Synthesis and study of mutagenic properties of lupane triterpenoids containing 1,2,3-triazole fragments in the C-30 position

Chemistry of Natural Compounds

Volumn 49, Issue 4, 2013, Pages 657-664

  Antimonova, A N ^a   Petrenko, N I ^a   Shakirov, M M ^a   Rybalova, T V ^a   Frolova, T S ^b   Shul'ts, E E ^a   Kukina, T P ^a   Sinitsyna, O I ^c   Tolstikov, G A ^a  

^a N N VOROZHTSOV NOVOSIBIRSK INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^b NOVOSIBIRSK STATE UNIVERSITY   (Russian Federation)

^c INSTITUTE OF CYTOLOGY AND GENETICS   (Russian Federation)

Author keywords

1,2,3 triazoles; Ames test; betulin; betulinic acid; Cu catalyzed 1,3 dipolar cycloaddition reaction; XSA

Indexed keywords

EID: 84885855301     PISSN: 00093130     EISSN: 15738388     Source Type: Journal    
DOI: 10.1007/s10600-013-0702-1     Document Type: Article

References (23)

1. T. G. Tolstikova, I. V. Sorokina, G. A. Tolstikov, A. G. Tolstikov, and O. B. Flekhter, Bioorg. Khim., 32, 42 (2006).
2. R.-Y. Kuo, K. Qian, S. L. Morris-Natschke, and K.-H. Lee, Nat. Prod. Res., 26, 1321 (2009).
3. T. Srinivasan, G. K. Srivastava, A. Pathak, S. Batra, K. Raj, K. Singh, S. K. Purib, and B. Kundu, Bioorg. Med. Chem. Lett., 12, 2803 (2002).
4. N. V. Uzenkova, N. I. Petrenko, M. M. Shakirov, E. E. Shul'ts, and G. A. Tolstikov, Khim. Prir. Soedin., 571 (2005).
5. J. Y. Kim, H.-M. Koo, and D. S. H. L. Kim, Bioorg. Med. Chem. Lett., 11, 2405 (2001).
6. M. J. Genin, D. A. Allwine, D. J. Anderson, M. R. Barbachyn, D. E. Emmert, S. A. Garmon, D. R. Graber, K. C. Grega, J. B. Hester, D. K. Hutchinson, J. Morris, R. D. Reischer, C. W. Ford, G. E. Zurenko, J. C. Hamel, R. D. Schaadt, D. Stapert, and B. H. Yagi, J. Med. Chem., 43, 953 (2000).
7. A. H. Banday, A. S. Shameem, B. D. Gupta, and H. M. Sampath Kumar, Steroids, 75, 801 (2010).
8. M. Whiting, J. C. Tripp, Y.-C. Lin, W. Lindstrom, A. J. Olson, J. H. Elder, K. B. Sharpless, and V. V. Fokin, J. Med. Chem., 49, 7697 (2006).
9. F. Arioli, S. Borrelli, F. Colombo, F. Falchi, I. Filippi, E. Crespan, A. Naldini, G. Scalia, A. Silvani, G. Maga, F. Carraro, M. Botta, and D. Passarella, Chem. Med. Chem., 6, 2009 (2011).
10. J. T. Fletcher, M. E. Keeney, and S. E. Walz, Synthesis, 19, 3339 (2010).
11. A. O. Tosic and J. Mattay, Eur. J. Org. Chem., 2, 371 (2011).
12. I. E. Mohamed, M. I. Choudhary, S. Ali, S. Anjum, and Atta-ur-Rahman, Acta Crystallogr., Sect. E: Struct. Rep. Online, 62, o1352 (2006).
13. R. S. Rowland and R. Taylor, J. Phys. Chem., 100, 7384 (1996).
14. A. Patra, S. K. Chaudhuri, and S. K. Panda, J. Nat. Prod., 51, 217 (1988).
15. F. A. Macias, A. M. Simonet, and D. Esteban, Phytochemistry, 36, 1369 (1994).
16. S. Siddiqui, F. Hafeez, S. Begum, and B. S. Siddiqui, J. Nat. Prod., 51, 229 (1988).
17. N. I. Petrenko, N. V. Elantseva, V. Z. Petukhova, M. M. Shakirov, E. E. Shul'ts, and G. A. Tolstikov, Khim. Prir. Soedin., 276 (2002).
18. V. D. Bock, H. Hiemstra, and J. H. van Maarseveen, Eur. J. Org. Chem., No. 1, 51 (2006).
19. D. E. Levin, M. Hollstein, E. A. Christman, E. A. Schweiers, and B. N. Ames, Proc. Natl. Acad. Sci. USA, 79, 7445 (1982).
20. D. E. Levin, M. Hollstein, E. A. Christman, and B. N. Ames, Methods Enzymol., 105, 249 (1984).
21. D. M. Maron and B. N. Ames, Mutat. Res., 113, 173 (1983).
22. D. Hudson, Statistics Lectures II: Maximum Likelihood and Least-Squares Theory, European Organization for Nuclear Research, CERN, Geneva, 1964.
23. L. A. Vasil'eva, Statistical Methods in Biology, Medicine, and Agriculture [in Russian], Institute of Cytology and Genetics, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 2007, 128 pp.