Antiviral and Anticancer Optimization Studies of the DNA‐binding Marine Natural Product Aaptamine
Identifieur interne : 001A25 ( Main/Exploration ); précédent : 001A24; suivant : 001A26Antiviral and Anticancer Optimization Studies of the DNA‐binding Marine Natural Product Aaptamine
Auteurs : John J. Bowling [États-Unis] ; Hari K. Pennaka [États-Unis] ; Kelly Ivey [États-Unis] ; Subagus Wahyuono [Indonésie] ; Michelle Kelly [Nouvelle-Zélande] ; Raymond F. Schinazi [États-Unis] ; Frederick A. Valeriote [États-Unis] ; David E. Graves [États-Unis] ; Mark T. Hamann [États-Unis]Source :
- Chemical Biology & Drug Design [ 1747-0277 ] ; 2008-03.
Abstract
Aaptamine has potent cytotoxicity that may be explained by its ability to intercalate DNA. Aaptamine was evaluated for its ability to bind to DNA to validate DNA binding as the primary mechanism of cytotoxicity. Based on UV–vis absorbance titration data, the Kobs for aaptamine was 4.0 (±0.2) × 103 which was essentially equivalent to the known DNA intercalator N‐[2‐(diethylamino)ethyl]‐9‐aminoacridine‐4‐carboxamide. Semi‐synthetic core modifications were performed to improve the general structural diversity of known aaptamine analogs and vary its absorption characteristics. Overall, 26 aaptamine derivatives were synthesized which consisted of a simple homologous range of mono and di‐N‐alkylations as well as some 9‐O‐sulfonylation and bis‐O‐isoaaptamine dimer products. Each product was evaluated for activity in a variety of whole cell and viral assays including a unique solid tumor disk diffusion assay. Details of aaptamine’s DNA‐binding activity and its derivatives’ whole cell and viral assay results are discussed.
Url:
DOI: 10.1111/j.1747-0285.2008.00628.x
Affiliations:
- Indonésie, Nouvelle-Zélande, États-Unis
- Alabama, Géorgie (États-Unis), Michigan, État du Mississippi
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Hamann</name><name sortKey="Ivey, Kelly" sort="Ivey, Kelly" uniqKey="Ivey K" first="Kelly" last="Ivey">Kelly Ivey</name><name sortKey="Pennaka, Hari K" sort="Pennaka, Hari K" uniqKey="Pennaka H" first="Hari K." last="Pennaka">Hari K. Pennaka</name><name sortKey="Schinazi, Raymond F" sort="Schinazi, Raymond F" uniqKey="Schinazi R" first="Raymond F." last="Schinazi">Raymond F. Schinazi</name><name sortKey="Valeriote, Frederick A" sort="Valeriote, Frederick A" uniqKey="Valeriote F" first="Frederick A." last="Valeriote">Frederick A. Valeriote</name></country><country name="Indonésie"><noRegion><name sortKey="Wahyuono, Subagus" sort="Wahyuono, Subagus" uniqKey="Wahyuono S" first="Subagus" last="Wahyuono">Subagus Wahyuono</name></noRegion></country><country name="Nouvelle-Zélande"><noRegion><name sortKey="Kelly, Michelle" sort="Kelly, Michelle" uniqKey="Kelly M" first="Michelle" last="Kelly">Michelle Kelly</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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