FN Archimer Export Format PT J TI Structure Elucidation, Relative LC–MS Response and In Vitro Toxicity of Azaspiracids 7–10 Isolated from Mussels (Mytilus edulis) BT AF KILCOYNE, Jane TWINER, Michael J. MCCARRON, Pearse CRAIN, Sheila GIDDINGS, Sabrina D. FOLEY, Barry RISE, Frode HESS, Philipp WILLDNS, Alistair L. MILES, Christopher O. AS 1:1,2;2:3;3:4;4:4;5:4;6:2;7:5;8:6;9:7;10:7,8; FF 1:;2:;3:;4:;5:;6:;7:;8:PDG-ODE-LITTORAL-PHYC;9:;10:; C1 Inst Marine, Oranmore, County Galway, Ireland. Dublin Inst Technol, Sch Chem & Pharmaceut Sci, Dublin 8, Ireland. Wayne State Univ, Sch Med, Detroit, MI 48202 USA. Natl Res Council Canada, Measurement Sci & Stand Biotoxin Metrol, Halifax, NS B3H 3Z1, Canada. Univ Oslo, Dept Chem, N-0315 Oslo, Norway. Ifremer, Lab Phycotoxines, F-44311 Nantes, France. Norwegian Vet Inst, N-0106 Oslo, Norway. Univ Oslo, Sch Pharm, Dept Pharmaceut Chem, N-0316 Oslo, Norway. C2 MARINE INST GALWAY, IRELAND DUBLIN INST TECHNOL, IRELAND UNIV WAYNE STATE, USA NRC, CANADA UNIV OSLO, NORWAY IFREMER, FRANCE NORWEGIAN VET INST, NORWAY UNIV OSLO, NORWAY SI NANTES SE PDG-ODE-LITTORAL-PHYC IN WOS Ifremer jusqu'en 2018 copubli-europe copubli-int-hors-europe IF 2.857 TC 31 UR https://archimer.ifremer.fr/doc/00269/38059/36190.pdf LA English DT Article DE ;azaspiracid;structure confirmation;LC-MS molar response;NMR;mass spectrometry;purification;Jurkat T;toxicity AB Azaspiracids (AZAs) are marine biotoxins produced by dinoflagellates that can accumulate in shellfish, which if consumed can lead to poisoning events. AZA7–10, 7–10, were isolated from shellfish and their structures, previously proposed on the basis of only LC–MS/MS data, were confirmed by NMR spectroscopy. Purified AZA4–6, 4–6, and 7–10 were accurately quantitated by qNMR and used to assay cytotoxicity with Jurkat T lymphocyte cells for the first time. LC–MS(MS) molar response studies performed using isocratic and gradient elution in both selected ion monitoring and selected reaction monitoring modes showed that responses for the analogues ranged from 0.3 to 1.2 relative to AZA1, 1. All AZA analogues tested were cytotoxic to Jurkat T lymphocyte cells in a time- and concentration-dependent manner; however, there were distinct differences in their EC50 values, with the potencies for each analogue being: AZA6 > AZA8 > AZA1 > AZA4 ≈ AZA9 > AZA5 ≈ AZA10. This data contributes to the understanding of the structure–activity relationships of AZAs. PY 2015 PD MAY SO Journal Of Agricultural And Food Chemistry SN 0021-8561 PU Amer Chemical Soc VL 63 IS 20 UT 000355383700020 BP 5083 EP 5091 DI 10.1021/acs.jafc.5b01320 ID 38059 ER EF