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Mar. Drugs 2009, 7(2), 196-209; doi:10.3390/md7020196
Article

Deoxyamphimedine, a Pyridoacridine Alkaloid, Damages DNA via the Production of Reactive Oxygen Species

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Received: 5 February 2009; in revised form: 12 May 2009 / Accepted: 16 May 2009 / Published: 25 May 2009
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Abstract: Marine pyridoacridines are a class of aromatic chemicals that share an 11H-pyrido[4,3,2-mn]acridine skeleton. Pyridoacridine alkaloids display diverse biological activities including cytotoxicity, fungicidal and bactericidal properties, production of reactive oxygen species (ROS) and topoisomerase inhibition. These activities are often dependent on slight modifications to the pyridoacridine skeleton. Here we demonstrate that while structurally similar to neoamphimedine and amphimedine, the biological activity of deoxyamphimedine differs greatly. Deoxyamphimedine damages DNA in vitro independent of topoisomerase enzymes through the generation of reactive oxygen species. Its activity was decreased in low oxygen, with the removal of a reducing agent and in the presence of anti-oxidants. Deoxyamphimedine also showed enhanced toxicity in cells sensitive to single or double strand DNA breaks, consistent with the in vitro activity.
Keywords: deoxyamphimedine; neoamphimedine; amphimedine; pyridoacridine; reactive oxygen species deoxyamphimedine; neoamphimedine; amphimedine; pyridoacridine; reactive oxygen species
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Marshall, K.M.; Andjelic, C.D.; Tasdemir, D.; Concepción, G.P.; Ireland, C.M.; Barrows, L.R. Deoxyamphimedine, a Pyridoacridine Alkaloid, Damages DNA via the Production of Reactive Oxygen Species. Mar. Drugs 2009, 7, 196-209.

AMA Style

Marshall KM, Andjelic CD, Tasdemir D, Concepción GP, Ireland CM, Barrows LR. Deoxyamphimedine, a Pyridoacridine Alkaloid, Damages DNA via the Production of Reactive Oxygen Species. Marine Drugs. 2009; 7(2):196-209.

Chicago/Turabian Style

Marshall, Kathryn M.; Andjelic, Cynthia D.; Tasdemir, Deniz; Concepción, Gisela P.; Ireland, Chris M.; Barrows, Louis R. 2009. "Deoxyamphimedine, a Pyridoacridine Alkaloid, Damages DNA via the Production of Reactive Oxygen Species." Mar. Drugs 7, no. 2: 196-209.



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