Pinnatoxins B and C, the most toxic components in the pinnatoxin series from the Okinawan bivalve Pinna muricata

Noboru Takada, Naoyoshi Umemura, Kiyotake Suenaga, Tong Chou, Akito Nagatsu, Takeharu Haino, Kaoru Yamada, Daisuke Uemura

Research output: Contribution to journal › Article

98 Citations (Scopus)

Abstract

Pinnatoxins B and C, the most toxic components in the pinnatoxin series, were successfully purified from the Okinawan bivalve Pinna muricata. Their gross structures were determined based on NMR and MS/MS spectral analyses. Their stereostructures were mainly determined by transformation reactions. Pinnatoxins B and C, C-34 epimers of each other, have an amphoteric macrocycle composed of 6,7-spiro, 5,6-bicyclo and 6,5,6-trispiro ketal rings, the same as in pinnatoxins A and D.

Original languageEnglish
Pages (from-to)3491-3494
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number20
DOIs
Publication statusPublished - 2001 May 14
Externally publishedYes

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Poisons
Bivalvia
Nuclear magnetic resonance
pinnatoxin C
pinnatoxin B
pinnatoxin A

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Pinnatoxins B and C, the most toxic components in the pinnatoxin series from the Okinawan bivalve Pinna muricata. / Takada, Noboru; Umemura, Naoyoshi; Suenaga, Kiyotake; Chou, Tong; Nagatsu, Akito; Haino, Takeharu; Yamada, Kaoru; Uemura, Daisuke.

In: Tetrahedron Letters, Vol. 42, No. 20, 14.05.2001, p. 3491-3494.

Research output: Contribution to journal › Article

Takada, N, Umemura, N, Suenaga, K, Chou, T, Nagatsu, A, Haino, T, Yamada, K & Uemura, D 2001, 'Pinnatoxins B and C, the most toxic components in the pinnatoxin series from the Okinawan bivalve Pinna muricata', Tetrahedron Letters, vol. 42, no. 20, pp. 3491-3494. https://doi.org/10.1016/S0040-4039(01)00480-4
Takada N, Umemura N, Suenaga K, Chou T, Nagatsu A, Haino T et al. Pinnatoxins B and C, the most toxic components in the pinnatoxin series from the Okinawan bivalve Pinna muricata. Tetrahedron Letters. 2001 May 14;42(20):3491-3494. https://doi.org/10.1016/S0040-4039(01)00480-4
Takada, Noboru ; Umemura, Naoyoshi ; Suenaga, Kiyotake ; Chou, Tong ; Nagatsu, Akito ; Haino, Takeharu ; Yamada, Kaoru ; Uemura, Daisuke. / Pinnatoxins B and C, the most toxic components in the pinnatoxin series from the Okinawan bivalve Pinna muricata. In: Tetrahedron Letters. 2001 ; Vol. 42, No. 20. pp. 3491-3494.
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