Synthesis and evaluation of some steroidal oximes as cytotoxic agents: Structure/activity studies (II)

Steroids

Volumn 74, Issue 12, 2009, Pages 989-995

  Cui, Jianguo ^a   Fan, Lei ^a   Huang, Yanmin ^a   Xin, Yi ^b   Zhou, Aimin ^b  

^a GUANGXI TEACHERS EDUCATION UNIVERSITY   (China)

^b CLEVELAND STATE UNIVERSITY   (United States)

Author keywords

Antiproliferative activity; Cytotoxicity; Steroidal oximes; Synthesis

Indexed keywords

24 ETHYLCHOLEST 22 EN 3,6 DIONE; 24 ETHYLCHOLEST 3,6 DIONE; 3 HYDROXY 24 ETHYLCHOLEST 22 EN 6 ONE; 3BETA HYDROXYCHOLEST 6 ONE; CHOLEST 3,6 DIONE; CYTOTOXIC AGENT; DIHYDROXIMINOCHOLESTANE; HYDROXIMINO 24 ETHYLCHOLEST 22 EN 3 ONE; HYDROXIMINO 24 ETHYLCHOLEST 22 EN 3BETA OL; HYDROXIMINO 24 ETHYLCHOLEST 22 EN 6 ONE; HYDROXIMINO 24 ETHYLCHOLEST 6 ONE; HYDROXIMINOCHOLEST 3 ONE; HYDROXIMINOCHOLEST 3BETA OL; HYDROXIMINOCHOLEST 6 OL; HYDROXIMINOCHOLEST 6 ONE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; CANCER CELL; CONTROLLED STUDY; CYTOTOXICITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; STRUCTURE ACTIVITY RELATION;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL SURVIVAL; HUMANS; OXIMES; STEROIDS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 69949160120     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2009.07.009     Document Type: Article

References (11)

1. Rodríguez J., Nuňez L., Pexinho S., and Jiménez C. Isolation and synthesis of the first natural 6-hydroximino-4-en-3-one steroids from the sponges Cinachyrella spp. Tetrahedron Lett 38 (1997) 1833-1836
2. Xiao D.J., Peng X.D., Deng S.Z., Ma W.Z., and Wu H.M. Structure elucidation of (3E)-cholest-4-en-3,6-dione-3-oxime in marine sponge Cinachyrella australiensis from the south china sea. Chin J Org Chem 25 (2005) 1606-1609
3. Deive N., Rodríguez J., and Jiménez C. Synthesis of cytotoxic 6E-hydroximino-4-ene steroids: structure/activity studies. J Med Chem 44 (2001) 2612-2618
4. Jindal D.P., Chattopadhaya R., Guleria S., and Gupta R. Synthesis and antineoplastic activity of 2-alkylaminoethyl derivatives of various steroidal oximes. Euro J Med Chem 38 (2003) 1025-1034
5. Krstića N.M., Bjelaković M.S., Zižakb Z., Pavlovic M.D., Juranić Z.D., and Pavlović V.D. Synthesis of some steroidal oximes, lactams, thiolactams and their antitumor activities. Steroids 72 (2007) 406-414
6. Poza J., Rega M., Paz V., Alonso B., Rodríguez J., Salvador N., et al. Synthesis and evaluation of new 6-hydroximinosteroid analogues as cytotoxic agents. Bioorg Med Chem 15 (2007) 4722-4740
7. Cui J.G., Huang L.L., Fan L., and Zhou A.M. A facile and efficient synthesis of some (6E)-hydroximino-4-en-3-one steroids, steroidal oximes from Cinachyrella spp. Sponges. Steroids 73 (2008) 252-256
8. Cui J.G., Fan L., Huang L.L., Liu H.L., and Zhou A.M. Synthesis and evaluation of some steroidal oximes as cytotoxic agents: structure/activity studies (I). Steroids 74 (2009) 62-72
9. Cui J.G., Zeng L.M., and Su J.Y. Synthesis of some polyhydroxysterols and investigation of relationship between their structure and cytotoxicity. Chem J Chin Univ 21 (2000) 1399-1404 (Chinese)
10. Cui J.G., Gan C.F., and Fan L. NMR spectral characteristic and conformation analysis of (3E)-cholest-4-en-3,6-dione-3-oxime and (6E)-cholest-4-en-3,6-dione-6-oxime. J Instru Anal 27 (2008) 523-526 (Chinese)
11. 5-3-ols using pyridinium chlorochromate. Synth Commun 26 (1996) 225-230