vedomostiregmedРегуляторные исследования и экспертиза лекарственных средствRegulatory Research and Medicine Evaluation3034-30623034-3453Federal State Budgetary Institution ‘Scientific Centre for Expert Evaluation of Medicinal Products’ of the Ministry of Health of the Russian Federation (FSBI ‘SCEEMP’)10.30895/1991-2919-2022-12-1-56-64vedomostiregmed-411Research ArticleГлавная тема: Спектральные методы анализа в экспертизе лекарственных средствMAIN TOPIC: SPECTROSCOPIC METHODS USED IN MEDICINE EVALUATIONПрименение спектральных методов анализа для установления структуры индивидуальных вторичных метаболитов, выделенных из надземной части хохлатки крупноприцветниковойThe Use of Spectroscopic Methods for Structural Elucidation of Individual Secondary Metabolites Isolated from the Aerial Parts of Corydalis bracteatahttps://orcid.org/0000-0002-5985-5156ТопорковаВ. И.ToporkovaV. I.

Топоркова Валерия Игоревна

ул. Проф. Попова, д. 14а, Санкт-Петербург, 197376

Valeria I. Toporkova

14A, Prof. Popov St., Saint Petersburg 197376

toporkova.valeriya@pharminnotech.comhttps://orcid.org/0000-0003-4879-9336ПонкратоваА. О.PonkratovaA. O.

Понкратова Анастасия Олеговна

ул. Проф. Попова, д. 14а, Санкт-Петербург, 197376

Anastasiia O. Ponkratova

14A, Prof. Popov St., Saint Petersburg 197376

anastasiya.ponkratova@yandex.ruhttps://orcid.org/0000-0002-4847-5924УэйлиА. К.WhaleyA. K.

Уэйли Андрей Кеннет

ул. Проф. Попова, д. 14а, Санкт-Петербург, 197376

Andrei K. Whaley

14A, Prof. Popov St., Saint Petersburg 197376

9968639@gmail.comhttps://orcid.org/0000-0002-6312-2027ЛужанинВ. Г.LuzhaninV. G.

Лужанин Владимир Геннадьевич, кандидат биологических наук

ул. Екатерининская, д. 110, Пермь, 614990

Vladimir G. Luzhanin, Cand. Sci. (Biol.)

101, Ekaterininskaya St., Perm 614990

vladimir.luzhanin@pharminnotech.comhttps://orcid.org/0000-0002-9706-9850ГончаровМ. Ю.GoncharovM. U.

Гончаров Михаил Юрьевич, доктор биологических наук

ул. Проф. Попова, д. 14а, Санкт-Петербург, 197376

Mikhail Yu. Goncharov, Dr. Sci. (Biol.) 

14A, Prof. Popov St., Saint Petersburg 197376

mikhail.goncharov@pharminnotech.comФедеральное государственное бюджетное образовательное учреждение высшего образования «Санкт-Петербургский государственный химико-фармацевтический университет» Министерства здравоохранения Российской ФедерацииРоссияSt. Petersburg State Chemical Pharmaceutical UniversityRussian FederationФедеральное государственное бюджетное образовательное учреждение высшего образования «Санкт-Петербургский государственный химико-фармацевтический университет» Министерства здравоохранения Российской ФедерацииРоссияSt. Petersburg State Chemical Pharmaceutical UniversityRussian FederationФедеральное государственное бюджетное образовательное учреждение высшего образования «Пермская государственная фармацевтическая академия» Министерства здравоохранения Российской ФедерацииРоссияPerm State Pharmaceutical AcademyRussian Federation2022210220221215664Copyright © Топоркова В.И., Понкратова А.О., Уэйли А.К., Лужанин В.Г., Гончаров М.Ю., 20222022Топоркова В.И., Понкратова А.О., Уэйли А.К., Лужанин В.Г., Гончаров М.Ю.Toporkova V.I., Ponkratova A.O., Whaley A.K., Luzhanin V.G., Goncharov M.U.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://www.vedomostincesmp.ru/jour/article/view/411

Растения рода Corydalis (Papaveraceae) широко используются в восточной медицине и отличаются богатым содержанием биологически активных веществ. Один из представителей рода во флоре России — хохлатка крупноприцветниковая (Corydalis bracteata (Steph. ex Willd.) Pers.) распространена на территории Западной и Восточной Сибири, однако ее химический состав недостаточно изучен.

