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Nadezhda K. Chirikova
Department of Biology, Institute of Natural Sciences, North-Eastern Federal University, 677027 Yakutsk, Russia

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Journal article
Published: 18 August 2021 in Antioxidants
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Willowherb (Epilobium angustifolium L., family Onagraceae) is a well-known food and medicinal plant used after fermentation as a source of beverages with high antioxidant potential. Despite this long history of use, only a few papers have described the chemical profile and bioactivity of fermented willowherb tea in general. To understand the basic metabolic differences of non-fermented and fermented E. angustifolium leaves, we used general chemical analysis, high-performance liquid chromatography with photodiode array detection and electrospray ionization triple quadrupole mass spectrometric detection assay, and an isolation technique. As a result, the content of 14 chemical groups of compounds was compared in the two plant materials; 59 compounds were detected, including 36 new metabolites; and a new water-soluble phenolic polymer of melanoidin nature was isolated and characterized. The fundamental chemical shifts in fermented E. angustifolium leaves relate mainly to the decrease of ellagitannin content, while there is an increase of melanoidin percentage and saving of the antioxidant potential, despite the significant changes detected. The strong antioxidative properties of the new melanoidin were revealed in a series of in vitro bioassays, and a simulated gastrointestinal and colonic digestion model demonstrated the stability of melanoidin and its antioxidant activity. Finally, we concluded that the new melanoidin is a basic antioxidant of the fermented leaves of E. angustifolium, and it can be recommended for additional study as a promising food and medicinal antioxidant agent.

ACS Style

Daniil N. Olennikov; Christina S. Kirillina; Nadezhda K. Chirikova. Water-Soluble Melanoidin Pigment as a New Antioxidant Component of Fermented Willowherb Leaves (Epilobium angustifolium). Antioxidants 2021, 10, 1300 .

AMA Style

Daniil N. Olennikov, Christina S. Kirillina, Nadezhda K. Chirikova. Water-Soluble Melanoidin Pigment as a New Antioxidant Component of Fermented Willowherb Leaves (Epilobium angustifolium). Antioxidants. 2021; 10 (8):1300.

Chicago/Turabian Style

Daniil N. Olennikov; Christina S. Kirillina; Nadezhda K. Chirikova. 2021. "Water-Soluble Melanoidin Pigment as a New Antioxidant Component of Fermented Willowherb Leaves (Epilobium angustifolium)." Antioxidants 10, no. 8: 1300.

Article
Published: 15 July 2021 in Chemistry of Natural Compounds
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Five new iridoid glycosides were isolated by chromatographic separation of extracts from the roots of three Gentiana species (Gentianaceae) growing in Eastern Siberia. Their structures were elucidated by spectral methods as 2′-O-(2′′-hydroxy-3′′ -O-β-D-glucopyranosyloxybenzoyl)swertiamarin (gentiridoid A), 2′-O-(2′′-hydroxy-3′′-O-β-D-glucopyranosyloxybenzoyl)gentiopicroside (gentiridoid B), and 3′,6′-di-Oacetyl-4′-O-(2′′,3′′-dihydroxybenzoyl)swertiamarin (gentiridoid C) from G. decumbens L. f.; 2′,3′,6′-tri-Oacetyl-4′-O-[2′′-hydroxy-3′′-O-(6′′′-O-β-D-glucopyranosyl)-β-D-glucopyranosyloxybenzoyl]swertiamarin (gentiridoid D) from G. dahurica Fisch.; and loganic acid 6′-O-(6′′ -O-β-D-glucopyranosyl)-β-Dglucopyranoside (gentiridoid E) from G. macrophylla Pall.

ACS Style

D. N. Olennikov; N. K. Chirikova. New Compounds from Siberian Gentiana Species. I. Iridoid Glycosides. Chemistry of Natural Compounds 2021, 57, 673 -680.

AMA Style

D. N. Olennikov, N. K. Chirikova. New Compounds from Siberian Gentiana Species. I. Iridoid Glycosides. Chemistry of Natural Compounds. 2021; 57 (4):673-680.

Chicago/Turabian Style

D. N. Olennikov; N. K. Chirikova. 2021. "New Compounds from Siberian Gentiana Species. I. Iridoid Glycosides." Chemistry of Natural Compounds 57, no. 4: 673-680.

Article
Published: 13 July 2021 in Chemistry of Natural Compounds
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New phenolic compounds were isolated by chromatographic separation of MeOH extracts from leaves of two Gentiana species growing in eastern Siberia. Their structures were elucidated by UV and NMR spectroscopy and mass spectrometry. The new xanthone isomangiferin-7-O-β-D-glucopyranoside (neoisomangiferin) was isolated from G. dahurica Fisch.. A new C,O-glycosylflavone, apigenin-6-C-[2″-O-(6″″-O-caffeyl)-β-D-glucopyranosyl]-β-D-glucopyranoside-4′-O-β-D-glucopyranoside (gentiflavone A) was observed in G. macrophylla Pall.

ACS Style

D. N. Olennikov; N. K. Chirikova. New Compounds from Siberian Gentiana Species. II. Xanthone and C,O-Glycosylflavone. Chemistry of Natural Compounds 2021, 57, 681 -684.

AMA Style

D. N. Olennikov, N. K. Chirikova. New Compounds from Siberian Gentiana Species. II. Xanthone and C,O-Glycosylflavone. Chemistry of Natural Compounds. 2021; 57 (4):681-684.

Chicago/Turabian Style

D. N. Olennikov; N. K. Chirikova. 2021. "New Compounds from Siberian Gentiana Species. II. Xanthone and C,O-Glycosylflavone." Chemistry of Natural Compounds 57, no. 4: 681-684.

