Direct metallation of thienopyrimidines using a mixed lithium–cadmium base and antitumor activity of functionalized derivatives

Katia Snégaroff; Frédéric Lassagne; Ghenia Bentabed-Ababsa; Ekhlass Nassar; Sidaty Cheikh Sid Ely; Stéphanie Hesse; Enrico Perspicace; Aïcha Derdour; Florence Mongin

doi:10.1039/B915274A

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Organic & Biomolecular Chemistry

Issue 22, 2009

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Direct metallation of thienopyrimidines using a mixed lithium–cadmium base and antitumor activity of functionalized derivatives

Katia Snégaroff , Frédéric Lassagne , Ghenia Bentabed-Ababsa , Ekhlass Nassar , Sidaty Cheikh Sid Ely , Stéphanie Hesse , Enrico Perspicace , Aïcha Derdour and Florence Mongin

Org. Biomol. Chem., 2009, 7, 4782-4788

DOI: 10.1039/B915274A
Received 27 Jul 2009, Accepted 24 Aug 2009
First published on the web 22 Sep 2009

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A series of thieno[2,3-d]- and thieno[3,2-d]pyrimidines have been easily synthesized using as key step a deproto-cadmiation–trapping sequence. Some of the compounds thus synthesized were screened for anticancer (cytotoxic) activities, and (S)-2-(6-iodo-2-phenylthieno[2,3-d]pyrimidin-4-ylamino)-3-phenylpropanoic acid proved to have a significant activity towards liver, human breast and cervix carcinoma cell lines.

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Katia Snégaroff
Frédéric Lassagne
Ghenia Bentabed-Ababsa
Ekhlass Nassar
Sidaty Cheikh Sid Ely
Stéphanie Hesse
Enrico Perspicace
Aïcha Derdour
Florence Mongin

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Organic & Biomolecular Chemistry

Direct metallation of thienopyrimidines using a mixed lithium–cadmium base and antitumor activity of functionalized derivatives

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