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A half‐sandwich Ta V dichlorido complex containing an O , N , O ′‐tridentate Schiff base ligand: synthesis, crystal structure and in vitro cytotoxicity
Author(s) -
Trávníček Zdeněk,
Štarha Pavel,
Čajan Michal,
Dvořák Zdeněk
Publication year - 2019
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229619001323
Subject(s) - chemistry , schiff base , ligand (biochemistry) , denticity , crystal structure , deprotonation , stereochemistry , crystallography , proton nmr , medicinal chemistry , ion , organic chemistry , biochemistry , receptor
A new electroneutral half‐sandwich tantalum(V) dichlorido complex containing pentamethylcyclopentadienyl (Cp*) and the double‐deprotonated version of the Schiff base 2‐ethoxy‐6‐{( E )‐[(2‐hydroxyphenyl)imino]methyl}phenol (H 2 L ) as ligands, namely cis ‐dichlorido(2‐ethoxy‐6‐{( E )‐[(2‐oxidophenyl)imino]methyl}phenolato‐κ 3 O , N , O ′)(η 5 ‐pentamethylcyclopentadienyl)tantalum(V), [Ta(C 10 H 15 )(C 15 H 13 NO 3 )Cl 2 ] or [Ta(η 5 ‐Cp*)( L )Cl 2 ], has been prepared and thoroughly characterized by elemental analysis, IR and NMR spectroscopy, mass spectrometry, density functional theory (DFT) calculations and single‐crystal X‐ray diffraction. The molecular structure revealed that the Ta V centre is coordinated by a η 5 ‐Cp* ligand, two monodentate chlorido ligands and one O , N , O ′‐tridentate L 2− ligand. The crystal structure is stabilized by C—H…C, C—H…Cl and C…C intermolecular interactions. Moreover, the complex shows notable in vitro cytotoxicity against the A2780 human ovarian carcinoma cell line, with IC 50 = 14.4 µ M , which is higher than that of the conventional platinum‐based anticancer drug cisplatin (IC 50 = 20.1 µ M ).