Total Synthesis of Thelephantin O, Vialinin A/Terrestrin A, and Terrestrins B–D

Abstract

The first total synthesis of natural, unsymmetrical 2′,3′-diacyloxy-<i>p</i>-terphenyls, thelephantin O (<b>1</b>) and terrestrins C and D (<b>2</b> and <b>3</b>, respectively), was achieved via a practical route which was also applicable to the synthesis of the symmetrical diesters vialinin A/terrestrin A (<b>4</b>) and terrestrin B (<b>5</b>). Compounds <b>1</b>–<b>5</b> exhibited cytotoxicity against cancer cells (HepG2 and Caco2) with IC<sub>50</sub> values of 13.6–26.7 μmol/L

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