New Benzophenone and Bioactive Constituents from Hypericum nagasawae

A new benzophenone derivative, hyperinagasone ( 1 ), has been isolated from the aerial part of Hypericum nagasawae together with six known compounds, trichadonic acid ( 2 ), norathyriol ( 3 ), euxanthone ( 4 ), subalatin ( 5 ), hyperielliptone D ( 6 ), and 1,4-O-diferuloylsecoisolariciresinol ( 7 ). The structure of new compound 1 was determined through spectroscopic and MS analyses. Among the isolates, compounds 2 , 4 , and 7 exhibited cytotoxicities, with IC 50 values of 17.25 ± 1.55, 18.14 ± 1.07, and 10.31 ± 0.92 μM, respectively, against the DLD-1 cell line. Compounds 2 , 5 , and 7 also exhibited cytotoxicities, with IC 50 values of 15.10 ± 1.13, 15.89 ± 0.94, and 17.54 ± 1.16 μM, respectively, against the CCRF-CEM cell line. Norathyriol ( 3 ) and 7 exhibited cytotoxicities, with IC 50 values of 19.62 ± 2.88 and 6.26 ± 0.50 μM, respectively, against HL-60 cell line. Hyperinagasone ( 1 ) and 1,4-O-diferuloylsecoisolariciresinol ( 7 ) exhibited cytotoxicities, with IC 50 values of 16.83 ± 1.55 and 11.38 ± 0.87 μM, respectively, against the IMR-32 cell line. In addition, 3 , 4 , and 7 showed potent inhibition, with IC 50 values of 5.89 ± 0.43, 7.55 ± 0.54, and 8.12 ± 0.91 μM, respectively, against LPS-induced NO generation.