Synthetic transformation of higher terpenoids 31. Synthesis of 1,2,3-triazolyl-containing furan labdanoids and studies of their cytotoxic activity Full article
| Journal |
Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171 |
||||
|---|---|---|---|---|---|
| Output data | Year: 2013, Volume: 62, Number: 9, Pages: 2046-2055 Pages count : 10 DOI: 10.1007/s11172-013-0297-5 | ||||
| Tags | lambertianic acid; labdanoid alkynes; azides; 1,3-cycloaddition; the Huisgen reaction; tumor cells; cytotoxicity | ||||
| Authors |
|
||||
| Affiliations |
|
Abstract:
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.
Cite:
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
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
ArticleLinkType.TRANSLATED_TO_ORIGINAL:
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
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
Dates:
| Published print: | Sep 1, 2013 |
| Published online: | May 3, 2014 |
Identifiers:
| Web of science | WOS:000335778800015 |
| Scopus | 2-s2.0-84902989220 |
| Elibrary | 23976281 |
| OpenAlex | W1979672436 |