The isolation and structure characterization of a dienone from the roots of Echinacea pallida, namely (8Z,11Z)-pentadeca-8,11-dien-2-one, are described here. To assess the configuration of this secondary metabolite, the stereoselective total synthesis of the two isomeric forms, 8Z,11Z)- and (8Z,11E)-pentadeca-8,11-dien-2-one, was undertaken and the structure elucidation of the naturalcompound was unambiguously carried out. The cytotoxic activity of both isomers was also evaluated on a human T cell leukaemia cancer line (Jurkat cells). The results indicated that these compounds exert a dose-dependent cytotoxicity with a medium-level potency on the tested cell line.

Isolation, structure elucidation and total synthesis of a cytotoxic dienone from Echinacea pallida / S., Morandi; Pellati, Federica; C., Ori; B., Adinolfi; P., Nieri; Benvenuti, Stefania; Prati, Fabio. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 6:23(2008), pp. 4333-4339. [10.1039/b812700j]

Isolation, structure elucidation and total synthesis of a cytotoxic dienone from Echinacea pallida

PELLATI, Federica;BENVENUTI, Stefania;PRATI, Fabio
2008

Abstract

The isolation and structure characterization of a dienone from the roots of Echinacea pallida, namely (8Z,11Z)-pentadeca-8,11-dien-2-one, are described here. To assess the configuration of this secondary metabolite, the stereoselective total synthesis of the two isomeric forms, 8Z,11Z)- and (8Z,11E)-pentadeca-8,11-dien-2-one, was undertaken and the structure elucidation of the naturalcompound was unambiguously carried out. The cytotoxic activity of both isomers was also evaluated on a human T cell leukaemia cancer line (Jurkat cells). The results indicated that these compounds exert a dose-dependent cytotoxicity with a medium-level potency on the tested cell line.
2008
6
23
4333
4339
Isolation, structure elucidation and total synthesis of a cytotoxic dienone from Echinacea pallida / S., Morandi; Pellati, Federica; C., Ori; B., Adinolfi; P., Nieri; Benvenuti, Stefania; Prati, Fabio. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 6:23(2008), pp. 4333-4339. [10.1039/b812700j]
S., Morandi; Pellati, Federica; C., Ori; B., Adinolfi; P., Nieri; Benvenuti, Stefania; Prati, Fabio
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/612863
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