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Sesquiterpene lactones from Centaurea spinosa and their antibacterial and cytotoxic activities
Vasiliki Saroglou1, Anastasia Karioti, Costas Demetzos
1Department of Pharmacognosy and Chemistry of Natural Products, School of Pharmacy, University of Athens, Panepistimiopolis, Zografou, GR-157 71, Athens, Greece.
Abstract:
Ten sesquiterpene lactones, 8alpha-O-(3,4-dihydroxy-2-methylenebutanoyloxy)sonchucarpolide (4-epi-malacitanolide) (1), 8alpha-O-(4-acetoxy-2-hydroxymethylbuten-2-oyloxy)-4-epi-sonchucarpolide (2), malacitanolide (3), its 4'-acetyl derivative (4), 8alpha-O-(3,4-dihydroxy-2-methylenebutanoyloxy)dehydromelitensine (5), 8alpha-O-(3,4-dihydroxy-2-methylenebutanoyloxy)-15-oxo-5,7alphaH,6betaH-eleman-1,3,11(13)-trien-6,12-olide (6), the germacranolides 8alpha-O-(4-acetoxy-2-hydroxymethylbuten-2-oyloxy)salonitenolide (7), cnicin (8), and 4'-acetylcnicin (9), and the sesquiterpene methyl 8alpha-O-(3,4-dihydroxy-2-methylenebutanoyloxy)-6alpha,15-dihydroxyelema-1,3,11(13)-trien-12-oate (10), were isolated from the aerial parts of Centaurea spinosa. Nine known flavonoids were also isolated. The structures and the stereochemistry of the new compounds 1 and 2 were deduced by spectroscopic methods. The in vitro activity of 1-10 against three Gram-positive and three Gram-negative bacteria was evaluated using a microdilution method, and their in vitro cytotoxic activity was determined against a panel of human tumor cell lines.
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