Structures and Antioxidant Activity of Diketopiperazines Isolated from the Mushroom Sarcodon aspratus

Abstract

Three antioxidants, Sa-1, Sa-2 and Sa-3, were isolated from the MeOH extract of the mushroom Sarcodon aspratus through EtOAc extraction, silica gel and Sephadex LH-20 column chromatography, and C18 HPLC. The structures of the compounds were determined mainly by NMR and mass spectroscopic data analyses. Sa-1, Sa-2 and Sa-3 were identified as diketopiperazines, and their structures were determined to be cyclo(prolylvalyl), cyclo(prolyl-leucyl) and cyclo(prolyl-isoleucyl), respectively. This is the first time that these compounds were isolated from this mushroom. They showed antioxidant activity by scavenging DPPH radical (EC50 0.15~0.18 mM) and superoxide radical (EC50 0.21~0.24 mM).