TY - JOUR
T1 - 6,11-Dideoxytetrodotoxin from the puffer fish, Fugu pardalis
AU - Jang, Jun Ho
AU - Yotsu-Yamashita, Mari
N1 - Funding Information:
This work was supported by the Nagase Science and Technology Foundation, and by a Grants-in-Aid for the Scientific Research on Priority Areas from MEXT (18032014), and from JSPS (19580119).
PY - 2007/12/1
Y1 - 2007/12/1
N2 - The presence of an unknown dideoxy analog of tetrodotoxin was suggested on the liquid chromatography/electrospray ionization-mass spectrometry mass chromatogram of the ovaries of the puffer fish, Fugu pardalis, in single ion monitoring mode to detect at m/z 288. We succeeded to isolate this analog (approximately 0.4 mg) from 200 g of the ovaries and the structure was determined as 6,11-dideoxytetrodotoxin by spectroscopic methods (high resolution-fast atom bombardment-MS and NMR spectroscopy). The discovery of the new analog is highly significant with respect to the biosynthesis or metabolism of tetrodotoxin. We also roughly determined the value of IC50 (mice, intraperitoneal) for 6,11-dideoxytetrodotoxin as 420 μg/kg and thus it is 42 times less toxic than tetrodotoxin.
AB - The presence of an unknown dideoxy analog of tetrodotoxin was suggested on the liquid chromatography/electrospray ionization-mass spectrometry mass chromatogram of the ovaries of the puffer fish, Fugu pardalis, in single ion monitoring mode to detect at m/z 288. We succeeded to isolate this analog (approximately 0.4 mg) from 200 g of the ovaries and the structure was determined as 6,11-dideoxytetrodotoxin by spectroscopic methods (high resolution-fast atom bombardment-MS and NMR spectroscopy). The discovery of the new analog is highly significant with respect to the biosynthesis or metabolism of tetrodotoxin. We also roughly determined the value of IC50 (mice, intraperitoneal) for 6,11-dideoxytetrodotoxin as 420 μg/kg and thus it is 42 times less toxic than tetrodotoxin.
KW - LC/MS
KW - NMR
KW - Puffer fish
KW - Structure determination
KW - Tetrodotoxin
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U2 - 10.1016/j.toxicon.2007.06.026
DO - 10.1016/j.toxicon.2007.06.026
M3 - Article
C2 - 17826815
AN - SCOPUS:35649001902
SN - 0041-0101
VL - 50
SP - 947
EP - 951
JO - Toxicon
JF - Toxicon
IS - 7
ER -