Saccharothrixones A–D, Tetracenomycin-Type
Polyketides from the Marine-Derived Actinomycete <i>Saccharothrix</i> sp. 10-10
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Abstract
Saccharothrixones A–C (<b>1</b>–<b>3</b>), three new aromatic polyketide <i>seco</i>-tetracenomycins,
and saccharothrixone D (<b>4</b>), a new tetracenomycin analogue
possessing opposite configurations at all of the stereogenic centers,
were isolated from the marine-derived actinomycete <i>Saccharothrix</i> sp. 10-10. Compounds <b>1</b>–<b>3</b> represent
the first examples of <i>seco</i>-tetracenomycins where
the quinone ring B is cleaved and re-formed into a furanone ring.
Their structures were elucidated by spectroscopic analyses and ECD
calculations. The absolute configuration of <b>4</b> was confirmed
by single-crystal X-ray diffraction analysis. Saccharothrixone D (<b>4</b>) showed <i>in</i> <i>vitro</i> cytotoxic
activity against the HepG2 cancer cell line with an IC<sub>50</sub> value of 7.5 μM