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Dr. Daniil Olennikov
Institute of General and Experimental Biology SD RAS

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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: 28 January 2021 in International Journal of Environmental Research and Public Health
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Bisphenol A (BPA), a precursor to important plastics, is regarded as a common aquatic micropollutant with endocrine-disrupting activity. In the present study, we explored the capability of a UV KrCl excilamp (222 nm) to degrade BPA by a photo-Fenton-like process using persulfate under flow-through conditions. The first-order rate constants of degradation were obtained and the mineralization of dissolved organic carbon (DOC) was estimated. The results showed complete BPA degradation and high DOC mineralization (70–97%). A comparative analysis of degradation rates and DOC removal in the examined systems (UV, Fe2+/S2O8 2−, UV/S2O8 2− and UV/Fe2+/S2O8 2−) revealed a significant synergistic effect in the photo-Fenton-like system (UV/Fe2+/S2O8 2−) without the accumulation of toxic intermediates. This indicated that the BPA was oxidized via the conjugated radical chain mechanism, which was based on the photo-induced and catalytic processes involving HO• and SO4 −• radicals. The primary intermediates of BPA degradation in the UV/Fe2+/S2O8 2− system were identified by HPLC/MS and the oxidation pathway was proposed. The high performance of the photo-Fenton-like process employing a quasi-monochromatic UV radiation of a KrCl excilamp offers promising potential for an efficient removal of such micropollutants from aqueous media.

ACS Style

Denis Aseev; Agniya Batoeva; Marina Sizykh; Daniil Olennikov; Galina Matafonova. Degradation of Bisphenol A in an Aqueous Solution by a Photo-Fenton-Like Process Using a UV KrCl Excilamp. International Journal of Environmental Research and Public Health 2021, 18, 1152 .

AMA Style

Denis Aseev, Agniya Batoeva, Marina Sizykh, Daniil Olennikov, Galina Matafonova. Degradation of Bisphenol A in an Aqueous Solution by a Photo-Fenton-Like Process Using a UV KrCl Excilamp. International Journal of Environmental Research and Public Health. 2021; 18 (3):1152.

Chicago/Turabian Style

Denis Aseev; Agniya Batoeva; Marina Sizykh; Daniil Olennikov; Galina Matafonova. 2021. "Degradation of Bisphenol A in an Aqueous Solution by a Photo-Fenton-Like Process Using a UV KrCl Excilamp." International Journal of Environmental Research and Public Health 18, no. 3: 1152.

Journal article
Published: 07 January 2021 in Bulletin of Siberian Medicine
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Цель. Оценка гастропротективного действия сухих экстрактов, полученных с использованием различных экстрагентов из корневищ с корнями Ferulopsis hystrix (Bunge) Pimenov при этаноловом повреждении желудка у белых крыс.Материалы и методы. Эксперименты проведены на 68 самцах и самках крыс линии Вистар. Этаноловую гастропатию моделировали однократным внутрижелудочным введением этанола в дозе 10 мл/кг. Животные опытных групп (I– VI) в течение 7 сут до моделирования гастропатии получали лекарственные формы из корневищ с корнями F. hystrix: I – отвар в объеме 10 мл/кг; II–V – сухие экстракты в дозе 200 мг/кг, полученные путем экстракции водой очищенной, 30-, 40- и 70%-м этанолом соответственно; VI – сухой экстракт, приготовленный двукратной экстракцией 40%-м и однократной экстракцией 30%-м этанолом. В слизистой оболочке желудка определяли структурные изменения, которые дифференцировали на мелкие, крупные и полосовидные эрозии. Проводили патоморфологические исследования желудка.Результаты. Установлено, что в I, II, IV и V опытных группах общее количество повреждений в желудке было в среднем на 44% меньше, чем в контроле, в III опытной группе – на 67% и в VI опытной группе – в 3,6 раза. Индекс Паулса для крупных эрозий в I–V опытных группах был ниже контрольного показателя на 38–75%, в VI – на 83%. Полосовидные эрозии не выявлялись у животных III–VI опытных групп; индекс Паулса для данных деструкций в I и II опытных группах был в 7,0 и 6,5 раза ниже показателя контрольных животных. В стенке желудка животных отмечались неглубокие эрозии, не достигающие мышечной пластинки слизистой оболочки; нарушения микроциркуляции и лейкоцитарная инфильтрация были менее выражены относительно контроля.Заключение. F. hystrix оказывает гастропротективное влияние, повышая резистентность слизистой оболочки желудка к действию этанола. Наиболее выраженный фармакотерапевтический эффект проявляет экстракт, приготовленный двукратной экстракцией 40%-м и однократной экстракцией 30%-м этиловым спиртом.

