Two novel metabolites have been isolated from the aerial parts of Stachys ehrenberiigii. Their structures and stereochemistry were elucidated using a combination of 13C and 1H homo and heteronuclear 2D NMR experiments and mass analysis. The development of an enantioselective synthesis of 3-(2′-acetoxy-4-phenylbut-3′-enoylamino)propionic acid allowed to confirm the structure and assign the (R) absolute configuration at C-2′ of the natural product.
Structure and absolute configuration of new acidic metabolites from Stachys ehrenbergii / R. Cincinelli, L. Scaglioni, N. A. Arnold, S. Dallavalle. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 52:45(2011), pp. 5972-5975.
Structure and absolute configuration of new acidic metabolites from Stachys ehrenbergii
R. CincinelliPrimo
;L. ScaglioniSecondo
;S. DallavalleUltimo
2011
Abstract
Two novel metabolites have been isolated from the aerial parts of Stachys ehrenberiigii. Their structures and stereochemistry were elucidated using a combination of 13C and 1H homo and heteronuclear 2D NMR experiments and mass analysis. The development of an enantioselective synthesis of 3-(2′-acetoxy-4-phenylbut-3′-enoylamino)propionic acid allowed to confirm the structure and assign the (R) absolute configuration at C-2′ of the natural product.
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