Article
Published: 29 May 2021 in Chemistry of Natural Compounds
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Six new compounds including four flavonoids (1–3, 5) and two iridoids (4 and 6) were found in three Veronica species growing in eastern Siberia. Their structures were studied by UV and NMR spectroscopy and mass spectrometry. 6-Hydroxyluteolin-7-O-(6″-O-isoferuloyl)-β-D-glucopyranoside (veroniside A, 1) was isolated from V. daurica Steven; 6-hydroxyluteolin-7-O-(6″-O-isovanilloyl)-β-D-glucopyranoside (veroniside B, 2) and scutellarein-7-O-(6″-O-vanilloyl)-β-D-glucopyranoside (veroniside C, 3), from V. spicata subsp. incana (L.) Walters (V. incana L.); and 6-O-sinapoyl catalpol (veroniside D, 4), scutellarein-7-O-(6″-O-protocatechoyl)glucoside (veroniside E, 5), and 6-O-isoferuloyl asystasioside E (veroniside F, 6), from V. longifolia L.

ACS Style

D. N. Olennikov; N. K. Chirikova. New Acylated Flavone-O-Glycosides and Iridoids from the Genus Veronica. Chemistry of Natural Compounds 2021, 57, 436 -444.

AMA Style

D. N. Olennikov, N. K. Chirikova. New Acylated Flavone-O-Glycosides and Iridoids from the Genus Veronica. Chemistry of Natural Compounds. 2021; 57 (3):436-444.

Chicago/Turabian Style

D. N. Olennikov; N. K. Chirikova. 2021. "New Acylated Flavone-O-Glycosides and Iridoids from the Genus Veronica." Chemistry of Natural Compounds 57, no. 3: 436-444.

Journal article
Published: 27 May 2021 in Antioxidants
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Adams’ rhododendron (Rhododendron adamsii Rehder) or Sagan Dalya tea is a famous Siberian evergreen medical plant of the Ericaceae family used in traditional medicines of Buryats, Yakuts, and Mongols as a tonic, stimulant, and adaptogenic drug. The high popularity of R. adamsii coupled with poor scientific knowledge prompted the addressing of gaps related to metabolic and biomedical data of Sagan Dalya tea. The application of solid-phase extraction and liquid chromatography-mass spectrometric techniques for the metabolomic study of R. adamsii leaf extracts resulted in the identification of more than 170 compounds, including carbohydrates, organic acids, simple phenol glycosides, triterpene glycosides, flavonoids, prenylated phenols, benzoic acid derivatives, hydroxycinnamates, dihydrochalcones, catechins, and procyanidins, most of which were identified for the first time in the plant. Extended surveys of the seasonal content of all detected compounds prove that specific metabolite variations reflect the bioactivity of R. adamsii extracts. Regarding in vitro methods, the expressed antioxidant potential of R. adamsii extracts was investigated via radical-scavenging, nitric oxide scavenging, and ferrous (II) ion chelating assays. The animal-based swimming to exhaustion test demonstrates the stimulating influence of R. adamsii extract on physical performance and endurance, concluding that the drug could act as an adaptogen. Thus, Sagan Dalya tea (R. adamsii) has confirmed its “old” application as a tonic remedy and requires further precise study as a novel adaptogenic plant.

ACS Style

Daniil Olennikov; Vyacheslav Nikolaev; Nadezhda Chirikova. Sagan Dalya Tea, a New “Old” Probable Adaptogenic Drug: Metabolic Characterization and Bioactivity Potentials of Rhododendron adamsii Leaves. Antioxidants 2021, 10, 863 .

AMA Style

Daniil Olennikov, Vyacheslav Nikolaev, Nadezhda Chirikova. Sagan Dalya Tea, a New “Old” Probable Adaptogenic Drug: Metabolic Characterization and Bioactivity Potentials of Rhododendron adamsii Leaves. Antioxidants. 2021; 10 (6):863.

Chicago/Turabian Style

Daniil Olennikov; Vyacheslav Nikolaev; Nadezhda Chirikova. 2021. "Sagan Dalya Tea, a New “Old” Probable Adaptogenic Drug: Metabolic Characterization and Bioactivity Potentials of Rhododendron adamsii Leaves." Antioxidants 10, no. 6: 863.

Journal article
Published: 17 May 2021 in Plants
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The lipid composition of two species of vascular plants, Equisetum variegatum Schleich. ex. Web. and E. scirpoides Michx., growing in the permafrost zone (Northeastern Yakutia, the Pole of Cold of the Northern Hemisphere), with average daily air temperatures in summer of +17.8 °C, in autumn of +0.6 °C, and in winter of −46.7 °C, was comparatively studied. The most significant seasonal trend of lipid composition was an accumulation of PA in both horsetail species in the autumn–winter period. Cold acclimation in autumn was accompanied by a decrease in the proportion of bilayer-forming lipids (phosphatidylcholine in the non-photosynthetic membranes and MGDG in photosynthetic membranes), an increase in the desaturation degree due to the accumulation of triene fatty acids (E. scirpoides), and an accumulation of betaine lipids O-(1,2-diacylglycero)-N,N,N-trimethylhomoserine (DGTS). The inverse changes in some parameters were registered in the winter period, including an increase in the proportion of “bilayer” lipids and decrease in the unsaturation degree. According to the data obtained, it can be concluded that high levels of accumulation of membrane lipids and polyunsaturated FAs (PUFAs), as well as the presence of Δ5 FAs in lipids, are apparently features of cold hardening of perennial herbaceous plants in the cryolithozone.

ACS Style

Vasiliy Nokhsorov; Lyubov Dudareva; Svetlana Senik; Nadezhda Chirikova; Klim Petrov. Influence of Extremely Low Temperatures of the Pole of Cold on the Lipid and Fatty-Acid Composition of Aerial Parts of the Horsetail Family (Equisetaceae). Plants 2021, 10, 996 .

AMA Style

Vasiliy Nokhsorov, Lyubov Dudareva, Svetlana Senik, Nadezhda Chirikova, Klim Petrov. Influence of Extremely Low Temperatures of the Pole of Cold on the Lipid and Fatty-Acid Composition of Aerial Parts of the Horsetail Family (Equisetaceae). Plants. 2021; 10 (5):996.

