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Natural product sciences v.10 no.6, 2004년, pp.253 - 261  

Bioactive Metabolites from the Brittle Star Ophioplocus japonicus

Wang, Wei-Hong    (College of Pharmacy, Pusan National University   ); Hong, Jong-Ki    (Basic Science Institute   ); Lee, Chong-Ok    (Korea Research Institute of Chemical Technology   ); Cho, Hee-Young    (Korea Research Institute of Chemical Technology   ); Shin, Sook    (Sahmyook University   ); Jung, Jee-H.    (College of Pharmacy, Pusan National University  );
  • 초록

    Ten terpenes (1-10), two sterols (11 and 12), and two unusual phenylpropanoids (13 and 14) were isolated from the brittle star Ophioplocus japonicus (Family Ophiuridae). Their structures were identified by analyses of the spectral data and by comparison with the literature data. The terpenes (1-10) and phenylpropanoids (13 and 14) are first encountered in brittle stars. These compounds were evaluated for cytotoxicity against a small panel of human solid tumor cell lines. Compounds 6-10 and 14 displayed moderate to significant cytotoxicity. The compounds were evaluated for antibacterial activity against 20 clinically isolated strains. Compound 5 exhibited antibacterial activities against three Streptococcus and three Staphylococcus strains.


  • 주제어

    brittle star .   Ophioplocus japonicus .   cytotoxicity .   antibacterial activity.  

  • 참고문헌 (27)