ACS Style

S. M. Salchak; Ya. G. Razuvaeva; A. A. Toropova; K. D. Arakchaa; D. N. Olennikov; И. Г. Николаева. Gastroprotective effect of Ferulopsis hystrix (Bunge) Pimenov in ethanol-induced gastropathy. Bulletin of Siberian Medicine 2021, 19, 151-157 .

AMA Style

S. M. Salchak, Ya. G. Razuvaeva, A. A. Toropova, K. D. Arakchaa, D. N. Olennikov, И. Г. Николаева. Gastroprotective effect of Ferulopsis hystrix (Bunge) Pimenov in ethanol-induced gastropathy. Bulletin of Siberian Medicine. 2021; 19 (4):151-157.

Chicago/Turabian Style

S. M. Salchak; Ya. G. Razuvaeva; A. A. Toropova; K. D. Arakchaa; D. N. Olennikov; И. Г. Николаева. 2021. "Gastroprotective effect of Ferulopsis hystrix (Bunge) Pimenov in ethanol-induced gastropathy." Bulletin of Siberian Medicine 19, no. 4: 151-157.

Journal article
Published: 21 December 2020 in chemistry of plant raw material
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The present work realized the chemical study of Silene sibirica (L.) Pers. (Caryophyllaceae) high-performance liquid chromatography with diode array and mass spectrometric detection (electrospray ionization) (HPLC-DAD-ESI-MS). As a result, 25 compounds were found, including nine ecdysteroids and sixteen flavonoids. Ecdysteroids components were podecdysone C, integristerone A, turkesterone, polypodine B, 20-hydroxyecdysone and its 2-O-cinnamate, ecdysone, 2-deoxy-20-hydroxyecdysone, and 2-deoxyecdysone. Flavonoids were the glycosylflavones and derivatives of luteolin and apigenin. Luteolin glycosides included luteolin-7-O-rutinoside, lucenin-2, carlinoside, isoorientin and its 2″-O-arabinoside, as well as isoscoparin. The largest group of apigenin glycosides included O-glycosides as 7-O-glucoside and 7-O-rutinoside, C-glycosides as isovitexin, schaftoside, vicenin-2, and mixed C,O-glycosides as isovitexin-2′′-O-arabinoside and 2′′-O-rhamnoside. Three unidentified derivatives of apigenin were pre studied and their structural features discussed. Quantitative data about the content of selected compounds indicated that ecdysteroids accumulated in S. sibirica flowers (7.14–14.92 mg/g) and glycosylflavones were found predominantly in leaves (7.88–18.55 mg/g). The major ecdysteroid compound was 20-hydroxyecdysone, while flavonoids predominants were shaftoside and isovitexin-2″-O-ramnoside. A comparative analysis of the chemical composition of wild-growing and cultivated S. sibirica samples showed the stability of the metabolic profile of the plants during the introduction. The biological studies revealed the antiradical and antiglucosidase activity of the extracts. Thus, it was shown that the studied plant species (S. sibirica) is a source of ecdysteroids and glycosylflavones, and S. sibirica extracts have biological potency.

ACS Style

Daniil Nikolayevich Olennikov; Nina Igorevna Kashchenko. ECDYSTEROIDS AND GLYCOSYLFLAVONES OF SILENE SIBIRICA (CARYOPHYLLACEAE). chemistry of plant raw material 2020, 109 -119.

AMA Style

Daniil Nikolayevich Olennikov, Nina Igorevna Kashchenko. ECDYSTEROIDS AND GLYCOSYLFLAVONES OF SILENE SIBIRICA (CARYOPHYLLACEAE). chemistry of plant raw material. 2020; (4):109-119.

Chicago/Turabian Style

Daniil Nikolayevich Olennikov; Nina Igorevna Kashchenko. 2020. "ECDYSTEROIDS AND GLYCOSYLFLAVONES OF SILENE SIBIRICA (CARYOPHYLLACEAE)." chemistry of plant raw material , no. 4: 109-119.