Chicago/Turabian Style

Vasiliy Nokhsorov; Lyubov Dudareva; Svetlana Senik; Nadezhda Chirikova; Klim Petrov. 2021. "Influence of Extremely Low Temperatures of the Pole of Cold on the Lipid and Fatty-Acid Composition of Aerial Parts of the Horsetail Family (Equisetaceae)." Plants 10, no. 5: 996.

Article
Published: 04 November 2020 in Chemistry of Natural Compounds
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Chromatographic separation of constituents in the EtOH extract of the herb of Rhodiola quadrifida (Pall.) Fisch. & C. A. Mey. (Crassulaceae) isolated 14 compounds including four new flavonol glycosides 1–4. UV and NMR spectroscopy and mass spectrometry found that the compounds were gossypetin and herbacetin derivatives, i.e., gossypetin-8-O-(2″-O-β-D-glucopyranosyl)-β-D-glucuronopyranoside (rhodiquadrin A, 1), gossypetin-3-O-(3″-O-acetyl)-β-D-glucopyranoside-8-O-β-D-glucuronopyranoside (rhodiquadrin B, 2), herbacetin-8-O-(2″-O-β-D-glucopyranosyl)-β-D-glucuronopyranoside (rhodiquadrin C, 3), and gossypetin-8-O-α-L-arabinopyranoside (rhodiquadrin D, 4). A study of the biological activities of the isolated flavonoids showed that the gossypetin derivatives possessed high antiradical and anti-glucosidase activity.

ACS Style

D. N. Olennikov; N. K. Chirikova. New Flavonol Glycosides from Rhodiola quadrifida. Chemistry of Natural Compounds 2020, 56, 1048 -1054.

AMA Style

D. N. Olennikov, N. K. Chirikova. New Flavonol Glycosides from Rhodiola quadrifida. Chemistry of Natural Compounds. 2020; 56 (6):1048-1054.

Chicago/Turabian Style

D. N. Olennikov; N. K. Chirikova. 2020. "New Flavonol Glycosides from Rhodiola quadrifida." Chemistry of Natural Compounds 56, no. 6: 1048-1054.

Journal article
Published: 22 September 2020 in Pharmaceuticals
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Fragariaviridis Weston or creamy strawberry is one of the less-known species of the Fragaria genus (Rosaceae family) with a wide distribution in Eurasia and is still in the shadow of more popular relatives F.ananassa (garden strawberry) or F.vesca (wild strawberry). Importantly, there is a lack of scientific knowledge on F.viridis compounds, their stability in the postharvest period, and bioactivity. In this study, metabolites of F.viridis fruits in three ripening stages were characterized with high-performance liquid chromatography with photodiode array and electrospray ionization triple quadrupole mass spectrometric detection (HPLC-PAD-ESI-tQ-MS). In total, 95 compounds of various groups including carbohydrates, organic acids, phenolics, and triterpenes, were identified for the first time. The quantitative content of the compounds varied differently during the ripening progress; some of them increased (anthocyanins, organic acids, and carbohydrates), while others demonstrated a decrease (ellagitannins, flavonols, etc.). The most abundant secondary metabolites of F.viridis fruits were ellagitannins (5.97–7.54 mg/g of fresh weight), with agrimoniin (1.41–2.63 mg/g) and lambertianin C (1.20–1.86 mg/g) as major components. Antioxidant properties estimated by in vitro assays (2,2-diphenyl-1-picrylhydrazyl radical (DPPH), 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) cation radical (ABTS), ferric reducing antioxidant power (FRAP), and oxygen radical absorbance capacity (ORAC)) showed good antioxidant potential in all ripening stages of F.viridis fruits. The pilot human experiment on the effect of F.viridis fruit consumption on the serum total antioxidant capacity confirmed the effectiveness of this kind of strawberry. Postharvest storage of ripe fruits at 4 °C and 20 °C lead to declining content in the majority of compounds particularly ascorbic acid, ellagitannins, and flavonols, with the most significant loss at room temperature storage. These results suggest that F.viridis fruits are a prospective source of numerous metabolites that have potential health benefits.

ACS Style

Daniil N. Olennikov; Aina G. Vasilieva; Nadezhda K. Chirikova. Fragariaviridis Fruit Metabolites: Variation of LC-MS Profile and Antioxidant Potential During Ripening and Storage. Pharmaceuticals 2020, 13, 262 .

AMA Style

Daniil N. Olennikov, Aina G. Vasilieva, Nadezhda K. Chirikova. Fragariaviridis Fruit Metabolites: Variation of LC-MS Profile and Antioxidant Potential During Ripening and Storage. Pharmaceuticals. 2020; 13 (9):262.

Chicago/Turabian Style

Daniil N. Olennikov; Aina G. Vasilieva; Nadezhda K. Chirikova. 2020. "Fragariaviridis Fruit Metabolites: Variation of LC-MS Profile and Antioxidant Potential During Ripening and Storage." Pharmaceuticals 13, no. 9: 262.

Article
Published: 24 July 2020 in Chemistry of Natural Compounds
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Chromatographic separation of the MeOH extract from flowers of Phlojodicarpus sibiricus (Fisch.) Koso.-Pol. (Apiaceae) isolated 27 compounds including three new glycosides, the structures of which were established by UV, IR, and NMR spectroscopy and mass spectrometry as (R)-peucedanol -7-O-(6″-O-β-D-apiofuranosyl)-β-D-glucopyranoside-3′-O-β-D-glucopyranoside (phlojosibiriside I, 1), diosmetin-7-O-(6″-O-β-D-apiofuranosyl)-β-D-glucopyranoside (phlojosibiriside II, 2), and diosmetin-7-O-(2″-O-acetyl-6″-O-β-D- apiofuranosyl)-β-D-glucopyranoside (phlojosibiriside III, 3).

