TY - JOUR
T1 - The voltage-gated sodium ion channel inhibitory activities of a new tetrodotoxin analogue, 4,4a-anhydrotetrodotoxin, and three other analogues evaluated by colorimetric cell-based assay
AU - Saruhashi, Shogo
AU - Konoki, Keiichi
AU - Yotsu-Yamashita, Mari
N1 - Funding Information:
The authors thank Prof. Toshio Nishikawa, Graduate School of Bioagricultural Sciences, Nagoya University, for valuable discussion of synthesis. This work was funded by Japan Society for the Promotion of Science through its Funding Program for the Next Generation World-Leading Researchers ( LS012 ) and KAKENHI Grant-in-Aid for Scientific Research no. 26292057 to M.Y.Y.
Publisher Copyright:
© 2016 Elsevier Ltd. All rights reserved.
Copyright:
Copyright 2019 Elsevier B.V., All rights reserved.
PY - 2016/9/1
Y1 - 2016/9/1
N2 - The voltage-gated sodium ion channel inhibitory activities of four tetrodotoxin analogues were evaluated for their ability to reduce the cytotoxicity of ouabain and veratridine in mouse neuroblastoma Neuro-2a cells. EC 50 of the novel analogue, 4,4a-anhydrotetrodotoxin purified from pufferfish, was 750 fold larger than that of tetrodotoxin, supporting the implication of 4-OH in activity. The high activity of 11-oxotetrodotoxin was confirmed. Modification of C-6 of 11-nortetrodotoxin-6,6-diol to form an oxime derivative decreased the activity to 1/22.
AB - The voltage-gated sodium ion channel inhibitory activities of four tetrodotoxin analogues were evaluated for their ability to reduce the cytotoxicity of ouabain and veratridine in mouse neuroblastoma Neuro-2a cells. EC 50 of the novel analogue, 4,4a-anhydrotetrodotoxin purified from pufferfish, was 750 fold larger than that of tetrodotoxin, supporting the implication of 4-OH in activity. The high activity of 11-oxotetrodotoxin was confirmed. Modification of C-6 of 11-nortetrodotoxin-6,6-diol to form an oxime derivative decreased the activity to 1/22.
KW - 11-Oxotetrodotoxin
KW - 4 4a-anhydrotetrodotoxin
KW - Maleimide
KW - Neuro-2a
KW - Tetrodotoxin
KW - Voltage-gated sodium ion channel
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U2 - 10.1016/j.toxicon.2016.05.012
DO - 10.1016/j.toxicon.2016.05.012
M3 - Article
C2 - 27212630
AN - SCOPUS:84970005639
VL - 119
SP - 72
EP - 76
JO - Toxicon
JF - Toxicon
SN - 0041-0101
ER -