Synthesis of deuterium-labeled (24R)-methyl brassinosteroids

Journal of Labelled Compounds and Radiopharmaceuticals

Volumn 54, Issue 6, 2011, Pages 332-336

  Khripach, Vladimir A ^a   Zhabinskii, Vladimir N ^a   Gulyakevich, Olga V ^a   Ermolovich, Yurii V ^a   Konstantinova, Olga V ^a  

^a INSTITUTE OF BIOORGANIC CHEMISTRY   (Belarus)

Author keywords

brassinosteroids; epibrassinolide; epicastasterone; episecasterol; episecasterone

Indexed keywords

ALUMINUM; BIOSYNTHESIS; CHAINS; LITHIUM;

BIOSYNTHETIC PRECURSORS; BRASSINOSTEROIDS; EPIBRASSINOLIDE; EPICASTASTERONE; EPISECASTEROL; EPISECASTERONE; LABELINGS; REDUCTIVE TRANSFORMATIONS; SIDE-CHAINS;

DEUTERIUM;

24 METHY B HOMO 5ALPHA CHOLESTAN 6 ON 2ALPHA,3ALPHA,22,23 TETRAOL 22,23 TETRAACETATE [26 2 H3]; 24 METHYL 3ALPHA,5 CHOLESTAN 6 ON 22,23 DIOL DIACETATE [26 2 H3]; 24 METHYL 5ALPHA CHOLEST 2 EN 6 ON 22,23 DIOL DIACETATE [26 2 H3]; 24 METHYL 5ALPHA CHOLEST 2 EN 6 ON 22,23 DIOL [26 2 H3]; 24 METHYL 5ALPHA CHOLESTAN 6 ON 2ALPHA,3ALPHA,22,23 TETRAOL 22,23 DIACETATE [26 2 H3]; 24 METHYL 5ALPHA CHOLESTAN 6 ON 2ALPHA,3ALPHA,22,23 TETRAOL TETRAACETATE [26 2 H3]; 24 METHYLCHOLEST 5 EN 3BETA,22,23 TRIOL 22,23 DIACETATE [26 2 H3]; 6BETA METHOXY 3ALPHA,5 CYCLO 24 METHYL 5ALPHA CHOLEST 22 ENE [26 2 H3]; 6BETA METHOXY 3ALPHA,5 CYCLO 24 METHYL 5ALPHA CHOLEST 22,23 DIOL DIACETATE [26 2 H3]; 6BETA METHOXY 3ALPHA,5 CYCLO 24 METHYL 5ALPHA CHOLEST 22,23 DIOL [26 2 H3]; BRASSINOSTEROID; CARBETHOXY GROUP; DEUTERIUM; EPIBRASSINOLIDE [26 2 H3]; EPICASTERONE [26 2 H3]; FUNCTIONAL GROUPS CONTAINING OXYGEN; METHYL GROUP; METHYLBRASSINOSTEROID; SECASTEROL [26 2 H3]; UNCLASSIFIED DRUG;

ARTICLE; DRUG PURITY; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 79959702259     PISSN: 03624803     EISSN: 10991344     Source Type: Journal    
DOI: 10.1002/jlcr.1874     Document Type: Article

References (19)

1. V. A. Khripach, V. N. Zhabinskii, A. de Groot, Brassinosteroids. A New Class of Plant Hormones, Academic Press, San Diego, 1999.
2. N. Ikekawa, Y. J. Zhao, in Brassinosteroids: Chemistry, Bioactivity and Applications. ACS Symposium Series, Vol. 474 (Eds:, H. G. Cutler, T. Yokota, G. Adam,), American Chemical Society, Washington, Dc, 1991, pp. 280.
3. T. C. McMorris, P. A. Patil, J. Org. Chem. 1993, 58, 2338.
4. V. A. Khripach, V. N. Zhabinskii, V. K. Olkhovik, G. I. Ivanova, E. V. Zhernosek, A. I. Kotyatkina, Russ. J. Org. Chem. 1994, 30, 1735.
5. V. Khripach, V. Zhabinskii, A. de Groot, Ann. Bot. 2000, 86, 441.
6. V. A. Khripach, V. N. Zhabinskii, N. B. Khripach, in Brassinosteroids (Eds:, S. Hayat, A. Ahmad,), Kluwer Academic Publishers, Dordrecht, 2003, pp. 189.
7. V. Khripach, K. Altsivanovich, V. Zhabinskii, M. Samusevich, U.S. Patent 6998397, 2006.
8. J. Malíková, J. Swaczynová, Z. Kolář, M. Strnad, Phytochemistry 2008, 69, 418.
9. J. Oklestkova, L. Hoffmannová, J. Steigerová, L. Kohout, Z. Kolar, M. Strnad, PCT Int. Appl. WO 2009024103 A2 2008000097, 2009.
10. V. A. Khripach, N. B. Khripach, V. N. Zhabinskii, Y. Y. Zhiburtovich, B. Schneider, A. de Groot, J. Label. Compd. Radiopharm. 2007, 50, 1153.
11. V. A. Khripach, V. N. Zhabinskii, O. V. Konstantinova, A. P. Antonchick, B. Schneider, Steroids 2002, 67, 587.
12. V. A. Khripach, V. N. Zhabinskii, A. P. Antonchick, O. V. Konstantinova, B. Schneider, Steroids 2002, 67, 1101.
13. A. P. Antonchick, B. Schneider, V. N. Zhabinskii, O. V. Konstantinova, V. A. Khripach, Phytochemistry 2003, 63, 771.
14. A. Antonchick, A. Svatoš, B. Schneider, O. V. Konstantinova, V. N. Zhabinskii, V. A. Khripach, Phytochemistry 2005, 66, 65.
15. A. P. Antonchick, A. Svatoš, O. V. Konstantinova, V. N. Zhabinskii, V. A. Khripach, B. Schneider, Z. Naturforsch. 2006, 61b, 1039.
16. V. A. Khripach, V. N. Zhabinskii, Chem. Rec. 2007, 7, 265.
17. V. A. Khripach, V. N. Zhabinskii, O. V. Konstantinova, N. B. Khripach, A. P. Antonchick, B. Schneider, Steroids 2002, 67, 597.
18. V. A. Khripach, V. N. Zhabinskii, O. V. Gulyakevich, O. V. Konstantinova, A. Y. Misharin, A. R. Mekhtiev, V. P. Timofeev, Y. V. Tkachev, Russ. J. Bioorg. Chem. 2010, 36, 746.
19. A. Friebe, A. Volz, J. Schmidt, B. Voigt, G. Adam, H. Schnabl, Phytochemistry 1999, 52, 1607.