ACS Style

D. N. Olennikov; N. K. Chirikova. New Compounds from Flowers of Phlojodicarpus sibiricus. Chemistry of Natural Compounds 2020, 56, 628 -632.

AMA Style

D. N. Olennikov, N. K. Chirikova. New Compounds from Flowers of Phlojodicarpus sibiricus. Chemistry of Natural Compounds. 2020; 56 (4):628-632.

Chicago/Turabian Style

D. N. Olennikov; N. K. Chirikova. 2020. "New Compounds from Flowers of Phlojodicarpus sibiricus." Chemistry of Natural Compounds 56, no. 4: 628-632.

Journal article
Published: 16 June 2020 in Antioxidants
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Golden root (Rhodiola rosea L., Crassulaceae) is a famous medical plant with a one-sided history of scientific interest in the roots and rhizomes as sources of bioactive compounds, unlike the herb, which has not been studied extensively. To address this deficiency, we used high-performance liquid chromatography with diode array and electrospray triple quadrupole mass detection for comparative qualitative and quantitative analysis of the metabolic profiles of Rhodiola rosea organs before and after gastrointestinal digestion in simulated conditions together with various biochemical assays to determine antioxidant properties of the extracts and selected compounds. R. rosea organs showed 146 compounds, including galloyl O-glucosides, catechins, procyanidins, simple phenolics, phenethyl alcohol derivatives, (hydroxy)cinnamates, hydroxynitrile glucosides, monoterpene O-glucosides, and flavonol O-glycosides, most of them for the first time in the species. The organ-specific distribution of compounds found for catechins, procyanidins, and cinnamyl alcohols and glucosides was typical for underground organs and flavonoids and galloylated glucoses concentrated in the herb. Extracts from rhizomes, leaves and flowers showed high phenolic content and were effective scavengers of free radicals (2,2-diphenyl-1-picrylhydrazyl (DPPH•), 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS•+), O2•−, •OH) and protected β-carotene in a bleaching assay. Digestion in the gastric and intestine phase influenced the composition of R. rosea extracts negatively, affecting the content of catechins, procyanidins, and galloyl glucoses, and therefore, the antioxidativity level. After gut microbiota treatment, the antioxidant capacity of rhizome extract was lower than leaves and flowers due to the aglycone composition found in the colonic phase of digestion. Our study demonstrated that the herb of R. rosea is a rich source of metabolites with high antioxidant properties and could be a valuable plant for new bioactive products.

ACS Style

Daniil N. Olennikov; Nadezhda K. Chirikova; Aina G. Vasilieva; Innokentii A. Fedorov. LC-MS Profile, Gastrointestinal and Gut Microbiota Stability and Antioxidant Activity of Rhodiola rosea Herb Metabolites: A Comparative Study with Subterranean Organs. Antioxidants 2020, 9, 526 .

AMA Style

Daniil N. Olennikov, Nadezhda K. Chirikova, Aina G. Vasilieva, Innokentii A. Fedorov. LC-MS Profile, Gastrointestinal and Gut Microbiota Stability and Antioxidant Activity of Rhodiola rosea Herb Metabolites: A Comparative Study with Subterranean Organs. Antioxidants. 2020; 9 (6):526.

Chicago/Turabian Style

Daniil N. Olennikov; Nadezhda K. Chirikova; Aina G. Vasilieva; Innokentii A. Fedorov. 2020. "LC-MS Profile, Gastrointestinal and Gut Microbiota Stability and Antioxidant Activity of Rhodiola rosea Herb Metabolites: A Comparative Study with Subterranean Organs." Antioxidants 9, no. 6: 526.

Article
Published: 11 November 2019 in Chemistry of Natural Compounds
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ACS Style

N. K. Chirikova; D. N. Olennikov; R. O. Grigor’Ev; A. G. Klyushin; A. M. Nosov. Acylquinic Acids, Flavonoids, and Maltol O-Glucoside from Panax vietnamensis. Chemistry of Natural Compounds 2019, 55, 1161 -1163.

AMA Style

N. K. Chirikova, D. N. Olennikov, R. O. Grigor’Ev, A. G. Klyushin, A. M. Nosov. Acylquinic Acids, Flavonoids, and Maltol O-Glucoside from Panax vietnamensis. Chemistry of Natural Compounds. 2019; 55 (6):1161-1163.

Chicago/Turabian Style

N. K. Chirikova; D. N. Olennikov; R. O. Grigor’Ev; A. G. Klyushin; A. M. Nosov. 2019. "Acylquinic Acids, Flavonoids, and Maltol O-Glucoside from Panax vietnamensis." Chemistry of Natural Compounds 55, no. 6: 1161-1163.

Journal article
Published: 07 November 2019 in Metabolites
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The members of Gentiana genus are widely distributed in the Caucasus region where they are used as phytoremedies, but they still have not been studied for their chemical composition and bioactivity. High-performance liquid chromatography with diode array and electrospray triple quadrupole mass detection (HPLC-DAD-ESI-QQQ-MS) was used to investigate metabolites of herb and roots of six gentians (Gentiana asclepiadea, G. cruciata, G. gelida, G. paradoxa, G. pneumonanthe, G. septemfida) grown in the Caucasus. In total, 137 compounds were found including three carbohydrates, 71 iridoid glycosides (mostly loganic acid), loganin, swertiamarin, gentiopicroside and sweroside derivatives, 40 flavones C-, O-, C,O-glycosides (such as luteolin, apigenin, chrysoeriol, and acacetin derivatives), two phenolic O-glycosides, five hydroxycinnamates, eight xanthones, and seven triterpene glycosides. Most of these compounds were identified in gentian samples for the first time. Quantitative differences were found in levels of seven iridoid glycosides, nine glycosylflavones, and two xanthones obtained by HPLC-DAD assay. The gentian extracts were evaluated for their radical-scavenging properties against DPPH and superoxide anion radicals, lipid peroxidation inhibition, and α-amylase/α-glycosidase inhibition. The herb extracts showed higher activity than root extracts. Positive correlations were found between the content of quantified phenolics and antioxidant and digestive enzymes inhibiting activity. The findings presented in our work suggest that the Caucasian gentians are a good source of bioactive phytocompounds with antioxidant and antidiabetic potential.

