Synthesis and in vitro Toxicity of D -Glucose and D -Fructose Conjugated Curcumin–Ruthenium Complexes
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Pröhl, Michael; Buś, Tanja; Czaplewska, Justyna; Träger, Anja; Deicke, Michael; Weiss, Henning; Weigand, Wolfgang; Schubert, Ulrich S.; Gottschaldt, Michael
- Abstract:
- A series of carbohydrate-conjugated bis(demeth-
oxy)curcumin (BDC) ligands were synthesized by using the
Huisgen copper(I)-catalyzed cycloaddition between azido-functionalized
D-glucose and D-fructose as well as propargyl-modified BDC. The unprotected sugar ligands were treated with Ru(bpy)2Cl2 to form curcumin-conjugated Ru complexes of general formula Ru(bpy)2(L)Cl. The ligands as well as Ru complexes
were analyzed by NMR, IR, UV/Vis, and fluorescence spectro-
scopy, mass spectrometry as well as by elemental analysis (EA). ncubation of L929, HepG2 and the breast cancer cell line MDA-
MB-231 revealed lower cytotoxicity of all carbohydrate-conju-
gated ligands compared with BDC. The Ru complexes exhibited
higher cytotoxicity than the parent ligands, in particular against
HepG2 cells, whereas the noncancerous L929 cell line remained
unaffected. Unexpectedly, the
D
-fructose-conjugated ligand
and its corresponding Ru complex did not show any significant
toxicity against MDA-MB-231 cells.
- Research areas:
- Year:
- 2016
- Type of Publication:
- Article
- Journal:
- European Joernal of Inorganic Chemistry
- Number:
- 5197 - 520
- DOI:
- 10.1002/ejic.201600801