Brominated aliphatic hydrocarbons and sterols from the sponge Xestospongia testudinaria with their bioactivities

Chemistry and Physics of Lipids

Volumn 164, Issue 7, 2011, Pages 703-706

  Zhou, Xuefeng ^a   Lu, Yanan ^b   Lin, Xiuping ^a   Yang, Bin ^a   Yang, Xianwen ^a   Liu, Yonghong ^a  

^a SOUTH CHINA SEA INSTITUTE OF OCEANOLOGY   (China)

^b AGRO ENVIRONMENTAL PROTECTION INSTITUTE   (China)

Author keywords

Anti acetylcholinesterase; Brominated aliphatic hydrocarbons; Mutafuran H; Sterols; Toxicity; Xestospongia testudinaria

Indexed keywords

ALIPHATIC HYDROCARBON; CHOLINESTERASE INHIBITOR; STEROL;

ANIMAL EXPERIMENT; ARTEMIA; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; ENZYME ACTIVITY; HETERONUCLEAR MULTIPLE BOND CORRELATION; HETERONUCLEAR SINGLE QUANTUM COHERENCE; NONHUMAN; NUCLEAR OVERHAUSER EFFECT; PRIORITY JOURNAL; XESTOSPONGIA;

ACETYLCHOLINESTERASE; ANIMALS; ARTEMIA; CHOLINESTERASE INHIBITORS; HYDROCARBONS, BROMINATED; LARVA; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR CONFORMATION; STEROLS; XESTOSPONGIA;

ARTEMIA SALINA; XESTOSPONGIA;

EID: 80053188629     PISSN: 00093084     EISSN: 18732941     Source Type: Journal    
DOI: 10.1016/j.chemphyslip.2011.08.002     Document Type: Article

References (25)

