Zinc and copper complexes of prodigiosin: implications for copper-mediated double-strand DNA cleavage.
[reaction: see text] Zinc(II) and copper(II) complexes of prodigiosin (1) have been characterized. All N-atoms of 1 bind Cu(II) to generate 5: the complex exhibits regiospecific oxidation of the C-pyrrole. In contrast, coordination by Zn(II) to 1 produces Zn(1)(2) (8), a 4-coordinate tetrahedral complex. The influence of these binding geometries on Cu-mediated double-strand (ds) DNA cleavage by 1 is discussed.
Park
Gyungse
G
Department of Chemistry, Wake Forest University, Winston-Salem, North Carolina 27109-7486, USA.
Tomlinson
John T
JT
Melvin
Matt S
MS
Wright
Marcus W
MW
Day
Cynthia S
CS
Manderville
Richard A
RA
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology; D001665:Binding Sites; D003300:Copper / Q000737:chemistry*; D004247:DNA / Q000187:drug effects* / Q000378:metabolism; D006868:Hydrolysis / Q000187:drug effects; D015394:Molecular Structure; D011353:Prodigiosin / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D015032:Zinc / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D003300:Copper; D004247:DNA; D015032:Zinc; D011353:Prodigiosin