Abstract

The permethyl ethers of three new norlignans (sequirins-E, -F, and -G) from Sequoiadendron gigantea heartwood have been characterized by NMR and MS as 2-(3,4-dimethoxyphenyl)-4-(4-methoxyphenyl-, 2,4-(3,4-dimethoxyphenyl)-, and 2-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-5-hydroxytetrahydropyran respectively, with the 2,5- trans,4,5- trans stereochemistry. Sequirins A-D, characteristic norlignans of Sequoia sempervirens Endl., could not be detected in S. gigantea heartwood, nor could sequirins E-G be found in S. sempervirens heartwood. Agatharesinol was a common constituent.

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