Journal article
Published: 12 November 2020 in Plants
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Hemp nettle (Galeopsis bifida Boenn.) is a synanthropic species of the Lamiaceae family that is widely distributed across Europe, Asia, and Siberia. Galeopsis bifida is deeply embedded in the ethnomedical tradition of Asian healers; however, this plant is still poorly characterized, both chemically and pharmacologically. To study Siberian populations of G. bifida, we used high-performance liquid chromatography with photodiode array and electrospray triple quadrupole mass detection for metabolic profiling. Ninety compounds were identified, including iridoid glycosides, phenylethanoid glycosides, hydroxycinnamates, and flavone glycosides, most of which were identified in G. bifida for the first time, while some phenolics were found to have potential chemotaxonomic significance in the Lamiaceae family and Galeopsis genus. An unequal quantitative distribution of the selected metabolites was observed within separate organs of the G. bifida plant, characterized by high accumulation of most compounds within the aerial part of the plant (leaves, flowers). Analysis of the content of specific chosen compounds within the leaves of different populations of G. bifida from Eastern Siberia revealed the existence of two chemical types based on metabolic specifics: the southern type accumulates flavone glucuronides, while the northern type tends to accumulate high levels of phenylpropanoids and acylated flavone glucosides. The first study of the bioactivity of G. bifida extract demonstrated that the herb has low toxicity in acute experiments and expresses antioxidant potential against free radicals in the form of DPPH˙, ABTS˙+, and superoxide radical, as well as high ferric reducing antioxidant power, oxygen radical absorbance capacity, and protective action in the carotene bleaching assay. In general, our results suggest the herb of G. bifida as a new, prospective synanthropic plant for medical application.

ACS Style

Daniil N. Olennikov. Synanthropic Plants as an Underestimated Source of Bioactive Phytochemicals: A Case of Galeopsis bifida (Lamiaceae). Plants 2020, 9, 1555 .

AMA Style

Daniil N. Olennikov. Synanthropic Plants as an Underestimated Source of Bioactive Phytochemicals: A Case of Galeopsis bifida (Lamiaceae). Plants. 2020; 9 (11):1555.

Chicago/Turabian Style

Daniil N. Olennikov. 2020. "Synanthropic Plants as an Underestimated Source of Bioactive Phytochemicals: A Case of Galeopsis bifida (Lamiaceae)." Plants 9, no. 11: 1555.

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.

Article
Published: 03 November 2020 in Chemistry of Natural Compounds
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Chromatographic separation of extracts from the aerial parts of three Silene species (Caryophyllaceae) isolated 26 flavonoids including the four new C,O-glycosylflavones acacetin-6-C-(2″-O-β-D-glucopyranosyl)-β-D-glucopyranoside-7-O-β-D-glucopyranoside (sileneside D, 1) from S. jeniseensis Willd., apigenin-6-C-(2″-O-β-D-glucopyranosyl)-β-D-glucopyranoside-8-C-α-L-arabinopyranoside (sileneside E, 2) and genkwanin-6-C-(2″-O-β-D-glucopyranosyl)-β-D-glucopyranoside-8-C-α-L-arabinopyranoside (sileneside F, 3) from S. italica (L.) Pers., and apigenin-6-C-(2″-O-β-D-xylopyranosyl)-β-D-glucopyranoside-7-O-(6″″-O-feruloyl)-β-D-glucopyranoside (sileneside G, 4) from S. dioica (L.) Clairv. The structures of 1–4 were studied using UV, IR, and NMR spectroscopy and mass spectrometry.

ACS Style

D. N. Olennikov; N. I. Kashchenko. New C,O-Glycosylflavones from the Genus Silene. Chemistry of Natural Compounds 2020, 56, 1026 -1034.

AMA Style

D. N. Olennikov, N. I. Kashchenko. New C,O-Glycosylflavones from the Genus Silene. Chemistry of Natural Compounds. 2020; 56 (6):1026-1034.

Chicago/Turabian Style

D. N. Olennikov; N. I. Kashchenko. 2020. "New C,O-Glycosylflavones from the Genus Silene." Chemistry of Natural Compounds 56, no. 6: 1026-1034.

