Coreosides A-D, C14-polyacetylene glycosides from the capitula of Coreopsis tinctoria and its anti-inflammatory activity against COX-2

Four new C14-polyacetylene glycosides, namely coreosides A-D (1-4), were isolated from the capitula of Coreopsis tinctoria, a Snow chrysanthemum or Snow tea that is used as a folk tea for prevention of cardiovascular disease in southern Xinjiang, China. Coreosides A-D feature a long chain structure as its aglycon with two acetylenes on C-8 and C-10 and two olefinics on C-6 and C-12 sites, which construct a large conjugate system. The structures were elucidated on the basis of spectroscopic evidences and hydrolysis. Compounds 1-4 exhibited significant inhibition against cyclooxygenase-2 at the concentration of 1 × 10− 6 mol/L, with its IC50 values of 0.22-8.8 × 10− 2 μmol/L.

A phytochemical investigation on the capitula of Coreopsis tinctoria, led to the isolation of four new C14-polyacetylene glycosides, namely coreosides A-D. They showed significant inhibitory activity against cyclooxygenase-2.134