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Issue 2, 2012
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Natural product DNA major groove binders

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Abstract

Covering: 1980 to 2011

Major groove recognition of DNA by proteins utilizes the variation in hydrogen bond donor/acceptor content that makes DNA base-pairs distinguishable from one another. Specific ligand–DNA interactions in the major groove are necessary to develop approaches for inhibition of DNA–protein interactions. As opposed to minor groove binders, little research has been achieved in recognition of the DNA major groove. This review summarizes the progress in identification of natural products that bind to the major groove of DNA. We first review the natural products, pluramycins, aflatoxins, azinomycins, leinamycin, neocarzinostatin, and ditercalinium, that are known to possess major groove interacting elements. These compounds, however, interact primarily with DNA by intercalation between base-pair steps. Some of these compounds utilize non-covalent interactions in order to position themselves to alkylate DNA at the nucleophilic N7 positions on nearby purine bases. Finally, recent reports of non-covalent major groove binding with carbohydrates, aminoglycosides in particular, have revealed them as promising leads for DNA major groove binding probes or drugs.

Graphical abstract: Natural product DNA major groove binders

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Publication details

The article was received on 07 Jul 2011 and first published on 20 Dec 2011


Article type: Highlight
DOI: 10.1039/C1NP00054C
Nat. Prod. Rep., 2012,29, 134-143

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    Natural product DNA major groove binders

    P. L. Hamilton and D. P. Arya, Nat. Prod. Rep., 2012, 29, 134
    DOI: 10.1039/C1NP00054C

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