Synthesis and antiproliferative activity of some steroidal lactams

Steroids

Volumn 76, Issue 12, 2011, Pages 1346-1350

  Huang, Yanmin ^a   Cui, Jianguo ^a   Chen, Sijing ^a   Gan, Chunfang ^a   Zhou, Aimin ^b  

^a GUANGXI TEACHERS EDUCATION UNIVERSITY   (China)

^b CLEVELAND STATE UNIVERSITY   (United States)

Author keywords

Antiproliferative activity; Cytotoxicity; Steroidal lactams; Synthesis

Indexed keywords

3 AZA A HOMOCHOLEST 3,6 DIONE; 4 AZA A HOMOCHOLEST 3,6 DIONE; 4 AZA A HOMOCHOLEST 3,6 DIONE 6 SEMICARBAZONE; 4 AZA A HOMOCHOLEST 3,6 DIONE 6 THIOSEMICARBAZONE; 6 HYDROXIMINO 3 AZA A HOMOCHOLEST 3 ONE; 6 HYDROXIMINO 4 AZA A HOMOCHOLEST 3 ONE; 6 HYDROXY 3 AZA A HOMOCHOLEST 3 ONE; 6 HYDROXY 4 AZA A HOMOCHOLEST 3 ONE; ANTINEOPLASTIC AGENT; CISPLATIN; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BECKMANN REARRANGEMENT; CELL VIABILITY; CONTROLLED STUDY; CYTOTOXICITY; DRUG SYNTHESIS; FEMALE; HELA CELL; HUMAN; HUMAN CELL; IC 50; LIVER CARCINOMA; POLYMERIZATION; STOMACH CARCINOMA; TREATMENT OUTCOME; UTERINE CERVIX CARCINOMA;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CHOLESTEROL; HELA CELLS; HUMANS; LACTAMS; OXIDATION-REDUCTION; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 80052738661     PISSN: 0039128X     EISSN: 18785867     Source Type: Journal    
DOI: 10.1016/j.steroids.2011.06.013     Document Type: Article

References (20)

1. D. Festi, M. Montagnani, F. Azzaroli, F. Lodato, G. Mazzella, and A. Roda Clinical efficacy and effectiveness of ursodeoxycholic acid in cholestatic liver diseases Curr Clin Pharmacol 2 2 2007 155 177 (Pubitemid 46813424)
2. G.O. Ifere, E. Barr, A. Equan, K. Gordon, U.P. Singh, and J. Chaudhary Differential effects of cholesterol and phytosterols on cell proliferation, apoptosis and expression of a prostate specific gene in prostate cancer cell lines Cancer Detect Prev 32 4 2009 319 328
3. C.Y. Duha, I.W. Loa, S.K. Wang, and C.F. Dai New cytotoxic steroids from the soft coral Clavularia viridis Steroids 72 2007 573 579
4. I.O. Malika, and S. Maurice Recent advances in thiasteroids chemistry Steroids 71 2006 1025 1044
5. R.H. James Steroids: partial synthesis in medicinal chemistry Nat Prod Rep 23 2006 100 107
6. S.J. Chen, J.G. Cui, Y. Li, and L.H. Fan Recent advance of steroidal hydrazone with biological activities Chin J Org Chem 31 2 2011 187 192
7. X.J. Zhang, J.G. Cui, Y. Li, and S.J. Chen Recent advance in steroidal oximes with biological activity Chin J Org Chem 30 5 2010 655 661
8. P. Javier, R. Miriam, P. Vanessa, A. Beatriz, R. Jaime, and S. Nélida Synthesis and evaluation of new 6-hydroximinosteroid analogs as cytotoxic agents Bioorg Med Chem 15 2007 4722 4740
9. E.F. Mohamed, A.E. Gamal, F.E. Emad, M.R. Hanaa, and A.T. Mohamed Novel modified steroid derivatives of androstanolone as chemotherapeutic anti-cancer agents Eur J Med Chem 44 2009 3936 3946
10. B. Dominique, E.K. Laïla, C. Monique, S. Walae, K. Mohamed, and R. Christos Synthesis of bile acid derivatives and in vitro cytotoxic activity with pro-apoptotic process on multiple myeloma (KMS-11), glioblastoma multiforme (GBM), and colonic carcinoma (HCT-116) human cell lines Eur J Med Chem 45 2010 2912 2918
11. J.G. Cui, L. Fan, L.L. Huang, H.L. Liu, and A.M. Zhou Synthesis and evaluation of some steroidal oximes as cytotoxic agents: structure/activity studies (I) Steroids 74 1 2009 62 72
12. J.G. Cui, L. Fan, Y.M. Huang, Y. Xin, and A.M. Zhou Synthesis and evaluation of some steroidal oximes as cytotoxic agents: structure/activity studies (II) Steroids 74 12 2009 989 995
13. K. Venetia, M. Eleftheria, I. Zafiroula, M. Dionysios, F. Manolis, and K. Anna A new approach for evaluating in vivo anti-leukemic activity using the SCE assay: an application on three newly synthesised anti-tumour steroidal esters Mutat Res 535 2003 79 86
14. T.P.T. Dimitrios Hybrid aza-steroid alkylators in the treatment of colon cancer Cancer Lett 243 2006 202 210
15. M.K. Natalija, S.B. Mira, Ž. Željko, D.P. Mirjana, D.J. Zorica, and D.P. Vladimir Synthesis of some steroidal oximes, lactams, thiolactams and their anti-tumor activities Steroids 72 2007 406 414 (Pubitemid 46604829)
16. I.K. Anna, A.F. Manolis, S.A. Evagelia, P. Athanasios, N.P. George, and S.N. Sotiris Design, synthesis, and in vivo evaluation of the antileukemic activity of six new alkylating steroidal esters Bioorg Med Chem 16 2008 5207 5215
17. T.P.T. Dimitrios, D.G. George, K. Catherine, P. Athanasios, K. Panayiotis, and C. Charalambos A d-homo-aza-androsterone alkylator in the treatment of breast cancer Breast Cancer Res Treat 97 2006 17 31
18. Y.M. Huang, S.J. Chen, J.G. Cui, C.F. Gan, Z.P. Liu, and Y.L. Wei Synthesis and cytotoxicity of A-homo-lactam derivatives of cholic acid and 7-deoxycholic acid Steroids 76 2011 690 694
19. Y.M. Huang, J.G. Cui, Z.G. Zhong, C.F. Gan, W.Y. Zhang, and H.C. Song Synthesis and cytotoxicity of 17a-Aza-d-homo-androster-17-one derivatives Bioorg Med Chem Lett 21 2011 3641 3643
20. J.G. Cui, C.F. Gan, and L. Fan 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 Instrum Anal 27 2008 523 526 [in Chinese]