テオネラ・スウィンホエイ

Theonella swinhoei
分類
界 : 動物界 Animalia
門 : 海綿動物門 Porifera
綱 : 普通海綿綱 Demospongiae
目 : 石海綿目 Lithistida
科 : Theonellidae
属 : テオネラ属 Theonella
種 : T. swinhoei
学名
Theonella swinhoei
Gray, 1868

テオネラ・スウィンホエイ (Theonella swinhoei) は、石海綿目に属するカイメンの一種。1868年にジョン・エドワード・グレイによって記載された。この時の標本は台湾からロバート・スウィンホウが大英博物館に送ったもので、種小名は彼への献名である[1]。テオネラ属のタイプ種であり、インド太平洋に広く分布する[2]。

本種からは、異常アミノ酸を多く含むポリペプチド、ポリセオナミド (Polytheonamide) が発見されている。この物質は、細胞膜機能を阻害することによる細胞毒性を示す[3]。

ポリセオナミドの他にも、環状ペプチドを始めとする数多くの生理活性物質が本種から単離されている[4][5]。これらの化合物の真の生産者はT. swinhoeiの共生微生物であると考えられている[6]。

年 文献
テオネラステロールA〜K theonellasterol A-K 1981, 2011 [7][8]
コニカステロールA〜K conicasterol A-K 1981, 2011 [7][8]
スウィンホリドA〜J swinholide A-J 1985, 1990, [9][10]
ミサキノリドA（ビステオネリドA） misakinolide A (bistheonellide A) 1986 [11]
ビステオネリドB〜C bistheonellide B-C 1987, 1992 [12][13]
テオネラジンA〜D theonelladin A-D 1989 [14]
テオネラミドF theonellamide F 1989 [15]
オンナミドA onnamide A 1989 [16]
シクロテオナミドA〜E cyclotheonamide A-E 1990, 1995 [17][18]
テオネラペプトリドIa〜VI theonellapeptolide Ia-VI 1991 [19]
モツポリン（ノジュラリン-V） motuporin (nodularin-V) 1992 [20]
テオペデリンA〜F theopederin A-F 1992, 1999 [21][22]
ポリセオナミドA〜C polytheonamide A-C 1994 [23]
テオネグラミド theonegramide 1994 [24]
テオネラミドA〜E theonellamide A-E 1995 [25]
スウィンホステロールA〜C swinhosterol A-C 1997 [26]
テオパラウアミド theopalauamide 1998 [27]
シクロリチスチドA cyclolithistide A 1998 [28]
プセウドテオナミドA〜D pseudotheonamide A-D 1999 [29]
バランガミドA〜D barangamide A-D 1999 [30]
コシカミドA1〜F koshikamide A-F 1999, 2008, 2010 [31]
パプアミドA〜D papuamide A-D 1999 [32]
リソプラスマニルイノシトール1〜2 lysoplasmanylinositol 1-2 2001
ナガハミドA nagahamide AA 2002
スウィンホエイアミドA swinhoeiamide A 2002
ビツンゴリドA〜F bitungolide A-F 2002
アウラントシドG〜I aurantoside G-I 2005
テオパプアミドA theopapuamide A 2006
フルガドリドA hurghadolide A 2006
イソモツポリンA〜D isomotuporin A-D 2007
パルトリドA〜C paltolide A-C 2010
ペルタミドC（ムトレムダミドA） perthamide C (mutremdamide A) 2009
ペルタミドD〜F perthamide D-F 2011
ソロナミドA〜B solomonamide A-B 2011
マライタステロールA malaitasterol A 2011