ACS Style

Daniil N. Olennikov; Aydan I. Gadimli; Javanshir I. Isaev; Nina I. Kashchenko; Alexey S. Prokopyev; Tatyana N. Kataeva; Nadezhda K. Chirikova; Cecile Vennos. Caucasian Gentiana Species: Untargeted LC-MS Metabolic Profiling, Antioxidant and Digestive Enzyme Inhibiting Activity of Six Plants. Metabolites 2019, 9, 271 .

AMA Style

Daniil N. Olennikov, Aydan I. Gadimli, Javanshir I. Isaev, Nina I. Kashchenko, Alexey S. Prokopyev, Tatyana N. Kataeva, Nadezhda K. Chirikova, Cecile Vennos. Caucasian Gentiana Species: Untargeted LC-MS Metabolic Profiling, Antioxidant and Digestive Enzyme Inhibiting Activity of Six Plants. Metabolites. 2019; 9 (11):271.

Chicago/Turabian Style

Daniil N. Olennikov; Aydan I. Gadimli; Javanshir I. Isaev; Nina I. Kashchenko; Alexey S. Prokopyev; Tatyana N. Kataeva; Nadezhda K. Chirikova; Cecile Vennos. 2019. "Caucasian Gentiana Species: Untargeted LC-MS Metabolic Profiling, Antioxidant and Digestive Enzyme Inhibiting Activity of Six Plants." Metabolites 9, no. 11: 271.

Journal article
Published: 14 August 2019 in Antioxidants
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Fringed sagewort (Artemisia frigida Willd., Compositae family) is a well-known medicinal plant in Asian medical systems. Fifty-nine hydroxycinnamates and flavonoids have been found in A. frigida herbs of Siberian origin by high-performance liquid chromatography with diode array and electrospray triple quadrupole mass detection (HPLC-DAD-ESI-QQQ-MS). Their structures were determined after mass fragmentation analysis as caffeoylquinic acids, flavone O-/C-glycosides, flavones, and flavonol aglycones. Most of the discovered components were described in A. frigida for the first time. It was shown that flavonoids with different types of substitution have chemotaxonomic significance for species of Artemisia subsection Frigidae (section Absinthium). After HPLC-DAD quantification of 16 major phenolics in 21 Siberian populations of A. frigida and subsequent principal component analysis, we found substantial variation in the selected compounds, suggesting the existence of two geographical groups of A. frigida. The antioxidant activity of A. frigida herbal tea was determined using 2,2-diphenyl-1-picrylhydrazyl free radical (DPPH•) and hydrophilic/lipophilic oxygen radical absorbance capacity (ORAC) assays and DPPH•-HPLC profiling, revealing it to be high. The effect of digestive media on the phenolic profile and antioxidant capacity of A. frigida herbal tea was assessed under simulated gastrointestinal digestion. We found a minor reduction in caffeoylquinic acid content and ORAC values, but remaining levels were satisfactory for antioxidant protection. These results suggest that A. frigida and its food derivate herbal tea could be recommended as new plant antioxidants rich in phenolics.

ACS Style

Daniil N. Olennikov; Nina I. Kashchenko; Nadezhda K. Chirikova; Aina Vasileva; Aydan I. Gadimli; Javanshir I. Isaev; Cecile Vennos. Caffeoylquinic Acids and Flavonoids of Fringed Sagewort (Artemisia frigida Willd.): HPLC-DAD-ESI-QQQ-MS Profile, HPLC-DAD Quantification, in Vitro Digestion Stability, and Antioxidant Capacity. Antioxidants 2019, 8, 307 .

AMA Style

Daniil N. Olennikov, Nina I. Kashchenko, Nadezhda K. Chirikova, Aina Vasileva, Aydan I. Gadimli, Javanshir I. Isaev, Cecile Vennos. Caffeoylquinic Acids and Flavonoids of Fringed Sagewort (Artemisia frigida Willd.): HPLC-DAD-ESI-QQQ-MS Profile, HPLC-DAD Quantification, in Vitro Digestion Stability, and Antioxidant Capacity. Antioxidants. 2019; 8 (8):307.

Chicago/Turabian Style

Daniil N. Olennikov; Nina I. Kashchenko; Nadezhda K. Chirikova; Aina Vasileva; Aydan I. Gadimli; Javanshir I. Isaev; Cecile Vennos. 2019. "Caffeoylquinic Acids and Flavonoids of Fringed Sagewort (Artemisia frigida Willd.): HPLC-DAD-ESI-QQQ-MS Profile, HPLC-DAD Quantification, in Vitro Digestion Stability, and Antioxidant Capacity." Antioxidants 8, no. 8: 307.

Article
Published: 01 July 2019 in Chemistry of Natural Compounds
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Flavonoids from Silene aprica Turcz. and S. samojedorum (Sambuk) Oxelman (Caryophyllaceae) growing in Baikal region were studied for the first time. A total of 14 compounds including three new compounds 1–3 were isolated. Their structures were established using UV, IR, and NMR spectroscopy and mass spectrometry. Apigenin-6-C-(2″-O-α-L-arabinopyranosyl-6″-O-acetyl)-β-D-glucopyranoside (sileneside A, 1) and apigenin-6-C-(2″-O-β-D-glucopyranosyl-6″-O-acetyl)-β-D-glucopyranoside (sileneside B, 2) were observed in S. aprica; 1 and luteolin-6-C-(2″-O-α-L-arabinopyranosyl-6″-O-acetyl)-β-D-glucopyranoside (sileneside C, 3), in S. samojedorum.

