40749-33-5Relevant articles and documents
Synthesis of functionalized hexadentate iminopyridine FeII complexes - Toward anion-dependent spin switching in polar media
McDaniel, Ashley M.,Klug, Christina M.,Shores, Matthew P.
, p. 943 - 950 (2013)
We report the syntheses and characterizations of low-spin FeII complexes of hexadentate ligands poised for aniontriggered spin-state switching in polar solutions: [Fe(L5-OH)]- (BF4)2 (1) and [Fe(L5-ONHtBu)](BF4)2 (3), in which L5-OH and L5-ONHtBu are tripodal iminopyridine ligands that contain methanolic or tert-butylamide functional groups, respectively, bound meta to the pyridyl N donor atom. Solid-state evidence for strong hydrogen bonding between Cl- anions and all three amide functional groups in [Fe(L5-ONHtBu)]2+ is provided by the crystal structure of {[Fe(L5-ONHtBu)]∪Cl} 2- [FeCl4] (2). In ambient-temperature acetonitrile solutions of 1 and 3, chloride ion titrations produce marked changes in the 1H NMR spectra, including large downfield shifts for the amide NH and hydroxy OH resonances, which indicates strong anion binding events. Interestingly, for amide-containing 3, we observe small changes in magnetic susceptibility as (nBu4N)Cl is added, which suggests that spin-state control by anion-cation interactions may be accessible for related compounds with weaker ligand fields.
New Water-Soluble Copper(II) Complexes with Morpholine-Thiosemicarbazone Hybrids: Insights into the Anticancer and Antibacterial Mode of Action
Ohui, Kateryna,Afanasenko, Eleonora,Bacher, Felix,Ting, Rachel Lim Xue,Zafar, Ayesha,Blanco-Cabra, Núria,Torrents, Eduard,D?m?t?r, Orsolya,May, Nóra V.,Darvasiova, Denisa,Enyedy, éva A.,Popovi?-Bijeli?, Ana,Reynisson, Jóhannes,Rapta, Peter,Babak, Maria V.,Pastorin, Giorgia,Arion, Vladimir B.
supporting information, p. 512 - 530 (2019/01/04)
Six morpholine-(iso)thiosemicarbazone hybrids HL1-HL6 and their Cu(II) complexes with good-to-moderate solubility and stability in water were synthesized and characterized. Cu(II) complexes [Cu(L1-6)Cl] (1-6) formed weak dimeric associates in the solid state, which did not remain intact in solution as evidenced by ESI-MS. The lead proligands and Cu(II) complexes displayed higher antiproliferative activity in cancer cells than triapine. In addition, complexes 2-5 were found to specifically inhibit the growth of Gram-positive bacteria Staphylococcus aureus with MIC50 values at 2-5 μg/mL. Insights into the processes controlling intracellular accumulation and mechanism of action were investigated for 2 and 5, including the role of ribonucleotide reductase (RNR) inhibition, endoplasmic reticulum stress induction, and regulation of other cancer signaling pathways. Their ability to moderately inhibit R2 RNR protein in the presence of dithiothreitol is likely related to Fe chelating properties of the proligands liberated upon reduction.
Aromatic Retinoic Acid Analogues. 2. Synthesis and Pharmacological Activity
Dawson, Marcia I.,Chan, Rebecca,Hobbs, Peter D.,Chao, Wan-ru,Schiff, Leonard J.
, p. 1282 - 1293 (2007/10/02)
Aromatic analogues of (E)-1-(4-carboxyphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)butadiene (1b) and its ethyl ester (1a) were synthesized as potential chemopreventive agents for the treatment of epithelial cancer and such skin diseases as psoriasis and cystic acne.The phenyl ring of 1 was replaced by 2-fluorophenyl, 2-methoxyphenyl, thienyl, furanyl, and pyridyl groups.The 1-fluorobutadiene analogue of 1 was also synthesized.With exception for the furanyl analogue, these compounds demonstrated good activity in reversing keratinization in hamster tracheal organ culture and in inhibiting the induction of ornithine decarboxylase in mouse epidermis by a tumor promoter.