Three Abietane Diterpenes and Two Diterpenes Incorporated Sesquiterpenes from the Bark of Cryptomeria japonica

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Three new abietane diterpenes, sugikurojins D (1), E (2), and F (3), and two new abietanes which incorporate cadinane, sugikurojins G (4) and H (5) were isolated from the bark of Cryptomeria japonica. These structures were elucidated primarily by extensive NMR experiments. The structure of sugikurojin D (1) was deduced to be 6α-acetoxy-7β, 11-dihydroxy-12-methoxy-8, 11, 13-abietatriene. Sugikurojin E (2) was deduced to be 6α-acetoxy-7β, 12-dihydroxy-8, 11, 13-abietatriene. Sugikurojin F (3) was 7α-methoxy-8, 13-abietadien-11, 12-dione. Sugikurojins G (4) and H (5) had a unique skeleton incorporating an α-cadinol or a 1α-hydroxy-T-cadinol in fer-ruginol, respectively. Also obtained in this investigation were the known diterpenes (6-14). An antibacterial activity of ten among these against Staphylococcus aureus and Escherichia coli was inactive at the (MIC: 125μg/ml) level. Meanwhile, in the cytotoxic activity against HL-60, compounds 4, 8, and 11 showed moderate (IC_<50>: 4, 35.4; 8, 28.0; 11, 52.4μM) though weak (IC_<50>: 4, 100; 8, 80.8; 11, 100μM) activity against HCT-15.
公益社団法人日本薬学会の論文
2006-03-01