메뉴 건너뛰기




Volumn 60, Issue 6, 2012, Pages 1437-1446

Identification of pinnatoxins and discovery of their fatty acid ester metabolites in mussels (mytilus edulis) from eastern Canada

Author keywords

[No Author keywords available]

Indexed keywords

ACYL ESTERS; CYCLIC IMINES; FATTY ACID ESTERS; MYTILUS EDULIS; NORTH AMERICAN; PHYCOTOXINS;

EID: 84856940036     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf204824s     Document Type: Article
Times cited : (66)

References (38)
  • 2
    • 0028869104 scopus 로고
    • Pinnatoxin A, a toxic amphoteric macrocycle from the Okinawan bivalve Pinna muricata
    • Uemura, D.; Chou, T.; Haino, T.; Nagatsu, A.; Fukuzawa, S.; Zheng, S.; Chen, H. Pinnatoxin A, a toxic amphoteric macrocycle from the Okinawan bivalve Pinna muricata J. Am. Chem. Soc. 1995, 117, 1155-1156
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 1155-1156
    • Uemura, D.1    Chou, T.2    Haino, T.3    Nagatsu, A.4    Fukuzawa, S.5    Zheng, S.6    Chen, H.7
  • 3
    • 0030013558 scopus 로고    scopus 로고
    • Isolation and structure of pinnatoxin D, a new shellfish poison from the Okinawan bivalve Pinna muricata
    • DOI 10.1016/0040-4039(96)00753-8
    • Chou, T.; Haino, T.; Kuramoto, M.; Uemura, D. Isolation and structure of pinnatoxin D, a new shellfish poison from the Okinawan bivalve Pinna muricata Tetrahedron Lett. 1996, 37, 4027-4030 (Pubitemid 26182904)
    • (1996) Tetrahedron Letters , vol.37 , Issue.23 , pp. 4027-4030
    • Chou, T.1    Haino, T.2    Kuramoto, M.3    Uemura, D.4
  • 4
    • 0035858744 scopus 로고    scopus 로고
    • Pinnatoxins B and C, the most toxic components in the pinnatoxin series from the Okinawan bivalve Pinna muricata
    • DOI 10.1016/S0040-4039(01)00480-4, PII S0040403901004804
    • Takada, N.; Umemura, N.; Suenaga, K.; Chou, T.; Nagatsu, A.; Haino, T.; Yamada, K.; Uemura, D. Pinnatoxins B and C, the most toxic components in the pinnatoxin series from the Okinawan bivalve Pinna muricata Tetrahedron Lett. 2001, 42, 3491-3494 (Pubitemid 32385746)
    • (2001) Tetrahedron Letters , vol.42 , Issue.20 , pp. 3491-3494
    • Takada, N.1    Umemura, N.2    Suenaga, K.3    Chou, T.4    Nagatsu, A.5    Haino, T.6    Yamada, K.7    Uemura, D.8
  • 5
    • 33746889747 scopus 로고    scopus 로고
    • Total synthesis and stereochemistry of pinnatoxins B and C
    • DOI 10.1021/ol0611548
    • Matsuura, F.; Hao, J.; Reents, R.; Kishi, Y. Total synthesis and stereochemistry of pinnatoxins B and C Org. Lett. 2006, 8, 3327-3330 (Pubitemid 44187446)
    • (2006) Organic Letters , vol.8 , Issue.15 , pp. 3327-3330
    • Matsuura, F.1    Hao, J.2    Reents, R.3    Kishi, Y.4
  • 7
    • 82955237377 scopus 로고    scopus 로고
    • Pinnatoxins and spirolides in Norwegian blue mussels and seawater
    • Rundberget, T.; Aasen, J. A. B.; Selwood, A. I.; Miles, C. O. Pinnatoxins and spirolides in Norwegian blue mussels and seawater Toxicon 2011, 58, 700-711
    • (2011) Toxicon , vol.58 , pp. 700-711
    • Rundberget, T.1    Aasen, J.A.B.2    Selwood, A.I.3    Miles, C.O.4
  • 8
    • 77950028321 scopus 로고    scopus 로고
    • Production of pinnatoxins by a peridinoid dinoflagellate isolated from Northland, New Zealand
    • Rhodes, L.; Smith, K.; Selwood, A.; McNabb, P.; van Ginkel, R.; Holland, P.; Munday, R. Production of pinnatoxins by a peridinoid dinoflagellate isolated from Northland, New Zealand Harmful Algae 2010, 9, 384-389