ACS Style

D. N. Olennikov; N. K. Chirikova. C-Glycosyl Flavones from Two Eastern Siberian Species of Silene. Chemistry of Natural Compounds 2019, 55, 642 -647.

AMA Style

D. N. Olennikov, N. K. Chirikova. C-Glycosyl Flavones from Two Eastern Siberian Species of Silene. Chemistry of Natural Compounds. 2019; 55 (4):642-647.

Chicago/Turabian Style

D. N. Olennikov; N. K. Chirikova. 2019. "C-Glycosyl Flavones from Two Eastern Siberian Species of Silene." Chemistry of Natural Compounds 55, no. 4: 642-647.

Journal article
Published: 19 June 2019 in Molecules
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With obesity, the consumption of phenolic-enriched food additives as a part of traditional nutrition avoids the negative implications of eating high-calorie products. This study investigated the new herbal food additive, Phlojodicarpus sibiricus roots and herb, ubiquitously used in Siberia as a spice. Chromatographic techniques such as HPLC-DAD-ESI-QQQ-MS/MS and microcolumn HPLC-UV were the basic instruments for component profiling and quantification, and antiobesity potential was investigated using a differentiated 3T3-L1 adipocytes assay. We found that the roots and herb of P. sibiricus were high-coumarin-containing additives inhibiting triacylglycerol accumulation in 3T3-L1 preadipocytes. Forty-one phenolics were detected in P. sibiricus extracts, and 35 were coumarins, including 27 khellactone derivatives present as esters and glucosides. Total coumarin content varied from 36.16 mg/g of herb to 98.24 mg/g of roots, and from 0.32 mg/mL to 52.91 mg/mL in P. sibiricus preparations. Moreover, Siberian populations of P. sibiricus were characterised by a different HPLC-based coumarin profile. The most pronounced inhibiting effect on triacylglycerol accumulation in 3T3-L1 preadipocytes was shown for dihydrosamidin (khellactone 3′-O-isovaleroyl-4′-O-acetyl ester), which was more active than other khellactone esters and glucosides. The results demonstrated that if used as a food additive Phlojodicarpus sibiricus could be a source of bioactive coumarins of the khellactone group with high antiobesity potential.

ACS Style

Daniil N. Olennikov; Innokentii Fedorov; Nina I. Kashchenko; Nadezhda K. Chirikova; Cecile Vennos. Khellactone Derivatives and Other Phenolics of Phlojodicarpus sibiricus (Apiaceae): HPLC-DAD-ESI-QQQ-MS/MS and HPLC-UV Profile, and Antiobesity Potential of Dihydrosamidin. Molecules 2019, 24, 2286 .

AMA Style

Daniil N. Olennikov, Innokentii Fedorov, Nina I. Kashchenko, Nadezhda K. Chirikova, Cecile Vennos. Khellactone Derivatives and Other Phenolics of Phlojodicarpus sibiricus (Apiaceae): HPLC-DAD-ESI-QQQ-MS/MS and HPLC-UV Profile, and Antiobesity Potential of Dihydrosamidin. Molecules. 2019; 24 (12):2286.

Chicago/Turabian Style

Daniil N. Olennikov; Innokentii Fedorov; Nina I. Kashchenko; Nadezhda K. Chirikova; Cecile Vennos. 2019. "Khellactone Derivatives and Other Phenolics of Phlojodicarpus sibiricus (Apiaceae): HPLC-DAD-ESI-QQQ-MS/MS and HPLC-UV Profile, and Antiobesity Potential of Dihydrosamidin." Molecules 24, no. 12: 2286.

Journal article
Published: 30 November 2017 in International Journal of Molecular Sciences
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The influence of climatic factors, e.g., low temperature, on the phytochemical composition and bioactivity of the arctic plant Dracocephalum palmatum Steph. ax Willd. (palmate dragonhead), a traditional food and medical herb of Northern Siberia, was investigated. D. palmatum seedlings were grown in a greenhouse experiment at normal (20 °C, NT) and low (1 °C, LT) temperature levels and five groups of components that were lipophilic and hydrophilic in nature were characterized. The analyses indicated that D. palmatum under NT demonstrates high content of photosynthetic pigments, specific fatty acid (FA) profile with domination of saturated FA (53.3%) and the essential oil with trans-pinocamphone as a main component (37.9%). Phenolic compounds were identified using a combination of high performance liquid chromatography with diode array detection and electrospray ionization mass-spectrometric detection (HPLC-DAD-ESI-MS) techniques, as well as free carbohydrates and water soluble polysaccharides. For the first time, it was established that the cold acclimation of D. palmatum seedlings resulted in various changes in physiological and biochemical parameters such as membrane permeability, photosynthetic potential, membrane fluidity, leaf surface secretory function, reactive oxygen species–antioxidant balance, osmoregulator content and cell wall polymers. In brief, results showed that the adaptive strategy of D. palmatum under LT was realized on the accumulation of membrane or surface components with more fluid properties (unsaturated FA and essential oils), antioxidants (phenolic compounds and enzymes), osmoprotectants (free sugars) and cell wall components (polysaccharides). In addition, the occurrence of unusual flavonoids including two new isomeric malonyl esters of eriodictyol-7-O-glucoside was found in LT samples. Data thus obtained allow improving our understanding of ecophysiological mechanisms of cold adaptation of arctic plants.

ACS Style

Daniil N. Olennikov; Nadezhda K. Chirikova; Nina I. Kashchenko; Tat’Yana G. Gornostai; Inessa Yu. Selyutina; Ifrat N. Zilfikarov. Effect of Low Temperature Cultivation on the Phytochemical Profile and Bioactivity of Arctic Plants: A Case of Dracocephalum palmatum. International Journal of Molecular Sciences 2017, 18, 2579 .

