Labdanes from Cryptomeria japonica

Twenty-seven labdanes were isolated from the leaves of Cryptomeria japonica. The new compounds include 15-(2-oxopropylidene)labd-8(17)-en-19-oic acid, 15-oxolabda-8(17),13E-dien-19-oic acid, 7β-acetoxy-15-hydroxy-labda-8(17),13E-dien-19-oic acid methyl ester, 14-hydroxy-15-norlabd-8(17)-en-19-oic acid methyl ester, 15-hydroxy-labda-8(17),13Z-dien-19-oic acid methyl ester, 15,16-epoxylabda-13(16),14-dien-8α,19-diol, 8α-hydroxylabda-13(16), 14-dien-19-yl p-methoxycinnamate, an ester formed by 15-acetylisocupressic acid and cryptomeridiol and an ether formed by isocupressic acid and cryptomeridiol.