    • (2010) Harmful Algae , vol.9 , pp. 384-389
    • Rhodes, L.1    Smith, K.2    Selwood, A.3    McNabb, P.4    Van Ginkel, R.5    Holland, P.6    Munday, R.7
  • 9
    • 80052967276 scopus 로고    scopus 로고
    • A dinoflagellate producer of pinnatoxin G, isolated from sub-tropical Japanese waters
    • Smith, K. F.; Rhodes, L. L.; Suda, S.; Selwood, A. I. A dinoflagellate producer of pinnatoxin G, isolated from sub-tropical Japanese waters Harmful Algae 2011, 10, 702-705
    • (2011) Harmful Algae , vol.10 , pp. 702-705
    • Smith, K.F.1    Rhodes, L.L.2    Suda, S.3    Selwood, A.I.4
  • 11
    • 79953331247 scopus 로고    scopus 로고
    • Vulcanodinium rugosum gen. et sp. nov. (Dinophyceae), un nouveau dinoflagelle marin de la cote Mediterraneenne Francaise
    • Nezan, E.; Chromerat, N. Vulcanodinium rugosum gen. et sp. nov. (Dinophyceae), un nouveau dinoflagelle marin de la cote Mediterraneenne Francaise Cryptogamie, Algologie 2011, 32, 3-18
    • (2011) Cryptogamie, Algologie , vol.32 , pp. 3-18
    • Nezan, E.1    Chromerat, N.2
  • 12
    • 80455158137 scopus 로고    scopus 로고
    • Dinoflagellate Vulcanodinium rugosum identified as the causative organism of pinnatoxins in Australia, New Zealand and Japan
    • Rhodes, L.; Smith, K.; Selwood, A.; McNabb, P.; Munday, R.; Suda, S.; Molenaar, S.; Hallegraeff, G. Dinoflagellate Vulcanodinium rugosum identified as the causative organism of pinnatoxins in Australia, New Zealand and Japan Phycologia 2011, 50, 624-628
    • (2011) Phycologia , vol.50 , pp. 624-628
    • Rhodes, L.1    Smith, K.2    Selwood, A.3    McNabb, P.4    Munday, R.5    Suda, S.6    Molenaar, S.7    Hallegraeff, G.8
  • 15
    • 78349305263 scopus 로고    scopus 로고
    • Toxicology of cyclic imines: Gymnodimine, spirolides, pinnatoxins, pteriatoxins, prorocentrolide, spiro-prorocentrimine, and symbioimines
    • 2nd ed. Botana, L. M. CRC Press: Boca Raton, FL
    • Munday, R. Toxicology of cyclic imines: gymnodimine, spirolides, pinnatoxins, pteriatoxins, prorocentrolide, spiro-prorocentrimine, and symbioimines. In Seafood and Freshwater Toxins: Pharmacology, Physiology and Detection, 2nd ed.; Botana, L. M., Ed.; CRC Press: Boca Raton, FL, 2008; pp 581-594.
    • (2008) Seafood and Freshwater Toxins: Pharmacology, Physiology and Detection , pp. 581-594
    • Munday, R.1
  • 17
    • 82955163277 scopus 로고    scopus 로고
    • Marine algal pinnatoxins e and F cause neuromuscular block in an in vitro hemidiaphragm preparation
    • Hellyer, S. D.; Selwood, A. I.; Rhodes, L.; Kerr, D. S. Marine algal pinnatoxins E and F cause neuromuscular block in an in vitro hemidiaphragm preparation Toxicon 2011, 58, 693-699
    • (2011) Toxicon , vol.58 , pp. 693-699
    • Hellyer, S.D.1    Selwood, A.I.2    Rhodes, L.3    Kerr, D.S.4
  • 18
    • 80455122817 scopus 로고    scopus 로고
    • National Veterinary Institute: Oslo, Norway, Report 07b, pp 1-10; (accessed Nov 21, 2011)
    • Miles, C. O.; Rundberget, T.; Sandvik, M.; Aasen, J. A. B.; Selwood, A. The Presence of Pinnatoxins in Norwegian Mussels; National Veterinary Institute: Oslo, Norway, 2010; Report 07b, pp 1-10; http://www.vetinst.no/eng/content/ download/5105/57613/file/Report-series-10-07b- Pinnatoxins-in-Norwegian-mussels. pdf (accessed Nov 21, 2011).
