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Synfacts 2009(4): 0392-0392  
DOI: 10.1055/s-0028-1087838
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Photochemical Generation of Enediyne for Bergman Cyclization

Contributor(s): Timothy M. Swager, Mindy Levine
D. R. Pandithavidana, A. Poloukhtine, V. V. Popik*
University of Georgia, Athens, USA
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Publication History

Publication Date:
23 March 2009 (online)

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Significance

The cytotoxicity of natural enediyne antibiotics can be modulated by using an enediyne precursor that can be converted into the desired compound. In this paper, the authors present an enediyne precursor, compound 5, that, upon irradiation, forms an enediyne which undergoes a Bergman cyclization. In preliminary experiments, the enediyne compound 6 was able to induce DNA cleavage.