Concepedia

Stereochemical elucidation of the 1,4 polyketide amphidinoketide I

Louise Walsh, Jonathan M. Goodman

Chemical Communications · 2003 · 13 citations · 9 references

DOI

Concepts

Abstract

The relative and absolute stereochemistry of amphidinoketide I has been determined by the total synthesis of all the diastereoisomers. Molecular modelling suggests that the natural product is not the thermodynamically preferred diastereoisomer.

References

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Okadaic acid, a cytotoxic polyether from two marine sponges of the genus Halichondria

Kazuo Tachibana, Paul J. Scheuer, Yasumasa Tsukitani et al. · Journal of the American Chemical Society · 1981 · 743 citations

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Isolation and structure of brevetoxin B from the "red tide" dinoflagellate Ptychodiscus brevis (Gymnodinium breve)

Yong-Yeng Lin, Martin Risk, Sammy M. Ray et al. · Journal of the American Chemical Society · 1981 · 542 citations

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Structure of brevetoxin A (GB-1 toxin), the most potent toxin in the Florida red tide organism Gymnodinium breve (Ptychodiscus brevis)

Yuzuru Shimizu, H.-N. Chou, Hideo Bando et al. · Journal of the American Chemical Society · 1986 · 339 citations

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Toxin T4 from Ptychodiscus brevis (Formerly Gymnodinium breve) Enhances Activation of Voltage-Sensitive Sodium Channels by Veratridine

William A. Catterall, Martin Risk · Molecular Pharmacology · 1981 · 106 citations

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