    • (2010) The Presence of Pinnatoxins in Norwegian Mussels
    • Miles, C.O.1    Rundberget, T.2    Sandvik, M.3    Aasen, J.A.B.4    Selwood, A.5
  • 19
    • 0034010075 scopus 로고    scopus 로고
    • The marine dinoflagellate Alexandrium ostenfeldii (Dinophyceae) as the causative organism of spirolide shellfish toxins
    • Cembella, A.; Lewis, N.; Quilliam, M. A. The marine dinoflagellate Alexandrium ostenfeldii (Dinophyceae) as the causative organism of spirolides shellfish toxins Phycologia 2000, 39, 67-74 (Pubitemid 30121488)
    • (2000) Phycologia , vol.39 , Issue.1 , pp. 67-74
    • Cembella, A.D.1    Lewis, N.I.2    Quilliam, M.A.3
  • 20
    • 0021981588 scopus 로고
    • Diarrhetic shellfish toxins
    • DOI 10.1016/S0040-4020(01)96469-5
    • Yasumoto, T.; Murata, M.; Oshima, Y.; Sano, M.; Matsumoto, G. K.; Clardy, J. Diarrhetic shellfish toxins Tetrahedron 1985, 41, 1019-1025 (Pubitemid 15124276)
    • (1985) Tetrahedron , vol.41 , Issue.6 , pp. 1019-1025
    • Yasumoto, T.1    Murata, M.2    Oshima, Y.3
  • 21
    • 0026523845 scopus 로고
    • Detection of new 7- O -acyl derivatives of diarrhetic shellfish poisoning toxins by liquid chromatography-mass spectrometry
    • Marr, J. C.; Hu, T.; Pleasance, S.; Quilliam, M. A.; Wright, J. L. Detection of new 7- O -acyl derivatives of diarrhetic shellfish poisoning toxins by liquid chromatography-mass spectrometry Toxicon 1992, 30, 1621-1630
    • (1992) Toxicon , vol.30 , pp. 1621-1630
    • Marr, J.C.1    Hu, T.2    Pleasance, S.3    Quilliam, M.A.4    Wright, J.L.5
  • 22
    • 0036027996 scopus 로고    scopus 로고
    • Esterification of DSP toxins by Portuguese bivalves from the Northwest coast determined by LC-MS - A widespread phenomenon
    • DOI 10.1016/S0041-0101(01)00183-0, PII S0041010101001830
    • Vale, P.; Sampayo, M. A. Esterification of DSP toxins by Portuguese bivalves from the Northwest coast determined by LC-MS - a widespread phenomenon Toxicon 2002, 40, 33-42 (Pubitemid 32972054)
    • (2002) Toxicon , vol.40 , Issue.1 , pp. 33-42
    • Vale, P.1    De, M.2    Sampayo, M.A.3
  • 23
    • 42649142274 scopus 로고    scopus 로고
    • Characterization of fatty acid esters of okadaic acid and related toxins in blue mussels (Myttlus edulis) from Norway
    • DOI 10.1002/rcm.3490
    • Torgersen, T.; Wilkins, A. L.; Rundberget, T.; Miles, C. O. Characterization of fatty acid esters of okadaic acid and related toxins in blue mussels (Mytilus edulis) from Norway Rapid Commun. Mass Spectrom. 2008, 22, 1127-1136 (Pubitemid 351600760)
    • (2008) Rapid Communications in Mass Spectrometry , vol.22 , Issue.8 , pp. 1127-1136
    • Torgersen, T.1    Wilkins, A.L.2    Rundberget, T.3    Miles, C.O.4
  • 25
    • 0028865873 scopus 로고
    • Brevetoxin B3, a new brevetoxin analog isolated from the greenshell mussel Perna canaliculus involved in neurotoxic shellfish poisoning in New Zealand
    • Morohashi, A.; Satake, M.; Murata, K.; Naoki, H.; Kaspar, H. F.; Yasumoto, T. Brevetoxin B3, a new brevetoxin analog isolated from the greenshell mussel Perna canaliculus involved in neurotoxic shellfish poisoning in New Zealand Tetrahedron Lett. 1995, 36, 8995-8998
    • (1995) Tetrahedron Lett. , vol.36 , pp. 8995-8998
    • Morohashi, A.1    Satake, M.2    Murata, K.3    Naoki, H.4    Kaspar, H.F.5    Yasumoto, T.6
  • 26
    • 33646749493 scopus 로고    scopus 로고