AMA Style

Daniil N. Olennikov, Nadezhda K. Chirikova, Nina I. Kashchenko, Tat’Yana G. Gornostai, Inessa Yu. Selyutina, Ifrat N. Zilfikarov. Effect of Low Temperature Cultivation on the Phytochemical Profile and Bioactivity of Arctic Plants: A Case of Dracocephalum palmatum. International Journal of Molecular Sciences. 2017; 18 (12):2579.

Chicago/Turabian Style

Daniil N. Olennikov; Nadezhda K. Chirikova; Nina I. Kashchenko; Tat’Yana G. Gornostai; Inessa Yu. Selyutina; Ifrat N. Zilfikarov. 2017. "Effect of Low Temperature Cultivation on the Phytochemical Profile and Bioactivity of Arctic Plants: A Case of Dracocephalum palmatum." International Journal of Molecular Sciences 18, no. 12: 2579.

Journal article
Published: 02 August 2017 in International Journal of Molecular Sciences
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Marigold (Calendula officinalis L.) is one of the most common and widespread plants used medicinally all over the world. The present study aimed to evaluate the anti-acetylcholinesterase activity of marigold flowers, detect the compounds responsible and perform chemical analysis of marigold commercial products. Analysis of 23 varieties of C. officinalis flowers introduced into Siberia allowed us to select the Greenheart Orange variety due to the superior content of flavonoids (46.87 mg/g) and the highest inhibitory activity against acetylcholinesterase (IC50 63.52 µg/mL). Flavonoids, isorhamnetin and quercetin derivatives were revealed as potential inhibitors with the application of high-performance liquid chromatography (HPLC) activity-based profiling. Investigation of the inhibitory activity of isorhamnetin glycosides demonstrated the maximal potency for isorhamnetin-3-О-(2′′,6′′-di-acetyl)-glucoside (IC50 51.26 μM) and minimal potency for typhaneoside (isorhamnetin-3-O-(2′′,6′′-di-rhamnosyl)-glucoside; IC50 94.92 µM). Among quercetin derivatives, the most active compound was quercetin-3-О-(2′′,6′′-di-acetyl)-glucoside (IC50 36.47 µM), and the least active component was manghaslin (quercetin-3-O-(2′′,6′′-di-rhamnosyl)-glucoside; IC50 94.92 µM). Some structure-activity relationships were discussed. Analysis of commercial marigold formulations revealed a reduced flavonoid content (from 7.18–19.85 mg/g) compared with introduced varieties. Liquid extract was the most enriched preparation, characterized by 3.10 mg/mL of total flavonoid content, and infusion was the least enriched formulation (0.41 mg/mL). The presented results suggest that isorhamnetin and quercetin and its glycosides can be considered as potential anti-acetylcholinesterase agents.

ACS Style

Daniil N. Olennikov; Nina I. Kashchenko; Nadezhda K. Chirikova; Anzurat Akobirshoeva; Ifrat N. Zilfikarov; Cecile Vennos. Isorhamnetin and Quercetin Derivatives as Anti-Acetylcholinesterase Principles of Marigold (Calendula officinalis) Flowers and Preparations. International Journal of Molecular Sciences 2017, 18, 1685 .

AMA Style

Daniil N. Olennikov, Nina I. Kashchenko, Nadezhda K. Chirikova, Anzurat Akobirshoeva, Ifrat N. Zilfikarov, Cecile Vennos. Isorhamnetin and Quercetin Derivatives as Anti-Acetylcholinesterase Principles of Marigold (Calendula officinalis) Flowers and Preparations. International Journal of Molecular Sciences. 2017; 18 (8):1685.

Chicago/Turabian Style

Daniil N. Olennikov; Nina I. Kashchenko; Nadezhda K. Chirikova; Anzurat Akobirshoeva; Ifrat N. Zilfikarov; Cecile Vennos. 2017. "Isorhamnetin and Quercetin Derivatives as Anti-Acetylcholinesterase Principles of Marigold (Calendula officinalis) Flowers and Preparations." International Journal of Molecular Sciences 18, no. 8: 1685.

Journal article
Published: 02 January 2017 in Molecules
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Naturally existing α-glucosidase inhibitors from traditional herbal medicines have attracted considerable interest to treat type 2 diabetes mellitus (DM). The present study aimed to evaluate the anti-α-glucosidase activity of extracts from marsh cinquefoil (Comarum palustre L.), their hypoglycaemic action and detection of the responsible compounds. A 60% ethanol extract from C. palustre herb revealed the highest inhibitory activity against α-glucosidase (IC50 52.0 μg/mL). The HPLC analysis of the major compounds resulted in detection of 15 compounds, including ellagitannins, flavonoids, catechin and other compounds. Using HPLC activity-based profiling a good inhibitory activity of agrimoniin-containing eluates against α-glucosidase was demonstrated. The removal of ellagitannins from the C. palustre extract significantly decreased α-glucosidase inhibition (IC50 204.7 μg/mL) due to the high enzyme-inhibiting activity of the dominant agrimoniin (IC50 21.8 μg/mL). The hypoglycaemic effect of C. palustre extracts before and after ellagitannin removal, agrimoniin and insulin was evaluated on streptozotocin-induced experimental model. Diabetic rats treated with agrimoniin and C. palustre extract before ellagitannin removal showed significant increases in the levels of plasma glucose and glycosylated hemoglobin and significant decreases in the levels of plasma insulin and hemoglobin. The data obtained confirm the leading role of agrimoniin in the antidiabetic activity of the herb C. palustre and allows us to suggest the use of this plant as a possible dietary adjunct in the treatment of DM and a source of new oral hypoglycaemic agents.

ACS Style

Nina I. Kashchenko; Nadezhda K. Chirikova; Daniil N. Olennikov. Agrimoniin, an Active Ellagitannin from Comarum palustre Herb with Anti-α-Glucosidase and Antidiabetic Potential in Streptozotocin-Induced Diabetic Rats. Molecules 2017, 22, 73 .

