TY - JOUR
T1 - Photophysical, Cellular-Uptake, and Bioimaging Studies of Luminescent Ruthenium(II)–Polypyridine Complexes Containing a d-Fructose Pendant
AU - Lau, Chris Tsan Shing
AU - Chan, Christina
AU - Zhang, Kenneth Yin
AU - Roy, Vellaisamy A.L.
AU - Lo, Kenneth Kam Wing
N1 - Publisher Copyright:
© 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2017/12/1
Y1 - 2017/12/1
N2 - Two luminescent ruthenium(II)–polypyridine complexes, appended with a d-fructose unit, [Ru(N^N)2(bpy-fructose)](PF6)2 [bpy-fructose = 4-(1-deoxy-d-fructos-1-yl)aminocarbonyl-4′-methyl-2,2′-bipyridine; N^N = 4,7-diphenyl-1,10-phenanthroline (Ph2-phen) (1a) and 2,2′-bipyridine (bpy) (2a)] and their d-fructose-free counterparts [Ru(N^N)2(bpy-Et)](PF6)2 [bpy-Et = 4-(ethylaminocarbonyl)-4′-methyl-2,2′-bipyridine; N^N = Ph2-phen (1b) and bpy (2b)] are synthesized and characterized. The photophysical properties, lipophilicity, cytotoxicity, and cellular uptake of the complexes are studied. Laser-scanning confocal microscopy reveals that both complexes 1a and 1b display intense membrane staining toward human breast adenocarcinoma (MCF-7) cells. However, while complex 1a retains its membrane-staining characteristic when incubated with human cervical epithelioid carcinoma (HeLa) cells, complex 1b is localized in the mitochondria. Additionally, fructose-dependent cellular-uptake experiments suggest that complex 1a is transported into MCF-7 cells through a glucose transporter (GLUT) mediated pathway.
AB - Two luminescent ruthenium(II)–polypyridine complexes, appended with a d-fructose unit, [Ru(N^N)2(bpy-fructose)](PF6)2 [bpy-fructose = 4-(1-deoxy-d-fructos-1-yl)aminocarbonyl-4′-methyl-2,2′-bipyridine; N^N = 4,7-diphenyl-1,10-phenanthroline (Ph2-phen) (1a) and 2,2′-bipyridine (bpy) (2a)] and their d-fructose-free counterparts [Ru(N^N)2(bpy-Et)](PF6)2 [bpy-Et = 4-(ethylaminocarbonyl)-4′-methyl-2,2′-bipyridine; N^N = Ph2-phen (1b) and bpy (2b)] are synthesized and characterized. The photophysical properties, lipophilicity, cytotoxicity, and cellular uptake of the complexes are studied. Laser-scanning confocal microscopy reveals that both complexes 1a and 1b display intense membrane staining toward human breast adenocarcinoma (MCF-7) cells. However, while complex 1a retains its membrane-staining characteristic when incubated with human cervical epithelioid carcinoma (HeLa) cells, complex 1b is localized in the mitochondria. Additionally, fructose-dependent cellular-uptake experiments suggest that complex 1a is transported into MCF-7 cells through a glucose transporter (GLUT) mediated pathway.
KW - Bipyridine ligands
KW - Imaging agents
KW - Luminescence
KW - Ruthenium
KW - d-Fructose
UR - http://www.scopus.com/inward/record.url?scp=85035136219&partnerID=8YFLogxK
U2 - 10.1002/ejic.201701038
DO - 10.1002/ejic.201701038
M3 - Article
AN - SCOPUS:85035136219
SN - 1434-1948
VL - 2017
SP - 5288
EP - 5294
JO - European Journal of Inorganic Chemistry
JF - European Journal of Inorganic Chemistry
IS - 44
ER -