SPIROSYNTH

Total Synthesis of 13-Desmethyl Spirolide C

 Coordinatore UNIVERSITE DE BORDEAUX 

 Organization address address: PLACE PEY BERLAND 35
city: BORDEAUX
postcode: 33000

contact info
Titolo: Prof.
Nome: Yannick
Cognome: Landais
Email: send email
Telefono: +33 5 40002289
Fax: +33 5 40006286

 Nazionalità Coordinatore France [FR]
 Totale costo 193˙594 €
 EC contributo 193˙594 €
 Programma FP7-PEOPLE
Specific programme "People" implementing the Seventh Framework Programme of the European Community for research, technological development and demonstration activities (2007 to 2013)
 Code Call FP7-PEOPLE-2011-IEF
 Funding Scheme MC-IEF
 Anno di inizio 2012
 Periodo (anno-mese-giorno) 2012-09-01   -   2014-08-31

 Partecipanti

# participant  country  role  EC contrib. [€] 
1    UNIVERSITE DE BORDEAUX

 Organization address address: PLACE PEY BERLAND 35
city: BORDEAUX
postcode: 33000

contact info
Titolo: Prof.
Nome: Yannick
Cognome: Landais
Email: send email
Telefono: +33 5 40002289
Fax: +33 5 40006286

FR (BORDEAUX) coordinator 193˙594.80
2    UNIVERSITE BORDEAUX I

 Organization address address: 351 Cours de la Liberation
city: TALENCE
postcode: 33405

contact info
Titolo: Prof.
Nome: Yannick
Cognome: Landais
Email: send email
Telefono: +33 5 40002289
Fax: +33 5 40006286

FR (TALENCE) participant 0.00

Mappa


 Word cloud

Esplora la "nuvola delle parole (Word Cloud) per avere un'idea di massima del progetto.

toxic    south    total    fragments    spirolides    training    north    scientific    marine    date    fragment    synthesis    synthesized    toxicological    desmethyl    shellfish    amount    spirolide   

 Obiettivo del progetto (Objective)

'Marine phycotoxins such as spirolides produced by toxic dinoflagellates concentrate in shellfish tissues, and by vectorial transport reach marine animals and humans. In 2005, spirolides have been detected in oysters in the Arcachon bay (France), and sanitary authorities have banned their commercialization, causing heavy losses to shellfish farms around. To date, no toxicological study has been conducted to determine the long-term impact of spirolides on human health due to the low amount available. 13-Desmethyl spirolide C was shown to be the most active of the spirolide family, presenting a potent antagonist effect on nicotinic acetylcholine receptors with only little specificity for a particular receptor subtype. No total synthesis of a spirolide has been described to date. The objective of this research program is to achieve the total synthesis of 13-desmethyl spirolide C using an original strategy by developing a new and convergent method to build up north and south fragments of the target. The north fragment includes a spiroimine skeleton that will be synthesized through a 3-component radical process as a key-step. The south fragment characterized by a bis-spiroketal will be synthesized using a sila-Stetter reaction. The north and south fragments will then be assembled subsequently through a Nozaki-Hiyama-Kishi and a Suzuki coupling. The results obtained during this program will contribute to the development of new methodological methods and provide biologists with sufficient amount of this phycotoxin to carry out toxicological studies. This project is also aimed at training a promising organic chemist from Spain in total synthesis of natural product, a fundamental objective in chemical sciences. This researcher possesses an excellent scientific background with five years experience in carbohydrate chemistry, having led to remarkable achievements. This training period should allow him to enlarge his vision of scientific research and upgrade his personal future.'

Introduzione (Teaser)

In a world first, chemists are synthesising a highly complex toxin that causes shellfish poisoning, in order to study and potentially mitigate its toxic effects.

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