Article
Published: 31 October 2020 in Chemistry of Natural Compounds
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The composition of flavonoids from leaves of Allium microdictyon Prokh. (Amaryllidaceae) was studied for the first time and included 14 compounds including two new flavonol glycosides 1 and 2. UV, IR, and NMR spectroscopic and mass spectrometric data determined that 1 was quercetin-3-O-(2″ -O-α-Lrhamnopyranosyl)-β-D-glucopyranoside-7-O-β-D-glucuronopyranoside (quercetin-3-O-neohesperidoside-7-O-glucuronide). Compound 2 had the structure kaempferol-3-O-(2″-O-α-L-rhamnopyranosyl)-β-Dglucopyranoside-7-O-β-D-glucuronopyranoside (kaempferol-3-O-neohesperidoside-7-O-glucuronide).

ACS Style

D. N. Olennikov. Flavonol Glycosides from Leaves of Allium microdictyon. Chemistry of Natural Compounds 2020, 56, 1035 -1039.

AMA Style

D. N. Olennikov. Flavonol Glycosides from Leaves of Allium microdictyon. Chemistry of Natural Compounds. 2020; 56 (6):1035-1039.

Chicago/Turabian Style

D. N. Olennikov. 2020. "Flavonol Glycosides from Leaves of Allium microdictyon." Chemistry of Natural Compounds 56, no. 6: 1035-1039.

Article
Published: 31 October 2020 in Chemistry of Natural Compounds
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Glucose esters of sinapic and ferulic acids including a novel O-acylglycoside (1) and coumaroyl- and feruloylquinic acids were found for the first time in roots of Panax ginseng C. A. Mey. (Araliaceae). Compound 1 was 4-O-sinapoyl-α/β-D-glucopyranose according to UV and NMR spectroscopic and mass spectrometric data. A comparison of the biological activities of the isolated compounds found high antiradical activity (IC50 36.79–37.75 μM) for the sinapic-acid derivatives.

ACS Style

D. N. Olennikov. Acylglycosides and Acylquinic Acids from Roots of Panax ginseng. Chemistry of Natural Compounds 2020, 56, 1044 -1047.

AMA Style

D. N. Olennikov. Acylglycosides and Acylquinic Acids from Roots of Panax ginseng. Chemistry of Natural Compounds. 2020; 56 (6):1044-1047.

Chicago/Turabian Style

D. N. Olennikov. 2020. "Acylglycosides and Acylquinic Acids from Roots of Panax ginseng." Chemistry of Natural Compounds 56, no. 6: 1044-1047.

Journal article
Published: 23 September 2020 in Foods
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Functional beverages constitute the rapidly increasing part of the functional food section and represent an area with a wide range of products including herbal-based beverages. We carried out screening investigations of the extracts of 85 Rosaceous tea plants. Among the extracts analyzed Agrimonia asiatica herb extract demonstrated the highest inhibitory activity against the enzyme α-glucosidase (20.29 µg/mL). As a result of chromato-mass-spectrometric profiling of A. asiatica herb with high-performance liquid chromatography with photodiode array and electrospray triple quadrupole mass-spectrometric detection (HPLC-PDA-ESI-tQ-MS) 60 compounds were identified, including catechins, ellagitannins, flavones, flavonols, gallotannins, hydroxycinnamates, procyanidins, most for the very first time. The analysis of the seasonal variation of metabolites in A. asiatica herb demonstrated that the phenolic content was highest in summer samples and lower in spring and autumn. HPLC activity-based profiling was utilized to identify compounds of A. asiatica herb with the maximal α-glucosidase inhibitory activity. The most pronounced inhibition of α-glucosidase was observed for agrimoniin, while less significant results of inhibition were revealed for ellagic acid and isoquercitrin. The evaluation of phenolic content in A. asiatica herbal teas with the subsequent determination of α-glucosidase inhibiting potential was discovered. Maximum inhibition of α-glucosidase was observed for hot infusion (75.33 µg/mL) and the minimum for 30 min decoction (159.14 µg/mL). Our study demonstrated that A. asiatica herbal tea is a prospective functional beverage in which dietary intake may help to reduce blood glucose.

ACS Style

Nina I. Kashchenko; Daniil N. Olennikov. Phenolome of Asian Agrimony Tea (Agrimonia asiatica Juz., Rosaceae): LC-MS Profile, α-Glucosidase Inhibitory Potential and Stability. Foods 2020, 9, 1348 .

AMA Style

Nina I. Kashchenko, Daniil N. Olennikov. Phenolome of Asian Agrimony Tea (Agrimonia asiatica Juz., Rosaceae): LC-MS Profile, α-Glucosidase Inhibitory Potential and Stability. Foods. 2020; 9 (10):1348.

