The defense toxins, spirostomins A and B, have been isolated as a diastereomeric mixture from the ciliate microorganism Spirostomum teres. The structure of spirostomin was elucidated through a number of NMR experiments which allowed assigning the unprecedented spiro[(2,5-dimethyl- 5,6,7,8-tetrahydronaphthalene-1,4-dione)-8,6′-(pyrane-2′,5′-dione)] skeleton to this natural compound. The total syntheses of the racemic spirostomins confirmed their structure and relative configurations.

Spirostomin, Defense Toxin of the Ciliate Spirostomum teres: Isolation, Structure Elucidation, and Synthesis

BUONANNO, FEDERICO;
2015-01-01

Abstract

The defense toxins, spirostomins A and B, have been isolated as a diastereomeric mixture from the ciliate microorganism Spirostomum teres. The structure of spirostomin was elucidated through a number of NMR experiments which allowed assigning the unprecedented spiro[(2,5-dimethyl- 5,6,7,8-tetrahydronaphthalene-1,4-dione)-8,6′-(pyrane-2′,5′-dione)] skeleton to this natural compound. The total syntheses of the racemic spirostomins confirmed their structure and relative configurations.
2015
Chemical Society of Japan
Internazionale
https://www.journal.csj.jp/doi/10.1246/cl.150044
File in questo prodotto:
File Dimensione Formato  
Sera_ Spirostomin-Defense-Toxin_2015.pdf

solo utenti autorizzati

Descrizione: Articolo completo in pdf
Tipologia: Versione editoriale (versione pubblicata con il layout dell'editore)
Licenza: Tutti i diritti riservati
Dimensione 402.88 kB
Formato Adobe PDF
402.88 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11393/216625
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 7
  • ???jsp.display-item.citation.isi??? 7
social impact