A sesquiterpene lactam from Artractylodes macrocephala

Inflammatory Inhibitory Activity of Sesquiterpenoids from <i>Atractylodes macrocephala</i> Rhizomes

“…Repeated silica gel and reverse phase column chromatography of the CHCl 3 fraction afforded three new sesquiterpenoids (1-3) and eleven known ones (4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14). The chemical structures of the known compounds were determined to be atractylenolide II (4), 12) atractylenolide III (5), 13) asterolid (6), 14) 8β-methoxyatractylenolide (7), 15) atractylenolide V (8), 16) atractylenolide I (9), 17) atractylenolactam (10), 5) Z-methyl caffeate (11), 18) ferulic acid (12), 19) Z-5-hydroxy ferulic acid (13), 20) and 2-hydroxy ferulic acid (14) 21) based on an analysis of the 1 H-and 13 C-NMR spectra and confirmed by a comparison with those reported in the literature (Fig. 1 C-NMR spectrum and distortionless enhancement by polarization transfer (DEPT) spectrum of 1 displayed 15 carbon signals, including one methyl, five methylenes, one exocyclic methylene, one hydroxymethyl, one aliphatic methine, one oxygenated methine, one aliphatic quaternary, three olefinics and one carbonyl carbon ( Table 1).…”

“…Although it has been used as an important herbal medicine for the treatment of hypofunction of the spleen with the loss of appetite, abdominal distension, diarrhea, dizziness, and palpitation due to the retention of phlegm and fluid, edema, spontaneous sweating, and threatened abortion for thousands of years, 2) its active compounds have not been characterized fully. Previous phytochemical investigations of A. macrocephala revealed the presence of polyacetylenes, 3) polysaccharides, 4) sesquiterpenoids, 5) phenylpropanoids, and coumarins 6) with several pharmacological functions, such as the antiinflammatory 7) and inhibitory effects on the proliferation of cultured human tumor cells, 8) aromatase activity 9) and modulatory activity on the γ-aminobutyric acid type A receptor. 10) The atractylodes rhizome is one of the main active components of some Korean folk prescriptions, such as "Guibitang" and "Bojungikgitang," which have been used to enhance of the deficiency of vital energy and synergistic effects.…”

“…11) This study examines whether new metabolites also contribute to the biological activity of A. macrocephala. Three new eudesmane-type sesquiterpenoids, i.e., 13-hydroxylatractylenolide II (1), 4-ketone-atractylenolide III (2) and eudesm-4(15)-ene-7β,11-diol (3), together with eleven known compounds (4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14) were isolated. Their structures were elucidated by combination analysis based on their NMR and mass spectra.…”

Selective fraction of Atractylodes lancea (Thunb.) DC. and its growth inhibitory effect on human gastric cancer cells

“…In Chinese traditional medicine, A. lancea has always been used as a gastric cancer treatment with other Chinese medicines as a herbal medicine formula (Yuan et al 2011). Earlier phytochemical investigations showed the presence of polyacetylenes, sesquiterpene, sesquiterpenoids, and sesquiterpene glycosides (Kano et al 1989;Chen et al 1997;Ding et al 2000;Yahara et al 1989) in A. lancea. The objective of the present study was to identify the anticancer activity and to assess the therapeutic potential of A. lancea water extract in gastric cancer using human gastric cancer cell lines BGC-823 and SGC-7901.…”

Biotransformation of a Herb Plant Metabolite by a Cell Disruptant ofChlamydomonas reinhardtii

“…Plants produce a wide variety of secondary metabolites, [1][2][3] including hydrocarbons, alkaloids, and steroids. Many of these metabolites participate in the survival of the plant.…”