Synthetic transformation of higher terpenoids 31. Synthesis of 1,2,3-triazolyl-containing furan labdanoids and studies of their cytotoxic activity

Synthetic transformation of higher terpenoids 31. Synthesis of 1,2,3-triazolyl-containing furan labdanoids and studies of their cytotoxic activity Научная публикация

Журнал

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Вых. Данные

Год: 2013, Том: 62, Номер: 9, Страницы: 2046-2055 Страниц : 10 DOI: 10.1007/s11172-013-0297-5

Ключевые слова

lambertianic acid; labdanoid alkynes; azides; 1,3-cycloaddition; the Huisgen reaction; tumor cells; cytotoxicity

Авторы

Kharitonov Yu V. ¹ , Shul'ts E.E. ¹ , Shakirov M.M. ¹ , Pokrovskii M.A. ² , Pokrovskii A.G. ² , Tolstikov G.A. ¹

Организации

1	(Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

16-(1-R-1,2,3-Triazol-4-ylethyl)-, 16-(1-R-1,2,3-triazol-4-ylmethoxymethyl)-, and 16-{2-(1-R-1,2,3-triazol-4-yl)-1-[(1-R-1,2,3-triazol-4-ylmethoxy)ethyl]}-substituted derivatives of methyl lambertianate were synthesized by 1,3-cycloaddition of labdanoid alkynes with azides. The compounds obtained possess considerable cytotoxicity toward the human tumor cell lines CEM-13, MT-4, and U-937. The most active compound, methyl 16-(2-{2-[(1-benzyl-1H-1,2,3-triazol-4-yl)acetyl]furan-3-yl}ethyl)lambertianate, was found to inhibit the viability of the tumor cells by 50% (CCID50) in the concentration of 7-12 mu mol L-1.

Kharitonov Y.V. , Shul'ts E.E. , Shakirov M.M. , Pokrovskii M.A. , Pokrovskii A.G. , Tolstikov G.A.
Synthetic transformation of higher terpenoids 31. Synthesis of 1,2,3-triazolyl-containing furan labdanoids and studies of their cytotoxic activity
Russian Chemical Bulletin. 2013. V.62. N9. P.2046-2055. DOI: 10.1007/s11172-013-0297-5 WOS Scopus РИНЦ

Харитонов Ю.В. , Шульц Э.Э. , Шакиров М.М. , Покровский М.А. , Покровский А.Г. , Толстиков Г.А.
Синтетические трансформации высших терпеноидов. cообщение 31. синтез 1,2,3-триазолилсодержащих фуранолабданоидов и изучение их цитотоксической активности
Известия Академии наук. Серия химическая.(RUSS CHEM B+). 2013. №9. С.2046. РИНЦ

Опубликована в печати:	1 сент. 2013 г.
Опубликована online:	3 мая 2014 г.

Web of science	WOS:000335778800015
Scopus	2-s2.0-84902989220
РИНЦ	23976281
OpenAlex	W1979672436