1α,3β,5β-trihydroxy-24-methylenecholestan-6-one: A novel steroid from a soft coral Sinularia gibberosa

Steroids

Volumn 68, Issue 4, 2003, Pages 377-381

  Ahmed, Atallah F ^a,b   Dai, Chang Feng ^c   Kuo, Yao Haur ^d   Sheu, Jyh Horng ^a  

^a NATIONAL SUN YAT SEN UNIVERSITY   (Taiwan)

^b MANSOURA UNIVERSITY   (Egypt)

^c NATIONAL TAIWAN UNIVERSITY   (Taiwan)

^d NATIONAL RESEARCH INSTITUTE OF CHINESE MEDICINE   (Taiwan)

Author keywords

1 ,3 ,5 Trihydroxy 24 methylenecholestan 6 one; Cytotoxicity; Gibberoketosterol; Sinularia gibberosa; Soft coral

Indexed keywords

1ALPHA,3BETA,5BETA TRIHYDROXY 24 METHYLENECHOLESTAN 6 ONE; CHOLESTANE DERIVATIVE; UNCLASSIFIED DRUG; ANTINEOPLASTIC AGENT;

ARTICLE; CANCER GROWTH; CHEMICAL STRUCTURE; CORAL; CYTOTOXICITY; DRUG ISOLATION; NUCLEAR OVERHAUSER EFFECT; SINULARIA GIBBEROSA; STEREOCHEMISTRY; ANIMAL; ANTHOZOA; CHEMISTRY; ISOLATION AND PURIFICATION; MOUSE; NUCLEAR MAGNETIC RESONANCE; STEREOISOMERISM; TUMOR CELL LINE;

ALCYONACEA; ANTHOZOA; SINULARIA; SINULARIA GIBBEROSA;

ANIMALS; ANTHOZOA; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CHOLESTANONES; MICE; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; STEREOISOMERISM;

EID: 0038102459     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0039-128X(03)00036-9     Document Type: Article

References (15)

1. Faulkner D.J. Marine natural products. Nat. Prod. Rep. 18:2001;1-49. [and previous reports of this series].
2. Kazlauskas R., Murphy P.T., Ravi B.N., Sanders R.L., Wells R.J. Spermidine derivatives and 9,11-secosteroids from a soft coral (Sinularia sp.). Aust. J. Chem. 35:1982;69-75.
3. Gunatilaka A.A.L., Gopichand Y., Francis J.S., Djerassi C.J. Minor and trace sterols in marine invertebrates. 26. Isolation and structure elucidation of nine new 5α,8α-epidioxy sterols from four marine organisms. J. Org. Chem. 46:1981;3860-3866.
4. Su J., Yu X., Zeng L. Novel polyhydroxylated sterols from the soft Sinularia numerosa. J. Nat. Prod. 52:1989;934-940.
5. Li R., Huang Z., Long K. Two polyhydroxylated steroids from the soft coral Sinularia microclavata. Steroids. 57:1992;3-6.
6. Sheu J.-H., Chang K.-C., Duh C.-Y. A cytotoxic 5α,8α-epidioxysterol from a soft coral Sinularia species. J. Nat. Prod. 63:2000;149-151.
7. Anjaneyulu A.S.R., Sagar K.S., Venugopal M.J.R.V. Terpenoid and steroid constituents of the Indian Ocean soft coral Sinularia maxima. Tetrahedron. 51:1995;10997-101010.
8. Sheu J.-H., Chang K.-C., Sung P.-J., Duh C.-Y., Shen Y.-C. Chemical constituents of a Formosan soft coral Sinularia sp. J. Chin. Chem. Soc. 46:1999;253-257.
9. Alley M.C., Scudiero D.A., Monks A., Hursey M.L., Czerwinski M.J., Fine D.L.et al. Feasibility of drug screening with panels of human tumor cell lines using a microculture tetrazolium assay. Cancer Res. 48:1988;589-601.
10. Scudiero D.A., Shoemaker R.H., Paull K.D., Monks A., Tierney S., Nofziger T.H.et al. Evaluation of a soluble tetrazolium/formazan assay for cell growth and drug sensitivity in culture using human and other tumor cell lines. Cancer Res. 48:1988;4827-4833.
11. Demarco P.V., Farkas E., Doddrell D., Mylari B.L., Wenkert E. Pyridine-induced solvent shifts in the nuclear magnetic resonance spectra of hydoxylic compounds. Am. Chem. Soc. 90:1968;5480-5486.
12. Findlay J.A., Patil A.D. Novel sterols from the finger sponge Haliclona oculata. Can. J. Chem. 63:1985;2406-2410.
13. Guerriero A., D'Ambrosio M., Pietra F. Pteridines, sterols, and indole derivatives from the lithistid sponge Corallistes undulates of the Coral sea. J. Nat. Prod. 56:1993;1962-1970.
14. Iguchi K., Saitoh S., Yamada Y. Novel 19-oxygenated sterols from the Okinawan soft coral Litophyton viridis. Chem. Pharm. Bull. 37:1989;2553-2554.
15. Abraham W.-R., Schmeda-Hirschmann G. (24S)-3β-hydroxy-ergost-5-en-6-one from Cyttaria johowii. Photochemistry. 36:1994;456-461.