Chicago/Turabian Style

Nina I. Kashchenko; Daniil N. Olennikov. 2020. "Phenolome of Asian Agrimony Tea (Agrimonia asiatica Juz., Rosaceae): LC-MS Profile, α-Glucosidase Inhibitory Potential and Stability." Foods 9, no. 10: 1348.

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.

Conference paper
Published: 26 August 2020 in Journal of Physics: Conference Series
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O S Ochirov; Daniil Olennikov; T A Turtueva; M N Grigor’Eva; S A Stelmakh; D M Mognonov. Sorption activity of polyhexamethylene guanidine hydrochloride hydrogels towards extracts of medicinal plants. Journal of Physics: Conference Series 2020, 1611, 1 .

AMA Style

O S Ochirov, Daniil Olennikov, T A Turtueva, M N Grigor’Eva, S A Stelmakh, D M Mognonov. Sorption activity of polyhexamethylene guanidine hydrochloride hydrogels towards extracts of medicinal plants. Journal of Physics: Conference Series. 2020; 1611 ():1.

Chicago/Turabian Style

O S Ochirov; Daniil Olennikov; T A Turtueva; M N Grigor’Eva; S A Stelmakh; D M Mognonov. 2020. "Sorption activity of polyhexamethylene guanidine hydrochloride hydrogels towards extracts of medicinal plants." Journal of Physics: Conference Series 1611, no. : 1.

Article
Published: 25 July 2020 in Chemistry of Natural Compounds
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V. P. Papageorgiou, A. N. Assimopoulou, V. F. Samanidou, and I. N. Papadoyannis, Curr. Org. Chem., 10, 583 (2006). CAS Article Google Scholar Y. Hu, Z. Jiang, K. S.-Y. Leung, and Z. Zhao, Anal. Chim. Acta, 577, 26 (2006). CAS Article Google Scholar A. Fickler, S. Staats, M. Hasler, G. Rimbach, and C. Schulz, Lipids, 53, 809 (2018). CAS Article Google Scholar N. Lefort, R. LeBlanc, and M. E. Surette, Nutrients, 9, 261 (2017). Article Google Scholar D. N. Olennikov, Zh. V. Daironas, and I. N. Zilfikarov, Chem. Nat. Compd., 53, 953 (2017). CAS Article Google Scholar N. I. Kashchenko, N. K. Chirikova, and D. N. Olennikov, Russ. J. Bioorg. Chem., 44, 768 (2018). Article Google Scholar W. Zhou, H. D. G. L. Jiang, Y. Peng, and S. S. Li, Biomed. Chromatogr., 25, 1067 (2011). CAS Article Google Scholar A. Albreht, I. Vovk, B. Simonovska, and M. Srbinoska, J. Chromatogr. A, 1216, 2156 (2009). Article Google Scholar M.-H. Cho, Y.-S. Paik, and T.-R. Hahn, Arch. Pharm. Res., 22, 414 (1999). CAS Article Google Scholar S. A. Fedoreev, V. A. Denisenko, N. I. Kulesh, N. P. Krasovskaya, M. M. Kozyrenko, V. P. Bulgakov, and Yu. N. Zuravlev, Chem. Nat. Compd., 27, 407 (1993). Google Scholar Y. Ito, K. Onobori, T. Yamazaki, and Y. Kawamura, Chem. Pharm. Bull., 59, 117 (2011). CAS Article Google Scholar X.-R. Bai, N. Zhang, K. Ren, C.-H. Zhang, and M.-H. Li, Biochem. Syst. Ecol., 74, 30 (2017). CAS Article Google Scholar Download references The study was sponsored by FASO Russia (No. AAAA-AA17-117011810037-0). Institute of General and Experimental Biology, Siberian Branch, Russian Academy of Sciences, 6 Sakh′yanovoi St, Ulan-Ude, 670047, Russia D. N. Olennikov Novosibirsk State Medical University, Ministry of Health of the Russian Federation, 52 Krasnyi Prosp, Novosibirsk, 630091, Russia D. S. Kruglov Pyatigorsk Medical and Pharmaceutical Institute (PMPI), Branch of Volgograd State Medical University, Ministry of Health of Russia, 11 Prosp. Kalinina, Pyatigorsk, 357532, Russia Zh. V. Daironas All-Russian Research Institute of Medicinal and Aromatic Plants, 7/1 Grina St, Moscow, 117216, Russia I. N. Zilfikarov You can also search for this author in PubMed Google Scholar You can also search for this author in PubMed Google Scholar You can also search for this author in PubMed Google Scholar You can also search for this author in PubMed Google Scholar Correspondence to D. N. Olennikov. Translated from Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2020, pp. 615–617. Reprints and Permissions Olennikov, D.N., Kruglov, D.S., Daironas, Z.V. et al. Shikonin and its Esters from Buglossoides arvensis and Other Species of the Family Boraginaceae. Chem Nat Compd (2020). https://doi.org/10.1007/s10600-020-03127-7 Download citation Received: 26 November 2019 Published: 25 July 2020 DOI: https://doi.org/10.1007/s10600-020-03127-7