    • Discovery of fatty acid ester metabolites of spirolide toxins in mussels from Norway using liquid chromatography/tandem mass spectrometry
    • Aasen, J. A. B.; Hardstaff, W.; Aune, T.; Quilliam, M. A. Discovery of fatty acid ester metabolites of spirolide toxins in mussels from Norway using liquid chromatography/tandem mass spectrometry Rapid Commun. Mass Spectrom. 2006, 20, 1531-1537
    • (2006) Rapid Commun. Mass Spectrom. , vol.20 , pp. 1531-1537
    • Aasen, J.A.B.1    Hardstaff, W.2    Aune, T.3    Quilliam, M.A.4
  • 27
    • 18844378856 scopus 로고    scopus 로고
    • 1H NMR with external standards: Use in preparation of calibration solutions for algal toxins and other natural products
    • DOI 10.1021/ac048385h
    • Burton, I. W.; Quilliam, M. A.; Walter, J. A. Quantitative 1H NMR with external standards: use in preparation of calibration solutions for algal toxins and other natural products Anal. Chem. 2005, 77, 3123-3131 (Pubitemid 40695467)
    • (2005) Analytical Chemistry , vol.77 , Issue.10 , pp. 3123-3131
    • Burton, I.W.1    Quilliam, M.A.2    Walter, J.A.3
  • 28
    • 0034598660 scopus 로고    scopus 로고
    • Protein phosphatase inhibition adapted for determination of total DSP in contaminated mussel
    • Mountfort, D. O.; Suzuki, T.; Truman, P. Protein phosphatase inhibition adapted for determination of total DSP in contaminated mussel Toxicon 2001, 39, 383-390
    • (2001) Toxicon , vol.39 , pp. 383-390
    • Mountfort, D.O.1    Suzuki, T.2    Truman, P.3
  • 29
    • 79954633015 scopus 로고    scopus 로고
    • Screening for multiple classes of marine biotoxins by liquid chromatography-high-resolution mass spectrometry
    • Blay, P.; Hui, J. P. M; Chang, J.; Melanson, J. E. Screening for multiple classes of marine biotoxins by liquid chromatography-high-resolution mass spectrometry Anal. Bioanal. Chem. 2011, 400, 577-585
    • (2011) Anal. Bioanal. Chem. , vol.400 , pp. 577-585
    • Blay, P.1    Hui, J.P.M.2    Chang, J.3    Melanson, J.E.4
  • 30
    • 0035096717 scopus 로고    scopus 로고
    • Characterization of spirolides A, C, and 13-desmethyl C, new marine toxins isolated from toxic plankton and contaminated shellfish
    • DOI 10.1021/np000416q
    • Hu, T.; Burton, I. W.; Cembella, A. D.; Curtis, J. M.; Quilliam, M. A.; Walter, J. A.; Wright, J. L. Characterization of spirolides a, c, and 13-desmethyl c, new marine toxins isolated from toxic plankton and contaminated shellfish J. Nat. Prod. 2001, 64, 308-312 (Pubitemid 32249793)
    • (2001) Journal of Natural Products , vol.64 , Issue.3 , pp. 308-312
    • Hu, T.1    Burton, I.W.2    Cembella, A.D.3    Curtis, J.M.4    Quilliam, M.A.5    Walter, J.A.6    Wright, J.L.C.7
  • 31
    • 0033366784 scopus 로고    scopus 로고
    • Spirolide composition of micro-extracted pooled cells isolated from natural plankton assemblages and from cultures of the dinoflagellate Alexandrium ostenfeldii
    • Cembella, A. D.; Lewis, N. I.; Quilliam, M. A. Spirolide composition of micro-extracted pooled cells isolated from natural plankton assemblages and from cultures of the dinoflagellate Alexandrium ostenfeldii Nat. Toxins 1999, 7, 197-206 (Pubitemid 30447062)
    • (1999) Natural Toxins , vol.7 , Issue.5 , pp. 197-206
    • Cembella, A.D.1    Lewis, N.I.2    Quilliam, M.A.3
  • 32
    • 4544297526 scopus 로고    scopus 로고
