[Fe₂L₃]⁴⁺ cylinders derived from bis(bidentate) 2-pyridyl-1,2,3-triazole "click" ligands: synthesis, structures and exploration of biological activity.

نویسندگان

  • Sreedhar K Vellas
  • James E M Lewis
  • Madhu Shankar
  • Alia Sagatova
  • Joel D A Tyndall
  • Brian C Monk
  • Christopher M Fitchett
  • Lyall R Hanton
  • James D Crowley
چکیده

A series of metallosupramolecular [Fe₂L₃](BF₄)₄ "click" cylinders have been synthesized in excellent yields (90%-95%) from [Fe(H₂O)₆](BF₄)₂ and bis(bidentate) pyridyl-1,2,3-triazole ligands. All complexes were characterized by elemental analysis, IR, UV-vis, ¹H-, ¹³C- and DOSY-NMR spectroscopies and, in four cases, the structures confirmed by X-ray crystallography. Molecular modeling indicated that some of these "click" complexes were of similar size and shape to related biologically active pyridylimine-based iron(II) helicates and suggested that the "click" complexes may bind both duplex and triplex DNA. Cell-based agarose diffusion assays showed that the metallosupramolecular [Fe₂L₃](BF₄)₄ "click" cylinders display no antifungal activity against S. cerevisiae. This observed lack of antifungal activity appears to be due to the poor stability of the "click" complexes in DMSO and biological media.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Oxidatively Locked [Co₂L₃]6+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole "Click" Ligands: Synthesis, Stability, and Antimicrobial Studies.

A small family of [Co₂(Lpytrz)₃]6+ cylinders was synthesised from bis(bidentate) 2-pyridyl-1,2,3-triazole "click" ligands (Lpytrz) through an "assembly-followed-by-oxidation" method. The cylinders were characterised using ¹H, 13C, and DOSY NMR, IR, and UV-Vis spectroscopies, along with electrospray ionisation mass spectrometry (ESMS). Stability studies were conducted in dimethyl sulfoxide (DMSO...

متن کامل

Nickel complexes with "click"-derived pyridyl-triazole ligands: weak intermolecular interactions and catalytic ethylene oligomerisation.

The ligands 1-(cyclohexyl)-4-(2-pyridyl)-1,2,3-triazole (1), 1-(2,6-diisopropylphenyl)-4-(2-pyridyl)-1,2,3-triazole (2), 1-(4-butoxyphenyl)-4-(2-pyridyl)-1,2,3-triazole (3) and 1-(methyl)-4-(2-pyridyl)-1,2,3-triazole (4) were synthesized by the Cu(I) catalyzed "Click" reaction between 2-pyridylacetylene and the corresponding azides. The ligands were then reacted with NiBr(2)·3H(2)O to generate ...

متن کامل

New 1,2,3-triazole ligands through click reactions and their palladium and platinum complexes.

The new ligands, 1-(4-isopropyl phenyl)-4-(2-pyridyl)-1,2,3-triazole, 1 and 1-(mesityl)-4-(2-pyridyl)-1,2,3-triazole, 2 were prepared by the reactions of the respective azides with 2-ethynylpyridine following the "click method". These ligands together with the reported ligands 1-(phenyl)-4-(2-pyridyl)-1,2,3-triazole, 3 and 1-(benzyl)-4-(2-pyridyl)-1,2,3-triazole, 4 were reacted with palladium a...

متن کامل

Three-Component and Click Strategy for Synthesis of β-Hydroxy 1,4-Disubstituted 1,2,3-Triazoles Derivatives Catalyzed by 1,4-Dihydroxyanthraquinone-copper(II) Complex onto Nano AlPO4

In this work, copper(II) heterogeneous nanocatalyst supported on modified AlPO4 (Cu(II)-DA@Nano AlPO4) was used for the synthesis of some biological active heterocyclic molecules, particularly for the efficient conversion of a wide range of non-activated terminal alkynes to β-hydroxy 1,4-disubstituted 1,2,3-triazolethrough a three-component “click” reaction at room temperature in water. The reg...

متن کامل

1-(2-Picolyl)-substituted 1,2,3-triazole as novel chelating ligand for the preparation of ruthenium complexes with potential anticancer activity.

The 1,4-disubstituted 1,2,3-triazole ligand prepared by click chemistry 1-(2-picolyl)-4-phenyl-1H-1,2,3-triazole (ppt) was investigated as novel chelating ligand for Ru(II) complexes with potential antitumor activity. The preparation and structural characterization, mainly by NMR spectroscopy in solution and by X-ray crystallography in the solid state, of four new Ru(II) complexes is reported: ...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Molecules

دوره 18 6  شماره 

صفحات  -

تاریخ انتشار 2013