AMA Style

Nina I. Kashchenko, Nadezhda K. Chirikova, Daniil N. Olennikov. Agrimoniin, an Active Ellagitannin from Comarum palustre Herb with Anti-α-Glucosidase and Antidiabetic Potential in Streptozotocin-Induced Diabetic Rats. Molecules. 2017; 22 (1):73.

Chicago/Turabian Style

Nina I. Kashchenko; Nadezhda K. Chirikova; Daniil N. Olennikov. 2017. "Agrimoniin, an Active Ellagitannin from Comarum palustre Herb with Anti-α-Glucosidase and Antidiabetic Potential in Streptozotocin-Induced Diabetic Rats." Molecules 22, no. 1: 73.

Comparative study
Published: 26 December 2016 in Molecules
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In recent years, the increased popularity of functional beverages such as herbal teas and decoctions has led to the search for new sources of raw materials that provide appropriate taste and functionality to consumers. The objective of this study was to investigate the nutritional, phytochemical profiles and bioactivities of possible functional beverages produced from F. ulmaria and its alternative substitutes (F. camtschatica, F. denudata, F. stepposa). The investigated decoctions were analyzed regarding their macronutrient, carbohydrate, organic acid, amino acid and mineral composition. Quantification of the main phenolic compounds in the decoctions of meadowsweet floral teas was performed by a microcolumn RP-HPLC-UV procedure; the highest content was revealed in F. stepposa tea. The investigation of the essential oil of four meadowsweet teas revealed the presence of 28 compounds, including simple phenols, monoterpenes, sesquiterpenes and aliphatic components. The dominance of methyl salicylate and salicylaldehyde was noted in all samples. Studies on the water soluble polysaccharides of Filipendula flowers allowed us to establish their general affiliation to galactans and/or arabinogalactans with an admixture of glucans of the starch type and galacturonans as minor components. The bioactivity data demonstrated a good ability of meadowsweet teas to inhibit amylase, α-glucosidase and AGE formation. Tea samples showed antioxidant properties by the DPPH•, ABTS•+ and Br• free radicals scavenging assays and the carotene bleaching assay, caused by the presence of highly active ellagitannins. The anti-complement activity of the water-soluble polysaccharide fraction of meadowsweet teas indicated their possible immune-modulating properties. Filipendula beverage formulations can be expected to deliver beneficial effects due to their unique nutritional and phytochemical profiles. Potential applications as health-promoting functional products may be suggested.

ACS Style

Daniil N. Olennikov; Nina I. Kashchenko; Nadezhda K. Chirikova. Meadowsweet Teas as New Functional Beverages: Comparative Analysis of Nutrients, Phytochemicals and Biological Effects of Four Filipendula Species. Molecules 2016, 22, 16 .

AMA Style

Daniil N. Olennikov, Nina I. Kashchenko, Nadezhda K. Chirikova. Meadowsweet Teas as New Functional Beverages: Comparative Analysis of Nutrients, Phytochemicals and Biological Effects of Four Filipendula Species. Molecules. 2016; 22 (1):16.

Chicago/Turabian Style

Daniil N. Olennikov; Nina I. Kashchenko; Nadezhda K. Chirikova. 2016. "Meadowsweet Teas as New Functional Beverages: Comparative Analysis of Nutrients, Phytochemicals and Biological Effects of Four Filipendula Species." Molecules 22, no. 1: 16.

Journal article
Published: 05 November 2015 in Molecules
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As a result of the wide distribution of herbal teas the data on nutritional characterisation, chemical profile and biological activity of these products are required. The decoctions of Gentiana algida, G. decumbens, G. macrophylla and G. triflora herb teas were nutritionally characterized with respect to their macronutrients, demonstrating the predominance of polysaccharides and low lipid content. Gentian decoctions were also submitted to a microcolumn RP-HPLC-UV analysis of phytochemicals demonstrating a high content of iridoids (177.18–641.04 μg/mL) and flavonoids (89.15–405.71 μg/mL). Additionally, mangiferin was detected in samples of G. triflora tea (19.89 μg/mL). Five free sugars (fructose, glucose, sucrose, gentiobiose, gentianose) were identified in all gentian teas studied, as well as six organic acids (malic, citric, tartaric, oxalic, succinic, quinic). Pectic polysaccharides with a high content of rhamnogalacturonans and arabinogalactans were also identified and characterized in gentian decoctions for the first time. Gentian tea decoctions and their specific compounds (gentiopicroside, loganic acid-6′-O-β-d-glucoside, isoorientin, isoorientin-4′-O-β-d-glucoside, mangiferin, water-soluble polysaccharides) showed a promising antimicrobial, anti-inflammatory and antioxidant potentials. Evidences obtained indicate the prospective use of gentian herb teas as food products and medicines.

ACS Style

Daniil N. Olennikov; Nina I. Kashchenko; Nadezhda K. Chirikova; Lena P. Koryakina; Леонид Владимиров. Bitter Gentian Teas: Nutritional and Phytochemical Profiles, Polysaccharide Characterisation and Bioactivity. Molecules 2015, 20, 20014 -20030.

AMA Style

Daniil N. Olennikov, Nina I. Kashchenko, Nadezhda K. Chirikova, Lena P. Koryakina, Леонид Владимиров. Bitter Gentian Teas: Nutritional and Phytochemical Profiles, Polysaccharide Characterisation and Bioactivity. Molecules. 2015; 20 (11):20014-20030.

Chicago/Turabian Style

Daniil N. Olennikov; Nina I. Kashchenko; Nadezhda K. Chirikova; Lena P. Koryakina; Леонид Владимиров. 2015. "Bitter Gentian Teas: Nutritional and Phytochemical Profiles, Polysaccharide Characterisation and Bioactivity." Molecules 20, no. 11: 20014-20030.