<p>A convenient synthetic approach to the synthesis of TPP-conjugated derivatives of 9,10-anthraquinone from naturally occurring diterpene levopimaric acid and 1,4-naphthoquinone in four stages has been developed. A series of quaternary phosphonium salts differed by a length of an alkyl linker has been synthesized. The obtained compounds showed cytotoxic (IC<sub>50</sub> ≥ 0.20&#xa0;μM) and bactericidal (MIC ≥ 0.90&#xa0;μM) activity comparable to that of reference drugs.</p> Graphical abstract <p></p>

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Functionalized TPP-anthraquinones from levopimaric acid: synthesis and evaluation of cytotoxicity and antibacterial activity

  • Anastasiya M. Smyslova,
  • Andrey V. Nemtarev,
  • Alexandra D. Voloshina,
  • Anna P. Lubina,
  • Robert R. Fayzullin,
  • Vladimir F. Mironov

摘要

A convenient synthetic approach to the synthesis of TPP-conjugated derivatives of 9,10-anthraquinone from naturally occurring diterpene levopimaric acid and 1,4-naphthoquinone in four stages has been developed. A series of quaternary phosphonium salts differed by a length of an alkyl linker has been synthesized. The obtained compounds showed cytotoxic (IC50 ≥ 0.20 μM) and bactericidal (MIC ≥ 0.90 μM) activity comparable to that of reference drugs.

Graphical abstract