5,6-Dihydropyran derivatives of nor-lupane: synthesis and properties

Авторы: Nemtarev A.V., Ponomaryov D.V., Idrisova R., Anikina L.V., Brel V.K., Tsepaeva O.V., Mironov V.F.
Журнал: Russian Chemical Bulletin
Том: 73
Номер: 8
Год издания: 2024
Издательство: Springer Nature
Местоположение издательства: Switzerland
Первая страница: 2361
Последняя страница: 2369
DOI: 10.1007/s11172-024-4347-y
Аннотация: Using triterpenoid betulin as an example, a convenient method for the synthesis of5,6-dihydropyran derivatives containing a nor-triterpenoid fragment at position 4 wasproposed. The method involves the reaction of lupane triterpenoids with paraformaldehydein dioxane in the presence of sulfuric acid. Approaches to the synthesis of triterpene derivatives of 5,6-dihydropyran-2-one and penta-2,4-dienoic acid were developed based onthe obtained 4-(3,28-diacetoxy-20,29,30-tri-nor-lupan-19-yl)-5,6-dihydrоpyran. Triterpene-substituted penta-2,4-dienoic acid heated with triphenylphosphonium trifl ate formed a quaternary phosphonium salt, which showed cytotoxicity against human cancer cells MCF-7 (breast cancer) and HCT116 (colon cancer) with IC50 4—19 μmol L–1, with its activity against these cell lines being superior to the activity of the comparison drugcamptothecin.
Добавил в систему: Брель Валерий Кузьмич

№	Имя	Описание	Имя файла	Размер	Добавлен
1.	Rus.Chem.Bull._2024_73_8_2361.pdf		Rus.Chem.Bull._2024_73_8_2361.pdf	228,8 КБ	16 октября 2024 [BrelVK]
2.	IMG-20240129-WA0000.jpg		IMG-20240129-WA0000.jpg	183,0 КБ	16 октября 2024 [BrelVK]

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