Designed ruthenium nitrosyls with a coordinated fluorescent dye: “Trackable” NO donors for delivery of NO to cells

INOR 176

Michael J. Rose, rose@chemistry.ucsc.edu and Pradip Mascharak, pradip@chemistry.ucsc.edu. Department of Chemistry, University of California, Santa Cruz, Santa Cruz, CA 95064
We have previously reported the ruthenium nitrosyl [(Me2bpb)Ru(NO)(Cl)], which releases NO upon exposure to low-intensity UV light. However, due to the harmful effects of UV light to biological samples, we have attempted to photosensitize these Ru–NO complexes using the bright red dye Resorufin (7-hydroxy-phenoxazin-3-one). In this work, we have synthesized and structurally characterized the dye-bound nitrosyl [(Me2bpb)Ru(NO)(Resf)] (1), in which the dye molecule is directly coordinated to the metal center. Complex 1 releases NO upon exposure to 500 nm light (QY = 0.05). To improve the efficiency of NO photorelease, we have extended the ligand conjugation by using a Quinoline-based ligand to isolate a second dye-bound nitrosyl [(Me2bQb)Ru(NO)(Resf)] (2). This structurally characterized nitrosyl releases NO with greater efficiency than 1 (QY = 0.10 at 500 nm). The coordinated dye in 1 and 2 not only photosensitizes these NO donors, but also help in tracking the drug via fluorimetry in cellular environment.
 

Bioinorganic Chemistry: DNA and RNA
7:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Inorganic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007