Three new sesquiterpenes from the black heartwood of Cryptomeria japonica.

Three new sesquiterpenes, (4S)-2,6,10-bisaboratrien-4-ol-1-one (1), 1,8-epoxy-1(6),2,4,7,10-bisaborapenta-en-4-ol (2), and 1-methoxy-4-cadinene (3) have been isolated from the black heartwood of Cryptomeria japonica. Compounds 1 and 2 were designated sugikurojinols A and B, respectively, and the structures of compounds 1-3 were established by extensive NMR experiments. Compounds 1 and 2 were also examined for antibacterial activity against Staphylococcus aureus and Escherichia coli, and for termiticidal activity against Coptotermes formosanus SHIRAKI.

A new abietane and two dimeric abietane diterpenes from the black heartwood of Cryptomeria japonica.

Three new diterpenes, sugikurojins A-C (1-3) were isolated from the black heartwood of Cryptomeria japonica. The structure of sugikurojin A was deduced to be 19-hydroxy-6,7-dehydroferruginol on the basis of extensive NMR experiments. Sugikurojin B was a dimer of 6,7-dihydroxyferruginol and 6,7-dehydroferruginol with a 6-O-11' linkage.