Polyphenols of <i>Perilla frutescens</i> of the family Lamiaceae identified by tandem mass spectrometry

Perilla frutescens is mainly cultivated as an oilseed crop. Perilla seeds contain 40–53 % of oil, 28 % of protein. The growing season is 100–150 days. In Russia, perilla is grown in the Far East, where the yield is 0.8–1.2 t/ha. Perilla of different geographical origin has its own special, sharply different features that characterize two geographical groups: Japanese and Korean-Chinese. These groups differ from each other in the length of the growing season, the height of plants, the color of the stem, the surface and the size of the leaves, the shape of the bush, the shape and size of the inflorescences, the size of the cups, the size and color of the seeds. P. frutescens contains a large number of polyphenolic compounds that are biologically active components. The purpose of this research was a metabolomic study of extracts from leaves of P. frutescens obtained from the collection of Federal Research Center the N.I. Vavilov All-Russian Institute of Plant Genetic Resources, grown on the fields of the Far East Experiment Station – Branch of Federal Research Center (Primorsky Krai, Russia). To identify target analytes in extracts, HPLC was used in combination with an ion trap. Preliminary results showed the presence of 23 biologically active compounds corresponding to P. frutescens. In addition to the reported metabolites, a number of metabolites were newly annotated in P. frutescens. There were hydroxycoumarin Umbelliferone; triterpene Squalene; omega-3 fatty acid Stearidonic [Moroctic] acid; higher-molecular-weight carboxylic acid: Tetracosenoic acid and Salvianic acid C; lignan Syringaresinol and cyclobutane lignan Sagerinic acid, etc. A wide range of biologically active compounds opens up rich opportunities for the creation of new drugs and dietary supplements based on extracts of perilla of the family Lamiaceae, subfamily Lamioideae, tribe Satureji and subtribe Perillinae

Исследование плодов образцов томата Solanum lycopersicum L., происходящих из разных климато-географических зон, и идентификация метаболитов методом тандемной масс-спектрометрии

Relevance. A number of scientific studies confirm that consumption of fruits and vegetables can reduce the risk of certain chronic diseases, such as cancer and cardiovascular diseases, for example, consumption of fresh tomatoes and tomato products is inversely proportional to the development of certain types of cancer. Tomato Solanum lycopersicum L. contains a large number of polyphenolic complexes, which are biologically active compounds. In this article, the authors have attempted for the first time to present the complete metabolomic composition of Solanum lycopersicum extracts.Materials and methods: As an object of research, authors used the extracts of Solanum lycopersicum L., from the collection of the Federal Research Center N.I. Vavilov All-Russian Institute of Plant Genetic Resources, grown and collected at the Far Eastern Experiment Station Branch of the Federal State Budgetary Scientific Institution in September 2020 (varieties: k-5351 Ont77 13, Canada; k-3149 Rehovoth, Israel; 2698 Ukraine). High performance liquid chromatography (HPLC) in combination with a BRUKER DALTONIKS ion trap (tandem mass spectrometry) was used to identify target analytes in extracts obtained by the maceration method.Discussion: The results of initial studies revealed the presence of 36 biologically active compounds, of which 22 were identified for the first time in Solanum lycopersicum L. These are Apigenin, Luteolin, Kaempferol, Taxifolin, Myricetin, Coutaric acid, Caffeoylmalic acid, Caftaric acid, Dicaffeoylquinic acid, coumarins Fraxetin, and Fraxetin-7-O-beta-glucuronide, Pelargonidin, Salvianolic acid D, Rosmanol, Colnelenic acid, Ethyl rosemary, lignan Medioresinol-O-hexoside, Squalene, etc. The findings will help to intensify future research into the development and production of various functional food products containing targeted extracts of Solanum lycopersicum L.Актуальность. Целый ряд научных исследований подтверждает, что потребление фруктов и овощей может снизить риск некоторых хронических заболеваний, таких как рак и сердечно- сосудистые заболевания, например, потребление свежих помидоров и продуктов из томатов обратно пропорционально развитию некоторых видов рака. Плоды томата Solanum lycopersicumL. содержат большое количество полифенольных комплексов, являющихся биологически активными соединениями. В данной статье авторы впервые попытались представить полный метаболомный состав экстрактов плодов Solanum lycopersicum.Материалы и методы: В качестве объекта исследования были использованы плоды томатов Solanum lycopersicum L. из коллекции Всероссийского института генетических ресурсов им. Н.И. Вавилова, выращенные и собранные на Дальневосточной опытной станции Филиале ВИР в сентябре 2020 года (сорта: к-5351 Ont77 13, Канада; к-3149 Rehovoth, Израиль; 2698 Украина). Для идентификации целевых аналитов в экстрактах, полученных мацерационным методом, использована высокоэффективная жидкостная хроматография (ВЭЖХ) в комплексе с ионной ловушкой BRUKER DALTONIKS (тандемная масс-спектрометрия).Результаты: Результаты начальных исследований выявили присутствие 36 полифенольных соединений и соединений других классов, из них 22 идентифицировано впервые в Solanum lycopersicumL. Это апигенин, лютеолин, кампферол, таксифолин, мирицетин, кутаровая кислота, кофеилмалевая кислота, кафтаровая кислота, дикаффеоилхиновая кислота, кумарины фраксетин и глюкоронид фраксетина, антоцианин пеларгонидин, сальвианоловая кислота D, розманол, колнеленовая кислота, этил розмаринат, лигнан медиоресинол, сквален и др. Полученные данные помогут интенсифицировать будущие исследования по разработке и производству различных продуктов функционального питания, содержащих целевые экстракты Solanum lycopersicumL

