid membranes. Interaction of examined compound with liposomes formed with dipalmitoylphosphatidylcholine (DPPC) was investigated with application of FTIR spectroscopy and H NMR technique. Molecular localization and orientation of lensoside Aβ in a single lipid bilayer system represented by giant unilamellar vesicles, was also investigated with application of confocal fluorescence lifetime imaging microscopy (FLIM). FTIR analysis revealed that the tested compound incorporates into DPPC membranes via hydrogen bonding to lipid polar head groups in the PO group region and the COPOC segment. Furthermore H NMR analysis showed ordering effect in both the hydrophobic alkyl chains region and the polar heads of phospholipids. FLIM investigation has revealed roughly parallel orientation of its molecules in the membranes. This suggests that one of the possible physiological functions of this flavonol could be screening a cell against short-wavelength radiation.

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Novel Flavonol Glycosides from the Aerial Parts of Lentil (Lens culinaris)

Cited by 24 publications

References 35 publications

New Phenolic Compounds from the Roots of Lentil (Lens culinaris)

New Phenolic Compounds from the Roots of Lentil (Lens culinaris)

Effects of probiotic L. plantarum 299v on consumer quality, accumulation of phenolics, antioxidant capacity and biochemical changes in legume sprouts

Interaction of a quercetin derivative - lensoside Aβ with liposomal membranes

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