β-Hydroxyphenethylamino Derivatives of Various Nitrogen Heterocycles

1964 ◽  
Vol 7 (3) ◽  
pp. 288-293 ◽  
Author(s):  
Donald E. Heitmeier ◽  
Allan P. Gray
Keyword(s):  
Nitrogen Heterocycles ◽  
Derivatives Of

Thio derivatives of β-diketones and their metal chelates. XXIII. Adducts of nickel(II) chelates of fluorinated Monothio-β-diketones with nitrogen heterocycles

1976 ◽  
Vol 29 (6) ◽  
pp. 1209 ◽  
Author(s):  
SE Livingstone ◽  
JH Mayfield ◽  
DS Moore
Keyword(s):  
Carbonyl Group ◽  
Infrared Spectra ◽  
Nitrogen Heterocycles ◽  
Metal Chelates ◽  
Derivatives Of

Paramagnetic adducts of the nickel(11) chelates of the fluorinated monothio-β-diketones RC(SH)=CHCOCF3 (R = β-naphthyl, p-ClC6H4, m-ClC6H4, m-BrC6H4, m-MeC6H4, 3,4-Cl2C6H3) have been obtained with pyridine, y-picoline, 2,2'-bipyridyl, and 1,l0-phenanthroline. They are of the type NiL2(base)2 (L = RCS=CHCOCF3; base = py, γpic, �bpy, �phen). With 2,2',2"-terpyridyl two types of adduct were isolated: (a) mononuclear NiL2(trpy) and (b) trinuclear Ni3L6(trpy)2. The infrared spectra of all the adducts display v(C-O) in the range 1552-1580 cm-l; this band is characteristic of a bidentate monothio-β-diketonato ligand. The spectra of the mononuclear terpyridyl adducts display in addition a v(C=O) band at c. 1650 cm-1, indicating that one carbonyl group is not coordinated.

scholarly journals 8-Hydroxyquinoline Glycoconjugates: Modifications in the Linker Structure and Their Effect on the Cytotoxicity of the Obtained Compounds

Molecules ◽  
2019 ◽  
Vol 24 (22) ◽  
pp. 4181 ◽  
Author(s):  
Monika Krawczyk ◽  
Gabriela Pastuch-Gawołek ◽  
Aleksandra Pluta ◽  
Karol Erfurt ◽  
Adrian Domiński ◽  
...  
Keyword(s):  
Cancer Progression ◽  
Cytotoxic Effect ◽  
Copper Ions ◽  
Nitrogen Heterocycles ◽  
Anti Cancer ◽  
Hct 116 ◽  
Complexing Properties ◽  
Sugar Derivatives ◽  
Derivatives Of ◽  
Mcf 7

Small molecule nitrogen heterocycles are very important structures, widely used in the design of potential pharmaceuticals. Particularly, derivatives of 8-hydroxyquinoline (8-HQ) are successfully used to design promising anti-cancer agents. Conjugating 8-HQ derivatives with sugar derivatives, molecules with better bioavailability, selectivity, and solubility are obtained. In this study, 8-HQ derivatives were functionalized at the 8-OH position and connected with sugar derivatives (D-glucose or D-galactose) substituted with different groups at the anomeric position, using copper(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition (CuAAC). Glycoconjugates were tested for inhibition of the proliferation of cancer cell lines (HCT 116 and MCF-7) and inhibition of β-1,4-galactosyltransferase activity, which overexpression is associated with cancer progression. All glycoconjugates in protected form have a cytotoxic effect on cancer cells in the tested concentration range. The presence of additional amide groups in the linker structure improves the activity of glycoconjugates, probably due to the ability to chelate metal ions present in many types of cancers. The study of metal complexing properties confirmed that the obtained glycoconjugates are capable of chelating copper ions, which increases their anti-cancer potential.

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