脚注

  1. ^ Gray, J.E. (1868). “Note on Theonella, a New Genus of Coralloid Sponges from Formosa.”. Proceedings of the Zoological Society of London: 565-566. http://biostor.org/reference/60865. 
  2. ^ van Soest, R. (2012). Theonella swinhoei Gray, 1868. In: Van Soest, R.W.M, Boury-Esnault, N., Hooper, J.N.A., Rützler, K, de Voogd, N.J., Alvarez de Glasby, B., Hajdu, E., Pisera, A.B., Manconi, R., Schoenberg, C., Janussen, D., Tabachnick, K.R., Klautau, M., Picton, B., Kelly, M., Vacelet, J., Dohrmann, M. (2012) World Porifera database. Accessed through: World Register of Marine Species at http://www.marinespecies.org/aphia.php?p=taxdetails&id=171264 on 2012-09-24
  3. ^ 老木 成稔,村松 郁延,松永 茂樹,伏谷 伸宏 (1997). “イオンチャネル形成毒 : 海綿由来ペプチドpolytheonamide B”. 日本薬理学雑誌 110: 195-198. doi:10.1254/fpj.110.supplement_195. 
  4. ^ D’Auria, M.V.; Zampella, A.; Zollo, F. (2002). “The Chemistry of Lithistid Sponge: A Spectacular Source of New Metabolites”. In Atta-ur-Rahman. Bioactive Natural Products. Amsterdam, The Netherlands: Elsevier. pp. 1175–1258. doi:10.1016/S1572-5995(02)80027-8. PMC 3280575. PMID 22363244 
  5. ^ Winder P. L.; Pomponi, S. A.; Wright, A. E. (2011). “Natural Products from the Lithistida: A Review of the Literature since 2000”. Mar. Drugs 9 (12): 2643-2682. doi:10.3390/md9122643. 
  6. ^ E. W. Schmidt, A. Y. Obraztsova, S. K. Davidson, D. J. Faulkner and M. G. Haygood (2000). “Identification of the antifungal peptide-containing symbiont of the marine sponge Theonella swinhoei as a novel δ-proteobacterium, “Candidatus Entotheonella palauensis””. Mar. Biol. 136 (6): 969-977. doi:10.1007/s002270000273. 
  7. ^ a b Kho, E.; Imagawa, D. K.; Rohmer, M.; Kashman, Y.; Djerassi, C.; (1981). “Sterols in marine invertebrates. 22. Isolation and structure elucidation of conicasterol and theonellasterol, two new 4-methylene sterols from the Red Sea sponges Theonella conica and Theonella swinhoei”. J. Org. Chem. 46 (9): 1836–1839. doi:10.1021/jo00322a019. 
  8. ^ a b De Marino S, Ummarino R, D'Auria MV, Chini MG, Bifulco G, Renga B, D'Amore C, Fiorucci S, Debitus C, Zampella A (2011). Theonellasterols and conicasterols from Theonella swinhoei. Novel marine natural ligands for human nuclear receptors. 54. pp. 3065-3075. doi:10.1021/jm200169t. PMID 21428459. 
  9. ^ Carmely, S.; Kashman, Y. (1985). “Structure of swinholide-a, a new macrolide from the marine sponge Theonella swinhoei”. Tetrahedron Lett. 26 (4): 511–514. doi:10.1016/S0040-4039(00)61925-1. 
  10. ^ Kobayashi M, Tanaka J, Katori T, Kitagawa I (1990). “Marine natural products. XXIII. Three new cytotoxic dimeric macrolides, swinholides B and C and isoswinholide A, congeners of swinholide A, from the Okinawan marine sponge Theonella swinhoei”. Chem. Pharm. Bull. 38 (11): 2960-2966. NAID 110003628195. PMID 2085878. 
  11. ^ Sakai, R.; Higa, T.; Kashman, Y. (1986). “Misakinolide-A, an antitumor macrolide from the marine sponge Theonella sp.”. Chem. Lett. 15 (9): 1499–1502. doi:10.1246/cl.1986.1499. 
  12. ^ Kato, Y.; Fusetani, N.; Matsunaga, S.; Hashimoto, K.; Sakai, R.; Higa, T.; Kashman, Y. (1987). “Antitumor macrodiolides isolated from a marine spongeTheonella sp.: Structure revision of misakinolide A”. Tetrahedron Lett. 28 (49): 6225–6228. doi:10.1016/S0040-4039(00)61853-1. 
  13. ^ Kobayashi, J.; Tsukamoto, S.; Tanabe, A.; Sasaki, T.; Ishibashi, M. (1992). “New Congeners of Bistheonellides from Okinawan Marine Sponges of the Genus Theonella”. ChemInform 23 (2). doi:10.1002/chin.199202336. 
  14. ^ Kobayashi, J.; Murayama, T.; Ohizumi, Y.; Sasaki, T.; Ohta, T.; Nozoe, S. (1989). “Theonelladins A ∼ D, novel antineoplastic pyridine alkaloids from the Okinawan marine sponge Theonella swinhoei”. Tetrahedron Lett. 30 (36): 4833–4836. doi:10.1016/S0040-4039(01)80521-9. 
  15. ^ Matsunaga, S.; Fusetani, N.; Hashimoto, K.; Wakchli, M. (1989). “Theonellamide F. A novel antifungal bicyclic peptide from a marine sponge Theonella sp”. J. Am. Chem. Soc. 111 (7): 2582–2588. doi:10.1021/ja00189a035. 
  16. ^ Sakemi, S.; Ichiba, T.; Kohmoto, S.; Saucy, G.; Higa, T. (1988). “Isolation and structure elucidation of onnamide A, a new bioactive metabolite of a marine sponge, Theonella sp”. J. Am. Chem. Soc. 110 (14): 4851–4853. doi:10.1021/ja00222a068. 
