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Synthetic Transformations of Higher Terpenoids. 43. Synthesis and Cytotoxic Properties of New Lambertianic Acid Derivatives at the Carboxylic Group Научная публикация

Журнал Chemistry of Natural Compounds
ISSN: 0009-3130 , E-ISSN: 1573-8388
Вых. Данные Год: 2023, Номер: 6, Страницы: 936–947 Страниц : DOI: 10.1007/s10600-023-04206-1
Ключевые слова diterpenoids, lambertianic acid, amides, cytotoxicity
Авторы Kharitonov Yu.V. 1 , Antipova V.I. 1 , Marenina M.K. 1 , Meshkova Yu.V. 1 , Tolstikova T.G. 1 , Shults E.E. 1
Организации
1 Новосибирский институт органической химии им. Н.Н. Ворожцова СО РАН

Реферат: Lambertianic acid was selectively transformed at the carboxylic group. Synthetic methods for natural labdanoids, i.e., lambertianic acid methyl ester and lambertianol, were proposed. New N-containing diterpenoid derivatives with alkyl(aryl)amide, dialkylamide, hydrazide, N-hydroxycarbamoyl, and nitrile groups in the C-4 position of the labdane skeleton were synthesized via reactions of lambertianic acid chloride with aliphatic and aromatic amines, amino acids, hydrazine, and hydroxylamine. Compounds with higher cytotoxicity than lambertianic acid against MCF-7, HeLa, and HepG2 (MTT assay) human tumor cell lines were obtained. The IC50 value of the most active lambertianic acid N-hydroxycarbamoyl derivative was 15 μM (selectivity index >7).
Библиографическая ссылка: Kharitonov Y.V. , Antipova V.I. , Marenina M.K. , Meshkova Y.V. , Tolstikova T.G. , Shults E.E.
Synthetic Transformations of Higher Terpenoids. 43. Synthesis and Cytotoxic Properties of New Lambertianic Acid Derivatives at the Carboxylic Group
Chemistry of Natural Compounds. 2023. №6. С.936–947. DOI: 10.1007/s10600-023-04206-1 WOS РИНЦ OpenAlex
Даты:
Поступила в редакцию: 14 мая 2023 г.
Опубликована в печати: 9 нояб. 2023 г.
Идентификаторы БД:
Web of science: WOS:001101620600009
РИНЦ: 65305473
OpenAlex: W4388524597
Цитирование в БД:
БД Цитирований
OpenAlex 2
Web of science 3
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