Two new cyclopeptides, perthamides E and F were isolated from the polar extracts of the sponge Theonella swinhoei. The new structures, featuring an unprecedented b-amino acid unit (AHMOA), were determined by interpretation of NMR and MS data. The absolute configuration of the AHMOA residue was proposed on the basis of quantum chemical calculation of NMR chemical shifts. Perthamides were proved to inhibit TNF-a and IL-8 release in primary human keratinocytes cells and therefore could represent potentially leads for the treatment of psoriasis.
Perthamides C-F, potent human antipsoriatic cyclopeptides / Festa, Carmen; De Marino, S.; Sepe, V.; D'Auria, M. V.; Bifulco, G.; Andres, R.; Terencio, M. C.; Paya, M.; Debitus, C.; Zampella, A.. - In: TETRAHEDRON. - ISSN 0040-4020. - 67:40(2011), pp. 7780-7786. [10.1016/j.tet.2011.07.077]
Perthamides C-F, potent human antipsoriatic cyclopeptides
Festa Carmen;De Marino S.;Sepe V.;D'Auria M. V.;Zampella A.
2011
Abstract
Two new cyclopeptides, perthamides E and F were isolated from the polar extracts of the sponge Theonella swinhoei. The new structures, featuring an unprecedented b-amino acid unit (AHMOA), were determined by interpretation of NMR and MS data. The absolute configuration of the AHMOA residue was proposed on the basis of quantum chemical calculation of NMR chemical shifts. Perthamides were proved to inhibit TNF-a and IL-8 release in primary human keratinocytes cells and therefore could represent potentially leads for the treatment of psoriasis.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
