Artificial ladder-shaped polyethers that inhibit maitotoxin-induced Ca2+ influx in rat glioma C6 cells

Maitotoxin (MTX) is a ladder-shaped polyether produced by the epiphytic dinoflagellate Gambierdiscus toxicus. It is known to elicit potent toxicity against mammals and induce influx of Ca2+ into cells. An artificial ladder-shaped polyether possessing a 6/7/6/6/7/6/6 heptacyclic ring system, which wa...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2012-06, Vol.22 (11), p.3619-3622
Main Authors: Oishi, Tohru, Konoki, Keiichi, Tamate, Rie, Torikai, Kohei, Hasegawa, Futoshi, Matsumori, Nobuaki, Murata, Michio
Format: Article
Language:English
Subjects:
Animals
Artificial ladder-shaped polyether
Biological and medical sciences
calcium
Calcium - metabolism
Calcium ion
chemistry
Dinoflagellida - chemistry
epiphytes
Ethers, Cyclic - chemistry
Ethers, Cyclic - pharmacology
Gambierdiscus toxicus
Glioma - metabolism
Hydrophobic and Hydrophilic Interactions
Inhibitor
Ion Transport - drug effects
Maitotoxin
Marine Toxins - chemistry
Marine Toxins - isolation & purification
Marine Toxins - toxicity
Medical sciences
Membrane Proteins - metabolism
Natural product
Oxocins - chemistry
Oxocins - isolation & purification
Oxocins - toxicity
Pharmacology. Drug treatments
Rats
toxicity
transmembrane proteins
Tumor Cells, Cultured
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Description
Summary:Maitotoxin (MTX) is a ladder-shaped polyether produced by the epiphytic dinoflagellate Gambierdiscus toxicus. It is known to elicit potent toxicity against mammals and induce influx of Ca2+ into cells. An artificial ladder-shaped polyether possessing a 6/7/6/6/7/6/6 heptacyclic ring system, which was designed for elucidating interactions with transmembrane proteins, was found to be the most potent inhibitor against MTX-induced Ca2+ influx that has ever been reported.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2012.04.053