Collect. Czech. Chem. Commun. 2011, 76, 1487-1527
https://doi.org/10.1135/cccc2011176
Published online 2011-12-16 14:15:30

6-Alkynylpurines bearing electronacceptor substituents: Preparation, reactivity in cycloaddition reactions and cytostatic activity

Martin Křováčeka, Hana Dvořákováb, Ivan Votrubac, Ivana Císařovád and Dalimil Dvořáka,*

a Department of Organic Chemistry, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic
b Laboratory of NMR Spectroscopy, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic
c Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, v.v.i., Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
d Department of Inorganic Chemistry, Charles University in Prague, Hlavova 2030, 128 40 Prague 2, Czech Republic

References

1a. Montgomery J. A., Hewson K.: J. Med. Chem. 1968, 7, 1269.
1b. Hocek M., Holý A., Votruba I., Dvořáková H.: J. Med. Chem. 2000, 43, 1817. <https://doi.org/10.1021/jm991167+>
1c. Hocek M., Holý A., Votruba I., Dvořáková H.: Collect. Czech. Chem. Commun. 2001, 66, 483. <https://doi.org/10.1135/cccc20010483>
2. Hocek M., Nauš P., Pohl R., Votruba I., Furman P. A., Tharnish P. M., Otto M. J.: J. Med. Chem. 2005, 48, 5869. <https://doi.org/10.1021/jm050335x>
3a. Bakkestuen A. K., Gundersen L.-L., Langli G., Liu F., Nolsøe J. M.: J. Bioorg. Med. Chem. Lett. 2000, 10, 1207. <https://doi.org/10.1016/S0960-894X(00)00188-8>
3b. Gundersen L.-L., Nissen-Meyer J., Spilsberg B.: J. Med. Chem. 2002, 45, 1383. <https://doi.org/10.1021/jm0110284>
3c. Bakkestuen A. K., Gundersen L.-L., Utenova B. T.: J. Med. Chem. 2005, 48, 2710. <https://doi.org/10.1021/jm0408924>
4. Hocek M., Votruba I.: Bioorg. Med. Chem. Lett. 2002, 12, 1055. <https://doi.org/10.1016/S0960-894X(02)00077-X>
5. Andersen G., Gundersen L.-L., Nissen-Meyer J., Rise F., Spilsberg B.: Bioorg. Med. Chem. Lett. 2002, 12, 1055.
6. Bråthe A., Gundersen L.-L., Nissen-Meyer J., Rise F., Spilsberg B.: Bioorg. Med. Chem. Lett. 2003, 13, 877. <https://doi.org/10.1016/S0960-894X(03)00011-8>
7a. Tanji K., Higashino T.: Chem. Pharm. Bull. 1988, 36, 1935. <https://doi.org/10.1248/cpb.36.1935>
7b. Kuchař M., Pohl R., Votruba I., Hocek M.: Eur. J. Org. Chem. 2006, 5083. <https://doi.org/10.1002/ejoc.200600545>
8. Elion G. B., Hitchings G. H.: J. Am. Chem. Soc. 1956, 78, 3508. <https://doi.org/10.1021/ja01595a065>
9. McKenzie T. C., Epstein J. W.: J. Org. Chem. 1982, 47, 4881. <https://doi.org/10.1021/jo00146a013>
10. Robins R. K., Godefroi E. F., Tailor E. C., Lewis L. L., Jackson A.: J. Am. Chem. Soc. 1961, 83, 2574. <https://doi.org/10.1021/ja01472a034>
11. Nair V., Richardson S. G.: J. Org. Chem. 1980, 45, 3969. <https://doi.org/10.1021/jo01308a004>
12. Klečka M., Křováček M., Tobrman T., Dvořák D.: Collect. Czech. Chem. Commun. 2010, 75, 313. <https://doi.org/10.1135/cccc2009563>
13. Perkins G. A., Cruz A. O.: J. Am. Chem. Soc. 1927, 49, 517. <https://doi.org/10.1021/ja01401a030>