Antioxidant Lignans from the Fruits of Broussonetia papyrifera

Nine new lignans, chushizisins A-I (1-9), and three known lignans, threo-1-(4-hydroxy-3-methoxyphenyl)-2-{4-[(E)-3-hydroxy-1-propenyl]-2-methoxyphenoxy}-1,3-propanediol (10), erythro-1-(4-hydroxy-3-methoxyphenyl)-2-{4-[(E)-3-hydroxy-1-propenyl]-2-methoxyphenoxy}-1,3-propanediol (11), and 3-[2-(4- hydroxyphenyl)-3-hydroxymethyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol (12), were isolated from the fruits of Broussonetia papyrifera. Their structures were elucidated using spectroscopic methods. Compounds 1, 5, 6, 8, 9, and 11 exhibited antioxidant activities against H2O2-induced impairment in PC12 cells, while compounds 1, 2, 4, 7, and 11 showed DPPH radical-scavenging activities with IC50 values of 236.8, 156.3, 273.9, 281.1, and 60.9 mu M, respectively.