Research of 5 extracts of wild Amur grape

Vitis amurensis Ruprecht contains a large number of polyphenolic compounds which are biologically active components. For the most efficient and safe extraction supercritical carbon dioxide was used. In this work, for the first time, a comparative metabolomic study of biologically active substances of wild grapes collected from five different places of the Primorsky and Khabarovsk territories is carried out. To identify target analytes in ethanol extracts of grape berries, high performance liquid chromatography (HPLC) was used in combination with an amaZon SL ion trap (manufactured by BRUKER DALTONIKS, Germany) equipped with an ESI electrospray ionization source in negative and positive ion modes. The mass spectrometer was used in the scan range m / z 100 - 1.700 for MS and MS / MS. Used fragmentation of the 4th order. Primary mass spectrometric results showed the presence of 89 biologically active compounds corresponding to the species V. amurensis, moreover, salvianolic acids F, D and G, oleanoic, ursolic, myristoleic acids, berbericinin, mearnsetin, esculin, nevadensin, stigmasterol, fucosterol, phlorizin, L-tryptophan identified for the first time in V. amurensis

Simultaneous determination of polyphenol content

Vitis amurensis Ruprecht contains a large number of polyphenolic compounds which are biologically active components. For the most efficient and safe extraction supercritical carbon dioxide was used. In this work, for the first time, a comparative metabolomic study of biologically active substances of wild grapes collected from five different places of the Primorsky and Khabarovsk territories is carried out. To identify target analytes in ethanol extracts of grape berries, high performance liquid chromatography (HPLC) was used in combination with an amaZon SL ion trap (manufactured by BRUKER DALTONIKS, Germany) equipped with an ESI electrospray ionization source in negative and positive ion modes. The mass spectrometer was used in the scan range m / z 100 - 1.700 for MS and MS / MS. Used fragmentation of the 4th order. Primary mass spectrometric results showed the presence of 94 biologically active compounds corresponding to the species V. amurensis, moreover, salvianolic acids F, D and G, oleanoic, ursolic, myristoleic acids, berbericinin, mearnsetin, esculin, nevadensin, stigmasterol, fucosterol, phlorizin, L-tryptophan identified for the first time in V. amurensis

Comparison of Wild and Introduced <i>Dracocephalum jacutense</i> P.: Significant Differences of Multicomponent Composition

Dracocephalum jacutense is endemic to eastern Siberia of Russia and is accepted in the rare and endangered category. The plant was first collected by K.S. Baikov in 1985 in the vicinity of the village Sangar (Kobyaysky district, Yakutia) and then described by G.A. Peshkova in “Flora of Siberia” in 1997. D. jacutense has been introduced in the Botanical Garden of Yakutia since 2009. The aim of this work is to conduct a comparative analysis of the chemical composition of aerial parts (leaves, inflorescences, stems) of D. jacutense Peschkova collected both in controlled conditions (the Botanical Garden of Yakutia) and in a natural-grown area (the vicinity of the village of Sangar, Kobyaysky district of Yakutia). A total of 156 bioactive compounds were successfully characterized in extracts of D. jacutense based on their accurate MS (Mass Spectrometry) fragment ions by searching online databases and the reported literature. The detailed study of the composition by tandem mass spectrometry revealed a significant difference in the polyphenol composition of the samples. Wild-grown plant samples had a higher number of polyphenolic compounds (92 compounds) than plant samples grown in the Botanical Garden (56 compounds), which were not previously described in the genus Dracocephalum. In addition, a total of 37 compounds of other chemical groups were identified that were not previously identified in the genus Dracocephalum. In general, the extract of D. jacutense, which was grown in wild conditions, was found to be a richer source of flavones, flavanols, flavan-3-ols, phenolic acids, and anthocyanidins compared to plants grown in controlled conditions in the Botanical Garden. Our results build on the current understanding of the biochemical richness of wild-grown samples over controlled-grown ones and preserve a rare and endangered D. jacutense in the flora of Yakutia. We proposed to be preserved on the basis of the development of an in vitro micropropagation protocol in our lab in the near future

Zostera marina L.: Supercritical CO2-extraction and mass spectrometric characterization of chemical constituents recovered from seagrass

