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)
Division/Institute:	04 Faculty of Medicine > Pre-clinic Human Medicine > Institute of Biochemistry and Molecular Medicine
UniBE Contributor:	Chicca, Andrea, Gertsch, Jürg
ISSN:	0960-894X
Publisher:	Pergamon
Language:	English
Submitter:	Factscience Import
Date Deposited:	04 Oct 2013 14:37
Last Modified:	05 Dec 2022 14:11
Publisher DOI:	10.1016/j.bmcl.2012.07.099
PubMed ID:	22901895
Web of Science ID:	000308046800005
URI:	https://boris.unibe.ch/id/eprint/15052 (FactScience: 222211)