Цель работы

Цель работы: проведение фитохимического анализа травы хохлатки крупноприцветниковой (Corydalis bracteata (Steph. ex Willd.) Pers.) путем выделения в индивидуальном виде и определения структуры основных вторичных метаболитов современными хроматографическими методами анализа и ЯМР-спектроскопией.

Материалы и методы

Материалы и методы: высушенная надземная часть культивируемого растения C. bracteata. Выделение индивидуальных соединений осуществлялось методом колоночной хроматографии на открытых стеклянных колонках с сорбентами различной селективности — Dianion® HP-20 (Supelco) и Sephadex® LH-20 (GE Healthcare), а также методом препаративной ВЭЖХ на колонке Kromasil® C18 с детектированием при 235 нм. В качестве элюента использовали смеси вода– ацетонитрил в соотношениях от 5:95 до 50:50 по объему с добавлением 0,1% трифторуксусной кислоты. Анализ фракций перед объединением проводили методом высокоэффективной тонкослойной хроматографии на пластинках Silica gel 60 F254 (Merck). Анализ растворов полученных индивидуальных соединений проводили методом ВЭЖХ на приборе Prominence LC-20 (Shimadzu) с колонкой SUPELCOSIL™ LC-18 и детектированием при 235 и 280 нм. Структуры выделенных индивидуальных соединений устанавливали методами одномерной и двумерной ЯМР-спектроскопии на приборе Bruker Avance III 400 МГц.

Результаты

Результаты: из надземной части С. bracteata выделены и охарактеризованы четыре индивидуальных соединения: алкалоид изохинолинового ряда  — коптизин, флавоноиды  — рутин, кверцетин-3-О-β-D-глюкопиранозид и кемпферол-3-О-β-D-глюкопиранозид.

Выводы

Выводы: при проведении фитохимического анализа надземной части хохлатки крупноприцветниковой впервые были выделены соединения как алкалоидной, так и флавоноидной природы, структура которых была доказана с помощью ЯМР-спектроскопии. C. bracteata следует рассматривать в качестве перспективного потенциального источника биологически активных веществ.

Plants of the Corydalis (Papaveraceae) genus are widely used in oriental medicine and are known for their particularly rich content of biologically active substances. One of the species encountered in Russia, the large-flowered corydalis (Corydalis bracteata (Steph. ex Willd.) Pers.), is widespread in Western and Eastern Siberia, but none the less its chemical composition has not been properly studied yet.

The aim of the study was to perform phytochemical analysis of Corydalis bracteata herb through isolation of the main secondary metabolites and elucidation of their structure, using modern chromatographic methods of analysis and NMR spectroscopy.

Materials and methods

Materials and methods: the analysis was performed for dried aerial parts of C. bracteata. The isolation of individual compounds was performed using open-column chromatography and glass columns packed with sorbents with different selectivity characteristics— Dianion® HP-20 (Supelco) and Sephadex® LH-20 (GE Healthcare)—as well as preparative-scale chromatography with a Kromasil® C18 column and detection at 235 nm. Water and acetonitrile mixed in the ratios 5:95–50:50 v/v with the addition of 0.1% trifluoroacetic acid were used as the eluents. The analysis of fractions before pooling was performed by high-performance thin-layer chromatography with Silica gel 60 F254 plates (Merck). The analysis of the individual compound solutions was performed by HPLC using a Prominence LC-20 (Shimadzu) instrument, a SUPELCOSIL™ LC-18 column, and detection at 235 nm. The structures of the isolated individual compounds were elucidated by one- and two-dimensional NMR spectroscopy using a Bruker Avance III 400 MHz NMR spectrometer.

Results

Results: four individual compounds from the С. bracteata aerial parts were isolated and analysed: an isoquinoline alkaloid— coptisine (1) and three flavonoids—rutin (2), quercetin-3-O-β-D-glucopyranoside (3), and kaempferol-3-O-β-D-glucopyranoside (4).

Conclusions

Conclusions: as a result of the phytochemical analysis of the С. bracteata aerial parts, compounds of both alkaloid and flavonoid nature were isolated for the first time, and their structures were elucidated using NMR spectroscopy. С. bracteata should be considered as a promising potential source of biologically active substances.

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The authors declare that there are no conflicts of interest present.