Isolation of formononetin-7-O-β-D-glucopyranoside from the grass of Ononis arvensis L. and the assessment of its effect on induced platelet activation

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Introduction. Natural sources, especially plants, have been used in folk medicine of various countries for many centuries and appears as rich sources of natural compounds. One of the interesting plants for study is the yellow loosestrife (Lysimachia vulgaris L.), the information on the chemical composition of which is scarce.Aim. Carry out a phytochemical research of the L. vulgaris aerial part, by isolation of individual secondary metabolites and elucidation of their structure.Material and methods. Aerial part of L. vulgaris, was collected in the Leningrad region (Vsevolozhsk district, Morozov village, the shore of Lake Ladoga) in July 2021. Fraction analysis was performed through analytical high-performance liquid chromatography (HPLC) using a LC-20 Prominence (Shimadzu corp., Japan) equipped with a SPD-M20A diode-array detector. The isolation of compounds was carried out by open column chromatography using sorbent Dianion HP-20, as well as by preparative HPLC using a Smartline system (Knauer, Germany) equipped with a spectrophotometric detector. The structures of the isolated compounds were established by NMR experiments (Bruker Avance III 400 MHz, Germany).Results and discussion. As a result of L. vulgaris aerial part phytochemical research, the structures of seven individual compounds (1–7) were elucidated. Compounds 1 and 2 are luteolin and quercetin, respectively, while compounds 3–7 are glycosides of quercetin, myricitin and kaempferol, namely myricetin-3-O-β-D-rutinoside (3), myricetin-3-O-β-D-glucopyranoside (4), quercetin-3-O-β-D-rutinoside (rutin) (5), quercetin-3-O-β-D-glucopyranoside (6), kaempferol-3-O-β-D-rutinoside (7).Conclusion. As a result of L. vulgaris aerial part phytochemical research, seven individual compounds were isolated. Compounds 1 and 4 have been found in the aerial part of L. vulgaris for the first time, and all compounds (1–7) have been isolated for the first time from the yellow loosestrife herb.

Section: Introductionunclassified

Phytochemical Analysis of Lysimachia vulgaris L. Aerial Part: Isolation and Structure Elucidation of Secondary Metabolites

Kripak

Ponkratova

Whaley

et al. 2022

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Isolation of Individual Compounds from the Aerial Part of Comarum palustre L. and Their Structure Elucidation Using Spectroscopic Methods

Strugar

Orlova

Ponkratova

et al. 2022

Introduction. Medicinal plants are a rich, almost inexhaustible source of medicinal substances, and due to their large chemical diversity of metabolites available for isolation their research is always an important task. One of the promising medicinal plants for research is marsh cinquefoil (Comarum palustre L.), widely used in folk medicine for the treatment of diseases of the musculoskeletal system.Aim. Isolation of individual secondary metabolites from the aerial part of C. palustre and their subsequent structural elucidation by NMR experiments.Materials and methods. The aerial parts of the marsh cinquefoil, were collected next to the Saint Petersburg State Chemical-Pharmaceutical University Nursery Garden of Medicinal Plants (Leningrad region, Vsevolozhsky district, Priozerskoe highway, 38 km) in July 2021. Fraction analysis was performed through analytical high-performance liquid chromatography (HPLC) using a LC-20 Prominence (Shimadzu corp., Japan) equipped with a SPD-M20A diode-array detector. The isolation of compounds was carried out by open column chromatography using sorbents with different selectivity, as well as by preparative HPLC using a Smartline system (Knauer, Germany) equipped with a spectrophotometric detector. The structures of the isolated compounds were established by 1D NMR experiments (Bruker Avance III 400 MHz, Germany).Results and discussion. Seven individual compounds (1–7) were isolated and their structures elucidated. Two compounds (1 and 2) are derivatives of ellagic acid, namely 4-O-α-L-arabinofuranoside ellagic acid (1) and 4-O-β-D-glucopyranoside ellagic acid (2), while the other five compounds are derivatives of flavonoids: kaempferol-3-O-β-D-glucuronide (3), quercetin-3-O-β-D-glucuronide (4), quercetin-3-O-β-D-(6’’-β-D-glucopyranosyl)-glucopyranoside (5), quercetin-3-O-β-D-(2’’-galloyl)-glucopyranoside (6) and (+)-catechin (7).Conclusion. As a result of the current research, seven individual compounds were isolated from the aerial part of the marsh cinquefoil and their structure were elucidated. Compounds 1, 2, 4, 5 and 6 were found and isolated from the aerial part of C. palustre L. for the first time.

Antimicrobial and Antioxidant Activity Screening of Mushrooms Growing in the Leningrad Region

Whaley,

Novikova

et al. 2023

Introduction. The emergence of new strains of microorganisms that are multidrug resistant (MDR) in relation to the antimicrobial drugs used is one of the pressing problems of modern medicine. To prevent an increase in MDR-related deaths, the search for new antibiotics and their introduction into medical practice must be continuously ongoing. Infectious diseases are also accompanied by cell damage and the development of free radical oxidation processes, therefore the search for new antioxidants is also an important task. Considering the powerful biosynthetic potential of basidiomycetes, this group of fungi has every prospect of becoming a new source of biologically active substances in general, as well as antibiotics and antioxidants in particular. Cap mushrooms, represented mainly by basidiomycetes, number about 14,000 species and are an accessible source of raw materials for the search for promising antimicrobial compounds and antioxidants.Aim. Study of the antioxidant and antimicrobial activity of total extracts obtained from cap mushrooms against Escherichia coli, Staphylococcus aureus and Candida albicans and assessment of the suitability of cap mushrooms as a natural source of substances with antimicrobial and antioxidant activity.Materials and methods. The antifungal and antibacterial activity of the extracts was determined by the micromethod of two-fold serial dilutions in a liquid nutrient medium in 96-well plates in duplicate. The study of this type of biological activity was carried out against reference (type) strains Staphylococcus aureus ATCC 6538-P, Escherichia coli ATCC 25922, Candida albicans NCTC 885-653. To study antioxidant activity using DPPH, we used alcoholic extracts from the fruiting bodies of mushrooms obtained by maceration with 96 % ethanol at a ratio of raw materials to extractant of 1 to 8 for 24 hours, an aqueous solution of ascorbic acid (vitamin C) and an ethanol solution of Trolox.Result and discussion. In relation to S. aureus, a representative of gram-positive flora, the studied extracts of cap mushrooms showed low activity, on average about 2500 or 5000 μg/ml. In relation to E. coli, a representative of gram-negative flora, 8 % of the studied cap mushroom extracts showed an average activity of about 1250 μg/ml. The largest number of cap mushroom extracts – 19% of all studied species – showed activity against the yeast micromycete C. albicans. The highest activity against C. albicans was observed in extracts of the mushrooms Cantharellula umbonata with an MIC of 625 μg/ml, Cortinarius olivaceofuscus with an MIC of 625 μg/ml, and Hypomyces chrysospermus with an MIC of 312 μg/ml. During screening of antioxidant activity, the studied extracts were divided into three groups: with high (more than 50 % PPR), medium (from 15 to 50 % PPR) and low (less than 15 %) antioxidant activity. It was shown that the sum of phenolic compounds significantly correlates with the level of antioxidant activity in all three groups, but in the groups with medium and low antioxidant activity there are also other non-phenolic groups of compounds that make a significant contribution to the total antioxidant activity.Conclusion. Cap mushrooms are a promising source of biologically active substances with antifungal and antioxidant activity.