Stereoselective synthesis of bis-steroidal pyrazine derivatives

Natural Product Research

Volumn 21, Issue 2, 2007, Pages 91-99

  Nawasreh, M ^a  

^a AL BALQA APPLIED UNIVERSITY   (Jordan)

Author keywords

12 hydroxy 12 hydroxymethyl bis steroidal pyrazine 11; Bis steroidal pyrazine, 12 hydroxy 12 hydroxymethyl bis steroidal pyrazine 10; Cephalostatin 1; Dastereomers

Indexed keywords

12' ALPHA ACETOXY 12 ONE BIS STEROIDAL PYRAZINE; 12' ALPHA HYDROXY 12 METHYLENE BIS STEROIDAL PYRAZINE; 12' ALPHA HYDROXY 12ALPHA HYDROXYMETHYL BIS STEROIDAL PYRAZINE; 12' ALPHA HYDROXY 12BETA HYDROXYMETHYL BIS STEROIDAL PYRAZINE; 12' ALPHA HYDROXYKETONE; ANTINEOPLASTIC AGENT; BIS STEROIDAL PYRAZINE DERIVATIVE; CEPHALOSTATIN; PYRAZINE DERIVATIVE; UNCLASSIFIED DRUG; CEPHALOSTATIN I; PHENAZINE DERIVATIVE; SPIRO COMPOUND; STEROID;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CONTROLLED STUDY; DIASTEREOISOMER; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; STEREOCHEMISTRY; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

MODELS, CHEMICAL; MOLECULAR STRUCTURE; PHENAZINES; PYRAZINES; SPIRO COMPOUNDS; STEREOISOMERISM; STEROIDS;

EID: 34250615070     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786410500059243     Document Type: Article

References (24)

1. Pettit, GR, Ichihara, Y., Williams, M. and Boyd, M. (1994) Can. J. Chem., 72, p. 2260.
2. Pettit, GR, Xu, JP, Schmidt, JM and Boyd, MR (1995) Bioorg. and Med. Chem. Lett., 5:17, p. 2027.
3. Pettit, GR, Inoue, M., Kamano, Y., Dufresne, C., Christie, M., Niven, M. and Herald, DL (1988) J. Chem. Soc., Chem. Comm., 13, pp. 865-867.
4. Pettit, GR, Tau, R., Xu, JP, Ichihara, Y., Williams, MD and Boyd, MR (1998) J. Nat. Prod., 61, pp. 955-958.
5. Nawasreh, M. and Winterfeldt, E. (2003) Curr. Org. Chem., 7:7, pp. 649-658.
6. Nawasreh, M. (2000)Hannover Univ., Dissertation
7. Monesi, V. (1965) Exp. Cell Res., 39:1, pp. 197-224.
8. Uzman, BG, Foley, GE, Farber, S. and Lazarus, H. (1966) Cancer., 19:11, pp. 1725-1742.
9. Gallagher, R., Collins, S., Trujillo, J., McCredie, K., Ahearn, M., Tsai, S., Metzgar, R., Aulakh, G., Ting, R., Ruscetti, F. and Gallo, R. (1979) Blood., 54:3, pp. 713-733.
10. Conti, P., Reale, M., Angeletti, PU and Dinarello, CA (1988) Int. J. Immunopharmacol., 10:8, pp. 907-911.
11. Matsuoka, Y., Moore, GE, Yagi, Y. and Pressman, D. (1967) Proc. Soc. Exp. Biol. Med., 125:4, pp. 1246-1250.
12. Giard (1973) J. Natl. Cancer Inst., 51, pp. 1417-1423.
13. Lieber (1976) Int. J. Cancer, 17, pp. 62-70.
14. Gross (1985) Cancer Res., 48, pp. 291-296.
15. Mickey (1980) Models for Prostate Cancer. R. Alan Liss, pp. 67-84.
16. Soule, HD, Vazguez, J., Long, A., Albert, S. and Brennan, M. (1973) J. Natl. Cancer Inst., 51:5, pp. 1409-1416.
17. (1988) Am. J. Pathol., 132, pp. 192-198.
18. (1989) Am. J. Pathol., 135, pp. 439-445.
19. Beckwith (1990) J. Natl. Cancer Inst., 82, pp. 501-509.
20. (1994) Int. J. Oncol., 4, pp. 1089-1095.
21. (1996) Leukemia, 10, pp. 142-149.
22. Baesler, S., Brunck, A., Jautelat, R. and Winterfeldt, E. (2000) Helv. Chem. Acta, 83, pp. 1854-1879.
23. Nawasreh, M. Chemo-Regio and Stereoselectivity of F-Ring Opening Reactions in the Cephalostatin Series. (submitted to the European Journal of Organic Chemistry in 2007)
24. Nawasreh, M. Diastereomeric Effect of Some Functional Groups on Biological Activity of Certain Cephalostatin Analogues