N6-SUBSTITUTED ADENOSINES. CYTOKININ AND ANTITUMOR ACTIVITIES.

Autor: Kolyachkina, Svetlana V., Tararov, Vitali I., Alexeev, Cyril S., Krivosheev, Dmitry M., Romanov, Georgy A., Stepanova, Evgenia V., Solomko, Eliso S., Inshakov, Andrey N., Mikhailov, Sergey N.
Předmět:
Zdroj: Collection of Czechoslovak Chemical Communications; 2011, Vol. 76 Issue 11, p1361-1378, 18p, 2 Diagrams, 3 Charts, 2 Graphs
Abstrakt: A series of N6-adenosine derivatives were synthesized by alkylation of N6-acetyl-2′,3′,5′-tri- O-acetyladenosine (1) with alkyl halides and alcohols. It was shown that propargyl derivative 2a is a good substrate for copper(I) catalyzed Huisgen [3+2] cycloaddition with azides. This click-reaction can be used for preparation of the libraries of 1,2,3-triazolyl modified adenosines. Biological activities of N6-adenosines were studied in two plant and six human cancer cell assays. The remarkable parallel between cytokinin and cytotoxic activities was found. The most cytokinin active compounds 3c-3e at the same time appeared to be the most potent cytotoxic agents. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index