1. S.E. Brantley, T.F. Molinski, C.M. Preston, and E.F. DeLong Brominated acetylenic fatty acids from Xestospongia sp., a marine spongebacteria association Tetrahedron 51 1995 7667 7672
2. M.L. Bourguet-Kondracki, M.T. Rakotoarisoa, M.T. Martin, and M. Guyot Bioactive bromopolyacetylenes from the marine sponge Xestospongia testudinaria Tetrahedron Lett. 33 1992 225 226
3. S. Clough, M.E. Raggatt, T.J. Simpson, C.L. Willis, A. Whiting, and S.K. Wrigley Structure elucidation and synthesis of (4S,5S,6Z,8E)-5-hydroxydeca-6,8- dien-4-olide[(S,S)-sapinofuranone B] - a novel gamma-lactone metabolite of Acremonium strictum J. Chem. Soc. Perkin Trans. 1 2000 2475 2481 (Pubitemid 35290737)
4. G.L. Ellman, K.D. Courtney, V. Andres, and R.M. Featherstone A new and rapid colorimetric determination of acetylcholinesterase activity Biochem. Pharmacol. 7 1961 88 95
5. M. Guyot, D. Davoust, and C. Belaud Hydroperoxy-24 vinyl-24 cholesterol, nouvel hydroperoxyde naturel isole de deux tuniciers: phallusia mamillata et ciona intestinalis Tetrahedron Lett. 23 1982 1905 1906
6. P.J. Houghton, Y. Ren, and M.J. Howes Acetylcholinesterase inhibitors from plants and fungi Nat. Prod. Rep. 23 2006 181 199
7. W. Jiang, D. Liu, Z. Deng, N.J. de Voogd, P. Proksch, and W. Lin Brominated polyunsaturated lipids and their stereochemistry from the Chinese marine sponge Xestospongia testudinaria Tetrahedron 67 2011 58 68
8. T. Kato, B. Frei, M. Heinrich, and O. Sticher Antibacterial hydroperoxysterols from Xanthosoma robustum Phytochemistry 41 1996 1191 1195
9. P.B. Key, and M.H. Fulton Correlation between 96-h mortality and 24-h acetylcholinesterase inhibition in three grass shrimp larval life stages Ecotoxicol. Environ. Saf. 63 2006 389 392
10. P. Kumar, S.V. Naidu, and P. Gupta Efficient total synthesis of sapinofuranone B J. Org. Chem. 70 2005 2843 2846
11. M. Kobayashi, F. Kanda, C.V.L. Rao, S.M.D. Kumar, D.V. Rao, and C.B. Rao Marine sterols XIX. Polyhydroxysterols of the soft corals of the Andaman and Nicobar Coasts. (3). Isolation and structures of five new C28 polyhydroxysterols from two Sclerophytum sp. soft corals Chem. Pharm. Bull. 39 1991 297 300
12. A. Marston, J. Kissling, and K. Hostettmann A rapid TLC bioautographic method for the detection of acetylcholinesterase and butyrylcholinesterase inhibitors in plants Phytochem. Anal. 13 2002 51 54 (Pubitemid 34126614)
13. B.I. Morinaka, C.K. Skepper, and T.F. Molinski Ene-yne tetrahydrofurans from the sponge Xestospongia muta, exploiting a weak CD effect for assignment of configuration Org. Lett. 9 2007 1975 1978
14. S. Ortlepp, M. Sjogren, M. Dahlstrom, H. Weber, R. Ebel, R. Edrada, C. Thoms, P. Schupp, L. Bohlin, and P. Proksch Antifouling activity of bromotyrosine-derived sponge metabolites and synthetic analogues Mar. Biotechnol. 9 2007 776 785 (Pubitemid 350215813)
15. A.D. Patil, W.C. Kokke, S. Cochran, T.A. Francis, T. Tomszek, and J.W. Westley Brominated polyacetylenic acids from the marine sponge Xestospongia muta: inhibitors of HIV protease J. Nat. Prod. 55 1992 1170 1177
16. V.J. Paul, and R. Ritson-Williams Marine chemical ecology Nat. Prod. Rep. 25 2008 662 695
17. M. Pohanka, K. Musilek, and K. Kuca Progress of biosensors based on cholinesterase inhibition Curr. Med. Chem. 16 2009 1790 1798
18. P. Proksch, R.A. Edrada, and R. Ebel Drugs from the seas - current status and microbiological implications Appl. Microbiol. Biotechnol. 59 2002 125 134 (Pubitemid 34756951)
19. I. Rubinstein, L.J. Goad, A.D.H. Clague, and L.J. Mulheirn The 220 MHz NMR spectra of phytosterols Phytochemistry 15 1976 195 200
20. Y.H. Sheu, G.H. Wang, P.J. Sung, Y.H. Chiu, and C.Y. Duh Cytotoxic sterols from the formosan brown alga turbinaria ornata Planta Med. 63 1997 571 572
21. P.J. Sung, M.R. Lin, J.J. Chen, S.F. Lin, Y.C. Wu, T.L. Hwang, and L.S. Fang Hydroperoxysterols from the tunicate Eudistoma sp Chem. Pharm. Bull. 55 2007 666 668
22. V.L. Teixeira, J.P. Barbosa, F.D. Rocha, M.A.C. Kaplan, P.J. Houghton, and R.C. Pereira Hydroperoxysterols from the Brazilian brown seaweeds Dictyopteris justii and Spatoglossum schroederi (Dictyotales): a defensive strategy against herbivory Nat. Prod. Commun. 1 2006 293 297
23. T. Tsukamoto, Y. Ishikawa, and M. Miyazawa Larvicidal and adulticidal activity of alkylphthalide derivatives from rhizome of Cnidium officinale against Drosophila melanogaster J. Agric. Food Chem. 53 2005 5549 5553 (Pubitemid 41022444)
24. P. Williams, A. Sorribas, and M.J. Howes Natural products as a source of Alzheimer's drug leads Nat. Prod. Rep. 28 2011 48 77
25. X. Zhou, T. Xu, X.W. Yang, R. Huang, B. Yang, L. Tang, and Y. Liu Chemical and biological aspects of marine sponges of the genus Xestospongia Chem. Biodivers. 7 2010 2201 2227