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