Synthesis and cytotoxic activity of non-naturally substituted 4-oxycoumarin derivatives

Serra, Silvia; Chicca, Andrea; Delogu, Giovanna; Vázquez-Rodríguez, Saleta; Santana, Lourdes; Uriarte, Eugenio; Casu, Laura; Gertsch, Jürg (2012). Synthesis and cytotoxic activity of non-naturally substituted 4-oxycoumarin derivatives. Bioorganic and medicinal chemistry letters, 22(18), pp. 5791-4. New York, N.Y.: Pergamon 10.1016/j.bmcl.2012.07.099

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Coumarins are a large family of natural and synthetic compounds exerting different pharmacological effects, including cytotoxic, anti-inflammatory or antimicrobial. In the present communication we report the synthesis of a series of 12 diversely substituted 4-oxycoumarin derivatives including methoxy substituted 4-hydroxycoumarins, methyl, methoxy or unsubstituted 3-aryl-4-hydroxycoumarins and 4-benzyloxycoumarins and their anti-proliferative effects on breast adenocarcinoma cells (MCF-7), human promyelocytic leukemia cells (HL-60), human histiocytic lymphoma cells (U937) and mouse neuroblastoma cells (Neuro2a). The most potent bioactive molecule was the 4-hydroxy-5,7-dimethoxycoumarin (compound 1) which showed similar potency (IC(50) 0.2-2 μM) in all cancer cell lines tested. This non-natural product reveals a simple bioactive scaffold which may be exploited in further studies.

Item Type:

Journal Article (Original Article)


04 Faculty of Medicine > Pre-clinic Human Medicine > Institute of Biochemistry and Molecular Medicine

UniBE Contributor:

Chicca, Andrea and Gertsch, Jürg








Factscience Import

Date Deposited:

04 Oct 2013 14:37

Last Modified:

06 Dec 2013 13:37

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URI: (FactScience: 222211)

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