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 ¹H-Nuclear Magnetic Resonance (¹H-NMR), ¹³C-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.