| Summary: | Full details of the total syntheses of erythro-nordihydroguaiaretic acid, threo-(–)-saururenin and their analogues are presented. The syntheses were based on a unified synthetic strategy involving the Stobbe reaction, alkylation to construct the skeleton of lignans and resolution of the threo- and erythro-isomers. The syntheses were achieved in eight to nine steps from simple aromatic precursors, and by this route 13 lignans were obtained. Among the synthesized lignans, seven lignans were natural products; moreover three of the seven natural products were synthesized for the first time. The effect of 13 lignans was examined on HIV Tat transactivation in human epithelial cells, HSV-1 gene and human leukemic, liver, prostate, stomach and breast cancer cell. Bioactivity results indicated that one product showed activity against the HIV gene and five compounds exhibited anti-HSV activity.
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