Pharmacologically active novel dauer pheromone compound for...

C - Chemistry – Metallurgy – 07 – H

Patent

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C07H 15/04 (2006.01) A61K 31/351 (2006.01) A61K 31/7034 (2006.01) C07D 309/10 (2006.01) C12N 5/00 (2006.01)

Patent

CA 2462181

The present invention discloses a method for effectively isolating and purifying a physiological active dauer pheromone compound having the following structural formula I related to aging and stress of C. elegans, and determination of the structure of such material. First, ethanol extract is prepared by completely concentrating a liquid medium with ethanol after culturing C. elegans on a S. basal liquid medium, and then this ethanol fraction is further extracted with ethyl acetate. Then, impurities are removed from ethyl acetate extract by a silica-gel adsorption chromatography and a pheromone extract is isolated and purified by amine column chromatographic procedures using various solvents as eluent. Finally, a pheromone compound having structural formula I is completely isolated and characterized by size-exclusion HPLC.

L'invention concerne un procédé efficace d'isolation et de purification de composé phéromone de dauer à activité physiologique, de formule structurelle I, se rapportant au vieillissement et au stress de C. elegans, et la détermination de la structure d'un tel élément. On prépare d'abord un extrait d'éthanol en concentrant complètement un milieu liquide avec de l'éthanol après mise en culture de C. elegans sur un milieu liquide basal S., puis une extraction supplémentaire de cette fraction d'éthanol est réalisée avec de l'acétate d'éthyle. Ensuite, les impuretés sont éliminées de l'extrait d'acétate d'éthyle par chromatographie d'adsorption silice-gel, et un extrait de phéromone est isolé et purifié par chromatographie sur colonne amine avec utilisation de différents solvants en qualité d'éluent. Enfin, on isole complètement un composé phéromone de formule structurelle I, avec caractérisation par CLHP à exclusion sur gel.

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