Caffeoylquinic Acids from the Aerial Parts of Chrysanthemum coronarium L.

To elucidate the chemical compositions of the aerial parts of Chrysanthemum coronarium L., the ethanol extracts of Ch. coronarium L. were firstly isolated by the MCI-gel resin column. The caffeoylquinic acid-rich fractions were further purified by various chromatographic columns including silica gel, Sephadex LH-20, and semi-preparative HPLC to yield the compounds. The purified compounds were characterized by (1)H-Nuclear Magnetic Resonance ((1)H-NMR), (13)C-NMR, and high resolution electrospray ionisation mass spectral (HR-ESI-MS) spectroscopy. Seven caffeoylquinic acid (CQA) compounds were isolated from this plant. Their structures were clarified by spectrometric methods and identified as 3-O-caffeoylquinic acid (1), 5-O-caffeoylquinic acid (2), 4-O-caffeoylquinic acid (3), 3,4-di-O-caffeoylquinic acid (4), 1,5-di-O-caffeoylquinic acid (5), 3,5-di-O-caffeoylquinic acid (6), and 4,5-di-O-caffeoylquinic acid (7). Caffeoylquinic acids were the major constituents present in the aerial parts of Ch. coronarium L. All of the isolates except for compounds 2 and 6 were reported for the first time from this species. Moreover, compounds 3–5, and 7 were identified from the Chrysanthemum genus for the first time.