Constituents of Chrysothamnus paniculatus 3: 3,4,5-Tricaffeoylquinic Acid (a New Shikimate Prearomatic) and 3,4-, 3,5- and 4,5-Dicaffeoylquinic Acids

The Anti-thrombotic Active Constituents from Centella asiatica

“…[19][20][21] Thus, we studied the inhibitory effect of constituents isolated from C. asiatica on thrombosis, using this haemostatometry. By this we found a significantly active compound, 3,5-di-O-caffeoyl quinic acid (2), [22][23][24] together with chlorogenic acid (1), [22][23][24] 1,5-di-O-caffeoylquinic acid (3), 25) 3,4-di-O-caffeoylquinic acid (4), [22][23][24] 4,5-di-O-caffeoylquinic acid (5), [22][23][24] and also the flavonoids, kaempferol (7), quercetin (8), kaempferol 3-O-b-D-glucuronide (9), 26) quercetin-3-O-b-D-glucuronide (10), 26,27) and the saponin, asiaticoside (6). 10,18) In this paper, we report an active anti-thrombotic compound, and the isolation and characterization of ten constituents isolated from this plant.…”

Mass spectrometry of 3,5- and 4,5-dicaffeoylquinic acids and selected derivatives

“…In a paper published earlier from our laboratory, 1 EI was used, in conjunction with metastable ion analysis and high-resolution mass measurements, to establish fragmentation pathways of the permethyl derivatives of diand tricaffeoylquinic acids; no differentiation of isomers was possible using these techniques. 1 A more recent publication described the gas chromatography (GC)/EI-MS analysis of monocaffeoylquinic acid trimethylsilyl (TMS) derivatives and, based on ratios of selected ions, permits differentiation of the 3-, 4-and 5-isomers.…”

“…1 A more recent publication described the gas chromatography (GC)/EI-MS analysis of monocaffeoylquinic acid trimethylsilyl (TMS) derivatives and, based on ratios of selected ions, permits differentiation of the 3-, 4-and 5-isomers. 16 The present work was initiated in order to perform a systematic study of the mass spectrometric characteristics of the caffeoylquinic acid components in a B. thesioides extract which showed significant anti-HIV activity.…”

Antioxidative Constituents from the Twigs of Vitex rotundifolia

“…From these results, compound 6 was deduced to be a dihydoxyquinic acid bearing two caffeoyl moieties. The structure of 6 was determined to be 3,4-di-O-caffeoylquinic acid on the basis of the above evidences, together with a comparison of the above data with those published in the literature (Timmermann et al, 1983;Kim et al, 1999).…”