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Close the ring to break the cycle : tandem quinolone-alkyne-cyclisation gives access to tricyclic pyrrolo[1,2-a]quinolin-5-ones with potent anti-protozoal activity

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2019

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Szamosvari, David
Sylvester, Kayla
Schmid, Philipp
Lu, Kuan-Yi
Derbyshire, Emily R.

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Chemical Communications : ChemComm. 2019, 55(49), pp. 7009-7012. ISSN 0009-241X. eISSN 1364-548X. Available under: doi: 10.1039/C9CC01689A

Zusammenfassung

Expanding the chemical space of quinolones led to a tandem quinolone-alkyne-cyclisation reaction allowing chemoselective control of the synthesis of tricyclic pyrrolo[1,2-a]quinolin-5-ones. Importantly, we discovered anti-protozoal activity against Plasmodium and Toxoplasma with specific potency of one of the compounds against the liver stage of the malaria parasite in the nanomolar range.

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540 Chemie

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ISO 690SZAMOSVARI, David, Kayla SYLVESTER, Philipp SCHMID, Kuan-Yi LU, Emily R. DERBYSHIRE, Thomas BÖTTCHER, 2019. Close the ring to break the cycle : tandem quinolone-alkyne-cyclisation gives access to tricyclic pyrrolo[1,2-a]quinolin-5-ones with potent anti-protozoal activity. In: Chemical Communications : ChemComm. 2019, 55(49), pp. 7009-7012. ISSN 0009-241X. eISSN 1364-548X. Available under: doi: 10.1039/C9CC01689A
BibTex
@article{Szamosvari2019-06-13Close-45977,
  year={2019},
  doi={10.1039/C9CC01689A},
  title={Close the ring to break the cycle : tandem quinolone-alkyne-cyclisation gives access to tricyclic pyrrolo[1,2-a]quinolin-5-ones with potent anti-protozoal activity},
  number={49},
  volume={55},
  issn={0009-241X},
  journal={Chemical Communications : ChemComm},
  pages={7009--7012},
  author={Szamosvari, David and Sylvester, Kayla and Schmid, Philipp and Lu, Kuan-Yi and Derbyshire, Emily R. and Böttcher, Thomas}
}
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