    • Structural study of spirolide marine toxins by mass spectrometry: Part II. Mass spectrometric characterization of unknown spirolides and related compounds in a cultured phytoplankton extract
    • DOI 10.1007/s00216-003-2296-0
    • Sleno, L.; Chalmers, M. J.; Volmer, D. A. Structural study of spirolide marine toxins by mass spectrometry. Part II. Mass spectrometric characterization of unknown spirolides and related compounds in a cultured phytoplankton extract Anal. Bioanal. Chem. 2004, 378, 977-986 (Pubitemid 40890210)
    • (2004) Analytical and Bioanalytical Chemistry , vol.378 , Issue.4 , pp. 977-986
    • Sleno, L.1    Chalmers, M.J.2    Volmer, D.A.3
  • 34
    • 34548240088 scopus 로고    scopus 로고
    • Enzymatic hydrolysis of esterified diarrhetic shellfish poisoning toxins and pectenotoxins
    • DOI 10.1007/s00216-007-1489-3, Food and Dietary Supplements
    • Doucet, E.; Ross, N. N.; Quilliam, M. A. Enzymatic hydrolysis of esterified diarrhetic shellfish poisoning toxins and pectenotoxins Anal. Bioanal. Chem. 2007, 389, 335-342 (Pubitemid 47325235)
    • (2007) Analytical and Bioanalytical Chemistry , vol.389 , Issue.1 , pp. 335-342
    • Doucet, E.1    Ross, N.N.2    Quilliam, M.A.3
  • 35
    • 0038559595 scopus 로고    scopus 로고
    • Fatty acid and sterol composition of frozen and freeze-dried New Zealand Green Lipped Mussel (Perna canaliculus) from three sites in New Zealand
    • Murphy, K. J.; Mann, N. J.; Sinclair, A. J. Fatty acid and sterol composition of frozen and freeze-dried New Zealand green lipped mussel (Perna canaliculus) from three sites in New Zealand Asia Pac. J. Clin. Nutr. 2003, 12, 50-60 (Pubitemid 36549416)
    • (2003) Asia Pacific Journal of Clinical Nutrition , vol.12 , Issue.1 , pp. 50-60
    • Murphy, K.J.1    Mann, N.J.2    Sinclair, A.J.3
  • 36
    • 36749050839 scopus 로고    scopus 로고
    • Widely useful DMAP-catalyzed esterification under auxiliary base- and solvent-free conditions
    • DOI 10.1021/ja075824w
    • Sakakura, A.; Kawajiri, K.; Ohkubo, T.; Kosugi, Y.; Ishihara, K. Widely useful DMAP-catalyzed esterification under auxiliary base- and solvent-free conditions J. Am. Chem. Soc. 2007, 129, 14775-14779 (Pubitemid 350207892)
    • (2007) Journal of the American Chemical Society , vol.129 , Issue.47 , pp. 14775-14779
    • Sakakura, A.1    Kawajiri, K.2    Ohkubo, T.3    Kosugi, Y.4    Ishihara, K.5
  • 37
    • 0001062228 scopus 로고
    • Biological activities of semisynthetic analogs of dinophysistoxin-3, the major diarrhetic shellfish toxin
    • Yanagi, T.; Murata, M.; Torigoe, K.; Yasumoto, T. Biological activities of semisynthetic analogs of dinophysistoxin-3, the major diarrhetic shellfish toxin Agric. Biol. Chem. 1989, 53, 525-529
    • (1989) Agric. Biol. Chem. , vol.53 , pp. 525-529
    • Yanagi, T.1    Murata, M.2    Torigoe, K.3    Yasumoto, T.4
  • 38
    • 80052966330 scopus 로고    scopus 로고
    • Benthic dinoflagellate toxins in two warm-temperate estuaries: Rangaunu and Parengarenga harbours, Northland, New Zealand
    • MacKenzie, L. A.; Selwood, A. I.; McNabb, P.; Rhodes, L. Benthic dinoflagellate toxins in two warm-temperate estuaries: Rangaunu and Parengarenga harbours, Northland, New Zealand Harmful Algae 2011, 10, 559-566
    • (2011) Harmful Algae , vol.10 , pp. 559-566
    • MacKenzie, L.A.1    Selwood, A.I.2    McNabb, P.3    Rhodes, L.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.