    1. Koenig, G. M., Wright, A D., Sticher, O., Angerhofer, C K., Pezzuto, J. M. Biological activities of selected marine natural products. Planta Med. 60(6), 532-537 (1994) 
    2. Liu, S., Sjoevall, J., Griffiths, W. J. Neurosteroids in rat brain: extraction, isolation, and analysis by nanoscale liquid chromatography-electrospray mass spectrometry. Anal. Chem. 75(21), 5835-5846 (2003) 
    3. Suzuki, M., Kurosawa, E., Furusaki, A. Constituents of marine plants. 73. The structure and absolute stereochemistry of a halogenated chamigrene derivative from the red alga Laurencia species. Bull. Chem. Soc. Jpn. 61(9), 3371-3373 (1988) 
    4. Riccio, R, D'Auria, M. V., Minale, L. Unusual sulfated marine steroids from the ophiuroid Ophioderma longicaudum. Tetrahedron 41(24), 6041-6046 (1985) 
    5. Vairappan, C. S., Suzuki, M., Abe, T., Masuda, M. Halogenated metabolites with antibacterial activity from the Okinawan Laurencia species. Phytochemistry, 58(3), 517-523 (2001) 
    6. Amico, V., Oriente, G., Piattelli, M., Tringali, C., Fattorusso, E., Magno, S., Mayol, L. Diterpenes based on the dolabellane skeleton from Dictyota dichotoma. Tetrahedron 36(10), 14091414 (1980) 
    7. Hickman, C P, Roberts, C. S., Hickman, F. M. Integrated Principles of Zoology. $7^{th}$ edition. Times MirrorlMosby College Publishing, U. S. A, pp. 476(1984) 
    8. Argandona, V. H., San-Martin, A, Rovirosa, J. Halogenated sesquiterpenes pacifenol and pacifenol derivatives on the aphid Schizaphis graminum. Phytochemistry 32(5), 1159-1161 (1993) 
    9. Bouaicha, N., Tringali, C, Pesando, D., Mallea, M., Roussakis, C, Verbist, J. F. Bioactive diterpenoids isolated from Dilophus ligulatus. Planta Med. 59(3), 256-258 (1993) 
    10. Ivanchina, N. V., Kicha, A A, Kalinovsky, A I., Dmitrenok, P S., Stonik, V. A Hemolytic steroid disulfates from the Far Eastern starfish Pteraster pulvillus. J. Nat, Prod. 66(2), 298301 (2003) 
    11. McPhail, K. L., Davies-Coleman, M. T., Copley, ReB., Eggleston, D. S. New halogenated sesquiterpenes from South African specimens of the circumtropical sea hare Aplysia dactylomela, J. Nat. Prod. 62(12), 1618-1623 (1999) 
    12. D'Auria, M. V., Minael, L., Riccio, R., Uriarte, E. Dehy droophioxanthin, a new acetylenic carotenoid sulfate from the ophiuroid Ophiocomina nigra. J. Nat. Prod. 54(2), 606-608 (1991) 
    13. Maier, M. S., Araya, E., Seldes, A M. Sulfated polyhy droxysteroids from the antarctic ophiuroid Gorgonocephalus chilensis. Molecules (Electronic Publication) 5(3), 348-349 (2000) 
    14. Kapustina, I. I., Ponomarenko, L. P, Moiseenko, O. P, Stonik, V. A Free and sulfated sterols of two far-east Leptasterias starfish. Chem. Nat. Compo 37(6), 515-519 (2001) 
    15. Minale, L. Riccio, R Constituents of the digestive gland of the molluscs of the genus Aplysia. 1. Novel diterpenes from Aplysia depilans. Tetrahedron Lett. 31, 2711-2714 (1976) 
    16. Strott, C. A., Higashi, Y Cholesterol sulfate in human physiology: What's it all about? J. Lipid Res. 44(7), 1268-1278 (2003) 
    17. Fedorov, S. N., Levina, E. V., Kalinovsky, A I., Dmitrenok, P S., Stonik, V. A Sulfated steroids from Pacific brittle stars Ophiopholis aculeata, Ophiura sarsi, and Stegophiura brachiactis. J. Nat. Prod. 57(12),1631-1637 (1994) 
    18. Jongaramruong, J, Blackman, A J, Skelton, B. W, White, A H. Chemical relationships between the sea hare Aplysia parvula and the red seaweed Laurencia filifonnis from Tasmania. Aust. J. Chem. 55(4), 275-280 (2002) 
    19. Roccatagliata, A. J., Maier, M. S., Seldes, A. M., Pujol, C. A., Damonte, E. B. Antiviral sulfated steroids from the ophiuroid Ophioplocus januarii. J. Nat. Prod. 59(9), 887-889 (1996) 
    20. Minale, L., Riccio, R, Zollo, F. Structural studies on chemical constituents of echinoderms. Stud. Nat. Prod. Chem. 15, 43110 (1995) 
    21. De Rosa, S., De Stefano, S., Zavodnik, N. Chemical studies of North Adriatic seaweeds. Part 2. Hydroazulenoid diterpenes from the brown alga Dictyota dichotoma var. implexa. Phytochemistry 25(9), 2179-2181 (1986) 
    22. Lee, S., Williams, G. A, Brown, G. D. Tribenzylbutyrolactones and dibenzyldiphenyl-4,5,6,7-tetrahydrobenzofuranones from Kyrtuthrix maatlans. J. Nat. Prod. 61(1), 29-33 (1998) 
    23. Finer, J., Clardy, J, Fenical, W, Minale, L., Riccio, R, Battaile, J., Kirkup, M., Moore, R E. Structures of dictyodia1 and dictyolactone, unusual marine diterpenoids. J Org. Chem. 44(12), 2044-2047 (1979) 
    24. Ryu, G., Park, S. H., Choi, B. W., Lee, N. H., Hwang, H. J., Ryu, S. Y, Lee, B. H. Cytotoxic actlVlt1es of brominated sesquiterpenes from the red alga Laurencia okamurae. Nat. Prod. Sci. 8(3), 103-107 (2002)     
    25. D' Auria, M. V., Gomez-Paloma, L., Minale, L., Riccio, R, Zampella, A On the composition of sulfated polyhydroxysteroids in some ophiuroids and the structure determination of six new constituents. J Nat. Prod. 58(2), 189-196 (1995) 
    26. Midland, S. L., Wing, R M., Sims, J. J. New crenulides from the sea hare, Aplysia vaccaria. J. Org. Chon. 48(11), 1906-1909 (1983) 
    27. Kimura, J, Kamada, N., Tsujimoto, Y. Fourteen charnigrane derivatives from a red alga, Laurencia nidifica. Bull. Chern. Soc. Jpn. 72(2), 289-292 (1999) 

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