The reversed-phase preparative HPLC purification of the methanol extracts of the seeds of two Turkish endemic species Centaurea bornmuelleri and Centaurea huber-morathii afforded several dibenzylbutyrolactone-type lignans and flavonoids. The lignans arctiin, matairesinol and matairesinoside, and the flavonoid, afzalin, were found in both species. While arctigenin and astragalin were only present in C. bornmuelleri, kaempferol was isolated from huber-morathii. Aplant sterol, stigmast-4-en-3gamma-ol, was also isolated from the dichloromethane extract of C. bornmuelleri. The structures of the isolated compounds were determined by spectroscopic means. The chemotaxonomic significance of these compounds within the genus Centaurea has been discussed.
A reinvestigation with a modified extraction procedure of Tanacetum artemisioides resulted in the isolation and structure elucidation of one new ceramide named tanacetamide C and assigned structure 2R,3'R,3R,4'S,6R,4E-N-[3',4'-dihydroxydodecanoyl]- 2-amino-4-nonacosene-1,3,6-triol (1). In addition 5,4'-dihydroxy-3,6,7-trimethoxyflavone (2), 5-hydroxy-3,6,7,4'-tetramethoxy flavone (3), leukodin (4) were also isolated for the first time from this species. The structure elucidation of the isolated new compound was based primarily on 1D and 2D NMR analysis, including COSY, HMQC, HMBC correlations.
New sesquiterpene lactones have been isolated from the chloroform-soluble fraction of Amberboa ramosa and assigned two structures 4 beta-(chloromethyl)-3 beta, 4 alfa-dihydroxy, 8alfa-[(s)-2-carboxypropionoxy]-1alfaH,5alfaH,6betaH,7alfaH-guaia-10(14),11(13)-dien- 6,12-olide (1) and 4 beta(chloromethyl)-3beta ,4alfa-dihydroxy,8alfa-[(s)-3-hydroxy-2-methylpropionyloxy]- 1alfaH,5alfaH,6beta H,7alfaH-guaia-10(14),11(13)-dien-6,12-olide (2), respectively. In addition 5-hydroxy-6-methyl-7-methoxyflavone (3), 6,2',5'-trihydroxy-3,5,7-trimethoxyflavone (4) and 5-hydroxy-3,7,8,2'-tetramethoxyflavone (5) have also been reported for the first time from this species. Compounds 1 and 2 displayed promising inhibitory potential against enzyme urease in a concentration-dependent fashion.
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