6.

Maroccanin: A New g -lactone and Other Constituents from Centaurea maroccana Ball. (Asteraceae)

Sabrina Bicha, Pierre Chalard, Leila Hammoud, Francisco León, Ignacio Brouard, Victor P. Garcia, Annelise Lobstein, Ali Bentamene, Samir Benayache, Jaime Bermejo and Fadila Benayache

Laboratoire de Phytochimie et Analyses Physico-Chimiques et Biologiques, Université Mentouri, Route de Aïn El Bey, 25000 Constantine, Algeria.

Institut de Chimie de Clermont-Ferrand (ICCF), Ecole Nationale Supérieure de Chimie de Clermont-Ferrand (ENSCCF), BP10448, F-63000 Clermont-Ferrand (France)
3 UMR 6296, ICCF – CNRS. F-63171 Aubière

Instituto de Productos Naturales y Agrobiología-CSIC, 3Instituto Universitario de Bio-orgánica "Antonio González", Avda. Astrofísico Francisco Sánchez, 3, 38206 La Laguna, Tenerife, Spain.

Laboratoire d’innovation thérapeutique UMR-CNRS 7200, Université de Strasbourg, Faculté de Pharmacie, 74 Route du Rhin, 67401 Illkirch, France.

Laboratoire de Valorisation des Ressources Naturelles et Synthèse de Substances Bioactives, Université Mentouri, Route de Aïn El Bey, 25000 Constantine, Algeria

Abstract: A new g -lactone named maroccanin (1) together with 5 known compounds : scopoletin (2); 8 a -[2’-hydroxymethyl-2’-butenoyloxy]-dehydromelitensin (3); 11,13-dehydromelitensin (4); 8 a -[2’-hydroxymethyl-2’-butenoyloxy]-sonchucarpolide (5) and 5Hα,6Hβ,7Hα,-15-hydroxy-8α-( 1’,2’-dihydroxyethyl-acryloxy)-elema-1(2),3(4),11(13)-trien-6,12-olide (6), were isolated from the chloroform soluble part of the aqueous-MeOH extract of the flowering aerial parts of C.maroccana Ball. (Asteraceae), an endemic species of the North of the Sahara. The structures were established by chemical and spectral analysis, mainly HR-ESIMS, HREIMS,UV and NMR experiments (COSY, NOESY, HSQC and HMBC). The compounds 3 and 5 are new for the genus Centaurea .

Keywords: Maroccanin ; Sesquiterpene lactones; Centaurea maroccana; Asteraceae