5,6-dimethoxy-2-isopropenylbenzofuran from ligularia stenocephala matsum. Et koidz.

Anti-ulcerogenic Effect and HPLC Analysis of the Caffeoylquinic Acid-Rich Extract from Ligularia stenocephala

“…4) In eastern and western Asia, the genus Ligularia is used for the treatment of influenza, cough, ulcer, and tuberculosis. 5) Yoon et al have reported that the leaf extract of L. stenocephala showed the highest antithrombotic activity among large numbers of edible and herbal plants.6) The root of L. stenocephala contain benzofuran derivatives (ligulachepalins, euparin, hydroxytremetone, 7) 5,6-dimethoxy-2-isopropenylbenzofuran, 8) and stenocephalain, 9) as well as two caffeoylquinic acid derivatives, 3,4-dicaffeoylquinic acid and 3,5-dicaffeoylquinic acid).6) However, caffeoylquinic acid levels of those plants have not been studied.Although L. stenocephala has been traditionally used to treat gastric cancer or gastric ulcers, these biological activities have not been scientifically verified. Therefore, we intended to find the preventive activity of the caffeoylquinic acid-rich fraction with potent peroxynitrite scavenging effect on the ulcers induced by HCl/ethanol-and indomethacin/ bethanechol-induced in mice.…”

“…6) The root of L. stenocephala contain benzofuran derivatives (ligulachepalins, euparin, hydroxytremetone, 7) 5,6-dimethoxy-2-isopropenylbenzofuran, 8) and stenocephalain, 9) as well as two caffeoylquinic acid derivatives, 3,4-dicaffeoylquinic acid and 3,5-dicaffeoylquinic acid).…”

“…5) Yoon et al have reported that the leaf extract of L. stenocephala showed the highest antithrombotic activity among large numbers of edible and herbal plants. 6) The root of L. stenocephala contain benzofuran derivatives (ligulachepalins, euparin, hydroxytremetone, 7) 5,6-dimethoxy-2-isopropenylbenzofuran, 8) and stenocephalain, 9) as well as two caffeoylquinic acid derivatives, 3,4-dicaffeoylquinic acid and 3,5-dicaffeoylquinic acid). 6) However, caffeoylquinic acid levels of those plants have not been studied.…”

The 'one-pot' preparation of substituted benzofurans

“…These compounds include hydroxylated benzofurans such as Euparin 5 (1, Figure 1. ), Coumestrol 6 (2), dehydrotremetone 7 (3), or Cicerfuran 8 (4). Due to this effect, a synthetic route leading to hydroxylated benzofurans would be of general interest.…”

“…In nature's collection of biologically active heterocycles, benzo [b]furan derivatives [1][2][3][4] constitute a major group. They are usually important constituents of plant extracts used in traditional medicine, 2 and some of them also play an important role in the natural defence mechanisms of their plants.…”