Flavonoid compounds from Artemisia glabella Kar. Et. Kir., synthesis on their basis and biological activity

Flavonoid compounds from Artemisia glabella Kar. Et. Kir., synthesis on their basis and biological activity Научная публикация

Журнал

Химия растительного сырья
ISSN: 1029-5151 , E-ISSN: 1029-5143

Вых. Данные

Год: 2018, Номер: 3, Страницы: 215-222 Страниц : 8 DOI: 10.14258/jcprm.2018033766

Ключевые слова

Amino derivatives; Aminomethylation; Artemisia glabella Kar. et. Kir.; Biological activity; Flavonoid cirsilineol; Mannich reaction

Авторы

Baysarov G.M. ¹ , Zhumatayeva A.R. ¹ , Mukusheva G.K. ¹ , Shul'ts E.E. ² , Seydakhmetova R.B. ¹ , Adekenov S.M. ¹

Организации

1	(Scopus) JSC International Research and Production Holding Phytochemistry, Ul. Gazalieva, 4, Karaganda, 100009, Kazakhstan
2	(Scopus) Novosibirsk Institute of Organic Chemistry, N.N. Vorozhtsov SB RAS, Pr. Acad. Lavrentieva, 9, Novosibirsk, 630090, Russian Federation

As a result of complex chemical processing of medicinal raw materials of Artemisia glabella Kar. et Kir., including CO2 extraction and lactones isolation, we have investigated the chemical composition of flavonoids to select the biologically active ones and carry out modifications on their basis. Two flavonoids pectolinaringenin and cirsilineol have been isolated by partition chromatography from the secondary raw materials of Artemisia glabella Kar. et. Kir. and identified. To obtain new biologically active compounds, we have synthesized new amino derivatives of cirsilineol by the Mannich reaction with secondary amines (piperidine and N-methylpiperazine) in isopropanol with the presence of dimethylaminopyridine. In proton NMR spectrum of the synthesized compounds there are proton signals of the initial cirsilineol fragment; however, there is no N-8 proton signal, besides other signals typical for amines' benzene ring have been observed at 1.53-3.90 ppm. It means that reaction occurred at the C-8 position of carbon in ring A. The synthesized compounds have been studied for various types of biological activity typical for this class, including hepatoprotective and anti-inflammatory activities. Amino derivatives of cirsilineol exhibit a moderate activity against HepG2 cell line, while cirsilineol at a dose of 5 mg/ml expresses a pronounced hepatoprotective activity. Moreover, all samples at a dose of 25 mg/kg show poor anti-inflammatory effects on the model of acute exudative reaction in vivo. © 2018 Altai State University. All rights reserved.

Baysarov G.M. , Zhumatayeva A.R. , Mukusheva G.K. , Shul'ts E.E. , Seydakhmetova R.B. , Adekenov S.M.
Flavonoid compounds from Artemisia glabella Kar. Et. Kir., synthesis on their basis and biological activity

Химия растительного сырья. 2018. N3. P.215-222. DOI: 10.14258/jcprm.2018033766 Scopus РИНЦ

Полный текст от издателя

Опубликована online:

23 мая 2018 г.

Scopus	2-s2.0-85054176082
РИНЦ	35648095
OpenAlex	W2890764470