Sterol composition and chemotaxonomic considerations in relation to sponges of the genus Xestospongia

Biochemical Systematics and Ecology

Volumn 32, Issue 5, 2004, Pages 469-476

  Gauvin, Anne ^a   Smadja, Jacqueline ^a   Aknin, Maurice ^a   Gaydou, Emile Marcel ^b  

^a UNIVERSITÉ DE LA RÉUNION   (France)

^b AIX MARSEILLE UNIVERSITY   (France)

Author keywords

Chemotaxonomy; GC; GC MS; Indian Ocean; Mayotte; Sponges; Sterols; Xestospongia

Indexed keywords

CHEMOTAXONOMY; SPONGE; STEROL;

INDIAN OCEAN; INDIAN OCEAN ISLANDS; MAYOTTE;

DEMOSPONGIAE; PETROSIIDAE; XESTOSPONGIA;

EID: 1842487467     PISSN: 03051978     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bse.2003.11.007     Document Type: Article

References (17)

1. Bergquist P.R., Hofheinz W., Oesterhelt G. Sterol composition and the classification of the Demospongiae. Biochem. Syst. Ecol. 8:1980;423-435.
2. Bergquist P.R., Lavis A., Cambie R.C. Sterol composition and classification of the porifera. Biochem. Syst. Ecol. 14:1986;105-112.
3. Bergquist P.R., Karuso P., Cambie R.C., Smith J. Sterol composition and classification of the porifera. Biochem. Syst. Ecol. 19:1991;17-24.
4. Brantley S.E., Molinski T.F., Preston C.M., DeLong E.D. Brominated acetylenic fatty acids from Xestospongia sp., a marine sponge-bacteria association. Tetrahedron. 51:1995;7667-7672.
5. Gauvin, A., 1998. Etude de cinq éponges de l'Océan Indien. Contribution chimiotaxonomique - recherche de molecules bioactives. Ph.D. Tthesis, University of Reunion Island, France.
6. Gauvin A., Smadja J., Aknin M., Gaydou E.M. Cyclopropane-containing sterols in the marine sponge Petrosia spheroïda. Comp. Biochem. Physiol. B. 121:1998;451-456.
7. Gauvin A., Smadja J., Aknin M., Gaydou E.M. Isolation of bioactive5α, 8α-epidioxy sterols from the marine sponge Luffariella cf. variabilis. Can. J. Chem. 78:2000;986-992.
8. Gebreyesus T., Stoilov I., Luo F.T., Djerassi C. Minor and trace sterols in marine invertebrates 55. The isolation, structure elucidation and synthesis of ergosta-5,24(28),25-trien-3β-ol. Steroids. 45:1985;447-452.
9. Itoh T., Tani H., Fukushima K., Tamura T., Matsumoto T. Structure-retention relationship of sterols and triterperne alcohols in gas chromatography on a glass capillary column. J. Chromatogr. 234:1982;65-76.
10. Kerr R.G., Kerr S.L., Pettit G.R., Herald D.L., Groy T.L., Djerassi C. Sterols of marine invertebrates. 63. Isolation and structure elucidation of sutinasterol, the major sterol of the marine sponge Xestospongia sp. J. Org. Chem. 56:1991;58-62.
11. Kerr R.G., Kerr S.L., Djerassi C. Biosynthetic studies of marine lipids. 26. Elucidation of the biosynthesis of mutasterol, a sponge sterol with a quaternary carbon in its side chain. J. Org. Chem. 56:1991;63-66.
12. Kokke W.C.M.C., Tarchini C., Stierle D.B., Djerassi C. Isolation, structure elucidation, and partial synthesis of xestosterol, a biosynthetically significant sterol from the sponge Xestospongia muta. J. Org. Chem. 44:1979;3385-3388.
13. Li L.N., Djerassi C. Minor and trace sterols in marine invertebrates. 23. Xestospongesterol and isoxestospongesterol - first examples of quadruple biomethylation of the sterol side chain. J. Am. Chem. Soc. 103:1981;3606-3608.
14. Li L.N., Sjöstrand U., Djerassi C. Minor and trace sterols in marine invertebrates. 19.Isolation, structure elucidation, and partial synthesis of 24-methylene-25-ethylcholesterol (mutasterol): first example of sterol side-chain bioalkylation at position 25. J. Am. Chem. Soc. 103:1981;115-119.
15. Li L.N., Sjöstrand U., Djerassi C. Minor and trace sterols in marine invertebrates. 27.Isolation, structure elucidation, and partial synthesis of 25-methylxestosterol, a new sterol arising from quadruple biomethylation in the side chain. J. Org. Chem. 46:1981;3867-3870.
16. 5,7-nucleus typical of fungi and the 24-alkyl side chain characteristic of plants. Tetrahedron. 43:1987;2213-2222.
17. Zimmerman M.P., Djerassi C. Biosynthetic studies of marine lipids. 34. Stereochemical features of the enzymatic c-methylation on the path to isofucosterol and fucosterol. J. Am. Chem. Soc. 113:1991;3530-3533.