New sulfur-containing acetylenic compounds from Arctium lappa.

Arctium Species Secondary Metabolites Chemodiversity and Bioactivities

“…From the roots of A. lappa , Washino et al (1986) isolated and characterized 9 sulfur-containing acetylenic compounds namely, arctinone-a, arctinone-b, arctinol-a, arctinol-b, arctinal, arctic acid-b, arctic acid-c, methyl arctate-b, and arctinone-a acetate. Based on the chemical and spectral analysis, it was found that all these compounds were derivatives of 5′- (1-propynyl)-2,2′-bithienyl-5-yl.…”

“…Based on the chemical and spectral analysis, it was found that all these compounds were derivatives of 5′- (1-propynyl)-2,2′-bithienyl-5-yl. Later, the occurrence of few guaianolides linked with a sulfur-containing acetylenic compounds namely dehydrodihydrocostus lactone, dehydrocostus lactone, lappaphen-a and lappaphen-b were discovered from the acetone extracts of A. lappa roots (Washino et al, 1986, 1987). Several bioactivities of the key A. lappa constituents have been well-described in literature including antibacterial and antifungal activities of acetylenic compounds (Takasugi et al, 1987) and anti-edematogenic activity on carrageenan-induced paw edema (Carlotto et al, 2016).…”

“…Fourteen hydrocarbon compounds, aplotaxene, clovene, dihydroaplotaxene, eicosane, 1-heptadecene, heptacosane, hexacosane, nonadecane, 2-naphthalenemethanol, 1-pentadecene, pentacosane, pentadecane, tetracosane, and tetradecane were detected from the roots, seeds, and leaves of A. lappa (Washino et al, 1986; Wang et al, 2004). In addition, docosane, eicosane, heptacosane, hexacosane, tetracosane, and pentadecane were found only in roots and leaves.…”

“…Nineteen aldehydes, namely, benzaldehyde, butanal, decanal, dodecanal, heptanal, hexanal, ( Z )-3-hexenal, ( E )-2-hexenal, 2-methylpropanal, 3-methylbutanal, nonanal, octanal, ( E )-2-octanal, phenylacetaldehyde, pentanal, propanal, tridecanal, 4-methoxybenzaldehyde, and undecanal were found as root volatile compounds in A. lappa (Washino et al, 1986, 1987; Wang et al, 2004). Interestingly, only the alkyl aldehyde nonanal was present in all plant parts such as roots, leaves, and seeds (Washino et al, 1986, 1987).…”

“…Seven methoxypyrazines, such as 2-methoxy-3-methylpyrazine, 2-methoxy-3- propylpyrazine, 2-isopropyl- 3-methyoxylpyrazine, 2-sec-butyl-3-methoxypyrazine, 2-butyl-3- methoxypyrazine, 2-isobutyl-3-methoxypyrazine, and 2-isoamyl-3-methoxypyrazine were detected in roots of A. lappa (Washino et al, 1986, 1987).…”