Two new metabolites 5alphaH,7alphaH-eudesman-4alpha,6alpha,11,12-tetraol and 1beta,15-dihydroxy-5alphaH,7alphaH-eudesma-3,11(13)-dien-12,6alpha-olide have been isolated from the methanolic extract of Laurus nobilis L. leaves. Their structures were determined through analysis of their one- and two-dimensional NMR spectral data. The relative stereochemistry is proposed on the basis of combined J-based configuration analysis and ROESY data. In addition, three known sesquiterpene lactones santamarine (3), reynosin (4) and costunolide (5) along with blumenol C (6) were isolated and identified by spectral means. The isolated compounds 1 - 6 were found to inhibit nitric oxide (NO) production in lipopolysaccharide (LPS)-activated murine macrophages. The most active compound 2 potently inhibited NO (2)(-) release with an IC (50) value of 0.8 microM.
New sesquiterpene lactones from Laurus nobilis leaves as inhibitors of nitric oxide production / DE MARINO, Simona; Borbone, Nicola; Zollo, Franco; Ianaro, Angela; P., Di Meglio; M., Iorizzi. - In: PLANTA MEDICA. - ISSN 0032-0943. - STAMPA. - 71:8(2005), pp. 706-710. [10.1055/s-2005-864191]
New sesquiterpene lactones from Laurus nobilis leaves as inhibitors of nitric oxide production
DE MARINO, SIMONA;BORBONE, NICOLA;ZOLLO, FRANCO;IANARO, ANGELA;
2005
Abstract
Two new metabolites 5alphaH,7alphaH-eudesman-4alpha,6alpha,11,12-tetraol and 1beta,15-dihydroxy-5alphaH,7alphaH-eudesma-3,11(13)-dien-12,6alpha-olide have been isolated from the methanolic extract of Laurus nobilis L. leaves. Their structures were determined through analysis of their one- and two-dimensional NMR spectral data. The relative stereochemistry is proposed on the basis of combined J-based configuration analysis and ROESY data. In addition, three known sesquiterpene lactones santamarine (3), reynosin (4) and costunolide (5) along with blumenol C (6) were isolated and identified by spectral means. The isolated compounds 1 - 6 were found to inhibit nitric oxide (NO) production in lipopolysaccharide (LPS)-activated murine macrophages. The most active compound 2 potently inhibited NO (2)(-) release with an IC (50) value of 0.8 microM.| File | Dimensione | Formato | |
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