Benzofused N-substituted cyclic enediynes: activation and DNA-cleavage potential

Basak, Amit ; Kar, Moumita (2008) Benzofused N-substituted cyclic enediynes: activation and DNA-cleavage potential Bioorganic & Medicinal Chemistry, 16 (8). pp. 4532-4537. ISSN 0968-0896

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S09680...

Related URL: http://dx.doi.org/10.1016/j.bmc.2008.02.044

Abstract

The effect of electron withdrawal on the reactivity of N-substituted cyclic enediynes has been studied. These were synthesized via an intramolecular Mitsunobu reaction. The electron withdrawing effect of the nitro groups or the positive charge on the free ammonium salts was found to lower the cyclization temperature for Bergman cyclization. The ammonium salts cleave ds-DNA at nanomolar concentrations.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Enediynes; Mitsunobu Reaction; Bergman Cyclization; DNA Cleavage; pH
ID Code:1789
Deposited On:05 Oct 2010 12:00
Last Modified:13 Jan 2011 06:21

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