  17. ^ Fusetani, N.; Matsunaga, S.; Matsumoto, H.; Takebayashi, Y. (1990). “Bioactive marine metabolites. 33. Cyclotheonamides, potent thrombin inhibitors, from a marine sponge Theonella sp”. J. Am. Chem. Soc. 112 (19): 7053–7054. doi:10.1021/ja00175a045. 
  18. ^ Nakao, Y.; Matsunaga, S.; Fusetani, N. (1995). Three more cyclotheonamides, C, D, and E, potent thrombin inhibitors from the marine sponge Theonella swinhoei. 3. pp. 1115–1122. doi:10.1016/0968-0896(95)00106-Q. 
  19. ^ Kitagawa, I.; Lee, N. K; Kobayashi, M.; Shibuya, H. (1991). “Marine natural products. XXV. Biologically active tridecapeptide lactones from the Okinawan marine sponge Theonella swinhoei (Theonellidae). Structure of theonellapeptolide Id”. Tetrahedron 47 (12–13): 2169–2180. doi:10.1016/S0040-4020(01)96128-9. 
  20. ^ de Silva, E. D.; Williams, D. E.; Andersen, R. J.; Klix, H.; Holmes, C. F. B.; Allen, T. M. (1992). “Motuporin, A Potent Protein Phosphatase Inhibitor Isolated from the Papua New Guinea Sponge Theonella swinhoei Gray”. Tetrahedron Lett. 33 (12). doi:10.1016/S0040-4039(00)91674-5. 
  21. ^ Fusetani, N.; SUgawara, T.; Matsunaga, S. (1992). “Bioactive marine metabolites. 41. Theopederins A-E, potent antitumor metabolites from a marine sponge, Theonella sp”. J. Org. Chem. 57 (14): 3828–3832. doi:10.1021/jo00040a021. 
  22. ^ Tsukamoto, S.; MAtsunaga, S.; Fusetani, N.; Toh-e, A. (1999). “Theopederins F-J: Five new antifungal and cytotoxic metabolites from the marine sponge, Theonella swinhoei”. Tetrahedron 55 (48): 13697–13702. doi:10.1016/S0040-4020(99)00841-8. 
  23. ^ Hamada, T.; Sugawara, T.; Matsunaga, S.; Fusetani, N. (1994). “Polytheonamides, unprecedented highly cytotoxic polypeptides, from the marine sponge theonellaswinhoei: 1. Isolation and component amino acids”. Tetrahedron Lett. 35 (5): 719–720. doi:10.1016/S0040-4039(00)75799-6. 
  24. ^ Bewley, C. A.; Faulkner, D. J. (1994). “Theonegramide, an Antifungal Glycopeptide from the Philippine Lithistid Sponge Theonella swinhoei”. J. Org. Chem. 59 (17): 4849–4852. doi:10.1021/jo00096a028. 
  25. ^ Matsunaga, S.; Fusetani, N. (1995). “Theonellamides A-E, cytotoxic bicyclic peptides, from a marine sponge Theonella sp.”. J. Org. Chem. 60 (5): 1177–1181. doi:10.1021/jo00110a020. 
  26. ^ Umeyama, A.; Shoji, N.l Enoki, M.; Arihara, S. (1997). “Swinhosterols A−C, 4-Methylene Secosteroids from the Marine Sponge Theonella swinhoei”. J. Nat. Prod. 60 (3): 296–298. doi:10.1021/np9606916. 
  27. ^ Schmidt, E. W.; Bewley, C. A.; Faulkner, D. J. (1998). “Theopalauamide, a Bicyclic Glycopeptide from Filamentous Bacterial Symbionts of the Lithistid Sponge Theonella swinhoei from Palau and Mozambique”. J. Org. Chem. 63 (4): 1254–1258. doi:10.1021/jo9718455. 
  28. ^ Clark, D. P.; Carroll, J.; Naylor, S.; Crews, P. (1998). “An Antifungal Cyclodepsipeptide, Cyclolithistide A, from the Sponge Theonella swinhoei”. J. Org. Chem. 63 (24): 8757–8764. doi:10.1021/jo980758p. 
  29. ^ Nakao, Y.; Masuda, A.; Matsunaga, S.; Fusetani, N. (1999). “Pseudotheonamides, Serine Protease Inhibitors from the Marine Sponge Theonella swinhoei”. J. Am. Chem. Soc. 121 (11): 2425–2431. doi:10.1021/ja9831195. 
  30. ^ Roy, M. C.; Ohtani, I. I.; Tanaka, J.; Higa, T.; Satari, R. (1999). “Barangamide A, a new cyclic peptide from the Indonesian sponge Theonella swinhoei”. Tetrahedron Lett. 40 (29): 5373–5376. doi:10.1016/S0040-4039(99)01029-1. 
  31. ^ Fusetani, N.; Warabi, K.; Nagata, Y.; Nakao, Y.; Matsunaga, S.; van Soest, R. R. M. (1999). “Koshikamide A1, a new cytotoxic linear peptide isolated from a marine sponge, Theonella sp.”. Tetrahedron Lett. 40 (25): 4687–4690. doi:10.1016/S0040-4039(99)00844-8. 
  32. ^ Ford PW, Gustafson KR, McKee TC, Shigematsu N, Maurizi LK, Pannell LK, Williams DE, de Silva ED, Lassota P, Allen TM, Van Soest R, Andersen RJ, Boyd MR (1999). “Papuamides A-D, HIV-Inhibitory and Cytotoxic Depsipeptides from the Sponges Theonella mirabilis and Theonella swinhoei Collected in Papua New Guinea”. J. Am. Chem. Soc. 121: 5899–5909. doi:10.1021/ja990582o.