ACS Style

D. N. Olennikov; D. S. Kruglov; Zh. V. Daironas; I. N. Zilfikarov. Shikonin and its Esters from Buglossoides arvensis and Other Species of the Family Boraginaceae. Chemistry of Natural Compounds 2020, 56, 713 -715.

AMA Style

D. N. Olennikov, D. S. Kruglov, Zh. V. Daironas, I. N. Zilfikarov. Shikonin and its Esters from Buglossoides arvensis and Other Species of the Family Boraginaceae. Chemistry of Natural Compounds. 2020; 56 (4):713-715.

Chicago/Turabian Style

D. N. Olennikov; D. S. Kruglov; Zh. V. Daironas; I. N. Zilfikarov. 2020. "Shikonin and its Esters from Buglossoides arvensis and Other Species of the Family Boraginaceae." Chemistry of Natural Compounds 56, no. 4: 713-715.

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.

Article
Published: 24 July 2020 in Chemistry of Natural Compounds
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New flavonoids were isolated from the aerial part of Artemisia frigida Willd. (Asteraceae). Their structures were elucidated using UV, IR, and NMR spectroscopy and mass spectrometry as chrysoeriol-7-O-(2′′-Oacetyl)-β-D-glucopyranoside (2′′-O-acetylthermopsoside), jaceosidin-4′ -O-β-D-glucopyranoside (isojaceoside), and 13 known flavonoids. The influence of the isolated compounds on α-glucosidase activity and triglyceride accumulation in 3T3-L1 preadipocytes was studied.

ACS Style

D. N. Olennikov. New Flavonoids from Artemisia frigida. Chemistry of Natural Compounds 2020, 56, 623 -627.

AMA Style

D. N. Olennikov. New Flavonoids from Artemisia frigida. Chemistry of Natural Compounds. 2020; 56 (4):623-627.

Chicago/Turabian Style

D. N. Olennikov. 2020. "New Flavonoids from Artemisia frigida." Chemistry of Natural Compounds 56, no. 4: 623-627.

Journal article
Published: 22 June 2020 in Experimental and Clinical Gastroenterology
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The aim of the present work was to estimate the choleretic effect of dry extracts derived from Carthamus tinctotius L., Calendula officinalis L. and Tagetes erecta L.Materials and methods: The experiments were carried out on white male rats weighing 180–230 g. The extracts in a single dose were introduced into the duodenum of the rats at the doses of 50, 100 and 200 mg/kg in the form of water solution.Results: The results of the experiments have shown that the extracts from Calendula officinalis and Carthamus tinctorius have the marked choleretic effect due to the presence of biologically active substances, predominantly fl avonoids.

ACS Style

S. M. Nikolaev; N. S. Badmaev; Z. G. Sambueva; D. N. Olennikov; N. I. Kashchenko. Choleretic activity of dry extracts of Carthamus tinctorius L., Tagetes erecta L.Calendula officinalis L. Experimental and Clinical Gastroenterology 2020, 76-79 .

AMA Style

S. M. Nikolaev, N. S. Badmaev, Z. G. Sambueva, D. N. Olennikov, N. I. Kashchenko. Choleretic activity of dry extracts of Carthamus tinctorius L., Tagetes erecta L.Calendula officinalis L. Experimental and Clinical Gastroenterology. 2020; (3):76-79.

Chicago/Turabian Style

S. M. Nikolaev; N. S. Badmaev; Z. G. Sambueva; D. N. Olennikov; N. I. Kashchenko. 2020. "Choleretic activity of dry extracts of Carthamus tinctorius L., Tagetes erecta L.Calendula officinalis L." Experimental and Clinical Gastroenterology , no. 3: 76-79.