Three types of Zostera marina L. collection were extracted using the supercritical CO2-extraction method. For the purposes of supercritical CO2-extraction, old seagrass ejection on the surf edge, fresh seagrass ejection on the surf edge and seagrass collected in water were used. Several experimental conditions were investigated in the pressure range 50-350 bar, with the used volume of co-solvent ethanol in the amount of 1% in the liquid phase at a temperature in the range of 31-70 degrees C. The most effective extraction conditions are: pressure 250 Bar and temperature 60 degrees C for Z. marina collected in sea water. Z. marina contain various phenolic compounds and sulfated polyphenols with valuable biological activity. Tandem mass-spectrometry (HPLC-ESI-ion trap) was applied to detect target analytes. 77 different biologically active components have been identified in Z. marina supercritical CO2-extracts. 38 polyphenols were identified for the first time in Z. marina

Dracocephalum palmatum S. and Dracocephalum ruyschiana L. originating from Yakutia : a high-resolution mass spectrometric approach for the comprehensive characterization of phenolic compounds

Dracocephalum palmatum S. and Dracocephalum ruyschiana L. contain a large number of target analytes, which are biologically active compounds. High performance liquid chromatography (HPLC) in combination with an ion trap (tandem mass spectrometry) was used to identify target analytes in extracts of D. palmatum S. and D. ruyschiana L. originating from Yakutia. The results of initial studies revealed the presence of 114 compounds, of which 92 were identified for the first time in the genus Dracocephalum. New identified metabolites belonged to 17 classes, including 16 phenolic acids and their conjugates, 18 flavones, 5 flavonols, 2 flavan-3-ols, 1 flavanone, 2 stilbenes, 10 anthocyanins, 1 condensed tannin, 2 lignans, 6 carotenoids, 3 oxylipins, 2 amino acids, 3 sceletium alkaloids, 3 carboxylic acids, 8 fatty acids, 1 sterol, and 3 terpenes, along with 6 miscellaneous compounds. It was shown that extracts of D. palmatum are richer in the spectrum of polyphenolic compounds compared with extracts of D. ruyschiana, according to a study of the presence of these compounds in extracts, based on the results of mass spectrometric studies

Identification and Spatial Distribution of Bioactive Compounds in Seeds Vigna unguiculata (L.) Walp. by Laser Microscopy and Tandem Mass Spectrometry

The research presents a comparative metabolomic study of extracts of Vigna unguiculata seed samples from the collection of the N.I. Vavilov All-Russian Institute of Plant Genetic Resources. Analyzed samples related to different areas of use in agricultural production, belonging to different cultivar groups sesquipedalis (vegetable accessions) and unguiculata (grain accessions). Metabolome analysis was performed by liquid chromatography combined with ion trap mass spectrometry. Substances were localized in seeds using confocal and laser microscopy. As a result, 49 bioactive compounds were identified: flavonols, flavones, flavan-3-ols, anthocyanidin, phenolic acids, amino acids, monocarboxylic acids, aminobenzoic acids, fatty acids, lignans, carotenoid, sapogenins, steroids, etc. Steroidal alkaloids were identified in V. unguiculata seeds for the first time. The seed coat (palisade epidermis and parenchyma) is the richest in phenolic compounds. Comparison of seeds of varieties of different directions of use in terms of the number of bioactive substances identified revealed a significant superiority of vegetable accessions over grain ones in this indicator, 36 compounds were found in samples from cultivar group sesquipedalis, and 24 in unguiculata. The greatest variety of bioactive compounds was found in the vegetable accession k-640 from China

Identification of phenolic constituents in

The purpose of this work was a comparative metabolomic study of extracts of Blueberried honeysuckle Lonicera caerulea L.: №1043-11 (St. Petersburg); №1043-08 (St. Petersburg) №863; (Japan); №860 (Wild Lonicera from Amur river) from the collection of N.I. Vavilov All-Russian Institute of Plant Genetic Resources. To identify target analytes in extracts HPLC was used in combination with a BRUKER DALTONIKS ion trap. The results showed the presence of 82 target analytes corresponding to family Caprifoliaceae. In addition to the reported metabolites, a number of metabolites were newly annotated in Lonicera caerulea L. There were flavonols: Dihydrokaempferol, Rhamnetin I, Rhamnetin II, Taxifolin-3O-glucoside, Mearnsetin-hexoside, Horridin; flavones: Chrysoeriol, Apigenin-O-pentoside, Chrysoeriol-7-Oglucoside; flavanone Naringenin; flavan-3-ols: Catechin, Epicatechin, Biochanin A-7-O-glucoside; essential amino acids: L-Pyroglutamic acid, Tyrosine; polypeptide 5-Oxo-L-propyl-L-isoleucine; sterols: Ergosterol, Fucosterol, Beta-Sitosterin; triterpenoids: Betunolic acid, Oleanoic acid; anabolic steroid Vebonol, indole sesquiterpene alkaloid Sespendole; iridoids: Monotropein, p-Coumaroyl monotropein, p-Coumaroyl monotropein hexoside; Myristoleic acid, etc