Synthesis and cytotoxic analysis of some disodium 3β,6β-dihydroxysterol disulfates

Steroids

Volumn 74, Issue 13-14, 2009, Pages 1057-1060

  Cui, Jianguo ^a   Wang, Hui ^a   Huang, Yanmin ^a   Xin, Yi ^b   Zhou, Aimin ^b  

^a GUANGXI TEACHERS EDUCATION UNIVERSITY   (China)

^b CLEVELAND STATE UNIVERSITY   (United States)

Author keywords

Antineoplastic activity; Biological activity; Disodium 3 ,6 dihydroxysterol disulfates; Synthesis

Indexed keywords

ANTINEOPLASTIC AGENT; DISODIUM 24 ETHYL 3BETA,6BETA DIHYDROXYCHOLEST 22 ENE DISULFATE; DISODIUM 24 ETHYL 3BETA,6BETA DIHYDROXYCHOLESTANE DISULFATE; DISODIUM 3BETA,6BETA DIHYDROXY 5ALPHA CHOLESTANE DISULFATE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CYTOTOXICITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LIVER CARCINOMA; LUNG CARCINOMA; OVARY CARCINOMA; OXIDATION; PROSTATE CARCINOMA;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL PROLIFERATION; CELL SURVIVAL; CHOLESTANOLS; CHOLESTEROL; DRUG DESIGN; HUMANS; NEOPLASMS;

EID: 70350567768     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2009.08.006     Document Type: Article

References (21)

1. Blunt J.W., Copp B.R., Hu W.P., Munro M.H.G., Northcote P.T., and Prinsep M.P. Marine natural products. Nat Prod Rep 24 (2007) 31-86
2. Blunt J.W., Copp B.R., Munro M.H.G., Northcote P.T., and Prinsep M.P. Marine natural products. Nat Prod Rep 22 (2005) 15-61
3. Faulkner D.J. Marine natural product. Nat Prod Rep 18 (2001) 1-49
4. Huang S.F., Cui J.G., Liu Z.P., and Gan C.F. Recent Progresses in natural sulfated polyhydroxysteroids from marine organism and their bioactivity. Tianran Chanwu Yanjiu Yu Kaifa (Chinese) 18 (2006) 681-685
5. Han L.D., Cui J.G., and Huang C.S. Bioactive polyhydroxy sterols and their sapogenins for marine organisms. Youji Huaxue (Chinese) 23 (2003) 305-311
6. McKee T.C., Cardellina J.H., Riccio R., D'Auria M.V., Iorizzi M., Minale L., et al. HIV-inhibitory natural products, 11. Comparative studies of sulfated sterols from marine invertebrates. J Med Chem 37 (1994) 793-797
7. Lerch M.L., and Faulkner D.J. Unusual polyoxygenated sterols from a Philippines sponge Xestospongia sp. Tetrahedron 57 (2001) 4091-4094
8. Rudi A., Yosief T.M., Loya S., Hizi A., Schleyer M., Kashman Y., et al. A novel anti-HIV-1 RT sulfated sterol gorm the sponge Clathria Species. J Nat Prod 64 (2001) 1451-1453
9. Qureshi A., and Faulkner D.J. Haplosamates A and B: new steroidal sulfamate esters form two sponges. Tetrahedron 55 (1999) 8323
10. Fu X., Schmitz F.J., Lee R.H., Papkoff J.S., and Slate D.L. Inhibition of protein tyrosine kinase pp60v-src: sterol sulfates from the brittle star Ophiarachna incrassata. J Nat Prod 57 (1994) 1591-1594
11. Roccatagliata A.J., Maier M.S., and Seldes A.M. New sulfated polyhydroxysteroids from the Antarctic ophiuroid Astrotoma agassizii. J Nat Prod 61 (1998) 370-374
12. Ivanchina N.V., Kicha A.A., Kalinovsky A.I., Dmitrenok P.S., Stonik V.A., Riguera R., et al. Hemolytic polar steroidal constituents of the starfish Asteropecten latespinosus. J Nat Prod 63 (2000) 1178
13. Yang S.W., Alexei B., Chan T.M., Michelle S., Jean L., Shirley A.P., et al. A new sterol sulfate, Sch 572423, from a marine sponge, Topsentia sp. Bioorg Med Chem Lett 13 (2003) 1791-1794
14. Comin M.J., Maier M.S., Roccatagliata A.J., Pujol C.A., and Damonte E.B. Evaluation of the antiviral activity of natural sulfated polyhydroxysteroids and their synthetic derivatives and analogs. Steroids 64 (1999) 335-340
15. Santos G.A., Garrido M., Ana P., Pujol C.A., Damonte E.B., and Maier M.S. Synthesis and antiviral activity of sulfated and acetylated derivatives of 2,3-dihydroxy-5-cholestane. Steroids 68 (2003) 125-132
16. Oishi T., Tsuchikawa H., Murata M., Yoshida M., and Morisawa M. Synthesis and identification of an endogenous sperm activating and attracting factor isolated from eggs of the ascidian Ciona intestinalis; an example of nanomolar-level structure elucidation of novel natural compound. Tetrahedron 60 (2004) 6971-6980
17. Levina E.V., Andriyaschenko P.V., Kalinovsky A.I., and Stonik V.A. New ophuroid-type steroids form the starfish Pteraster tesselatu. J Nat Prod 61 (1998) 1423
18. Arnostova L.M., Pouzar V., and Drasar P. Synthesis of the sulfates derived from 5-cholestane-3,6-diol. Steroids 57 (1992) 233-235
19. Wang H., Cui J.G., and Huang L.L. Synthesis of disodium 3β,6β-dihydroxystigmast-22-ene disulfate. Huaxue Shiji 29 (2007) 566-568
20. Wang H., Cui J.G., and Huang L.L. Synthesis of disodium 3β,6β-dihydroxystigmast-22-ene disulfate. Huagong Jishu Yu Kaifa (Chinese) 36 9 (2007) 1-3
21. 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 (Chin) 21 (2000) 1399-1404