12094-13-2Relevant academic research and scientific papers
Synthesis, characterization and DNA-intercalation studies of two ferrocene-based Fe-Sn heterobimetallic compounds, and crystal structure of trimethyltin (p-ferrocenyl)benzoate
Altaf, Ataf Ali,Khan, Nasir,Lal, Bhajan,Badshah, Amin
, p. 3523 - 3540 (2017)
In this article, we report the synthesis of two (A3 and A4) new ferrocene-based heterobimetallic compounds of Fe and Sn. Both compounds are structural isomers with formula (C5H5)Fe(C5H4C6H4
Syntheses, Structural Snapshots, Solution Redox Properties, and Cytotoxic Performances of Designated Ferrocene Scaffolds Appended with Organostannyl(IV) benzoates en Route for Human Hepatic Carcinoma
Baul, Tushar S. Basu,Dutta, Dhrubajyoti,Duthie, Andrew,Rocha, Bruno G. M.,Guedes Da Silva, M. Fátima C.,Saurav, Shashank,Manna, Sunil K.
, p. 2961 - 2979 (2018)
Although several strategies have been established to circumvent the limitations of platinum-based chemotherapy, the basic problems still persist. For this purpose, the new series of heterobimetallic formulations [FcLnSnPh3] (1, 3, an
Synthesis and in vitro Biological Evaluation of Ferrocenyl Side-Chain-Functionalized Paclitaxel Derivatives
Pla?uk, Damian,Wieczorek, Anna,Ciszewski, Wojciech M.,Kowalczyk, Karolina,B?au?, Andrzej,Pawl?dzio, Sylwia,Makal, Anna,Eurtivong, Chatchakorn,Arabshahi, Homayon J.,Reynisson, Jóhannes,Hartinger, Christian G.,Rychlik, B?a?ej
supporting information, p. 1882 - 1892 (2017/11/10)
Taxanes, including paclitaxel, are widely used in cancer therapy. In an attempt to overcome some of the disadvantages entailed with taxane chemotherapy, we devised the synthesis of ferrocenyl-functionalized paclitaxel derivatives and studied their biological properties. The cytotoxic activity was measured with a panel of human cancer cell lines of various tissue origin, including multidrug-resistant lines. A structure–activity study of paclitaxel ferrocenylation revealed the N-benzoyl-ferrocenyl-substituted derivative to be the most cytotoxic. In contrast, substitution of the 3′-phenyl group of paclitaxel with a ferrocenyl moiety led to less potent antiproliferative compounds. However, these agents were able to overcome multidrug resistance, as they were virtually unrecognized by ABCB1, a major cellular exporter of taxanes. Interestingly, the redox properties of these ferrocenyl derivatives appear to play a less important role in their mode of action, as there was no correlation between intracellular redox activity and cytotoxicity/cell-cycle distribution. The antiproliferative activity of ferrocenyl taxanes strongly depends on the substitution position, and good tubulin polymerization inducers, as confirmed by molecular docking, were usually more cytotoxic, whereas compounds with stronger pro-oxidative properties exhibited lower antiproliferative activity.
Synthesis, characterization and in vitro anti-cancer activity of N-(ferrocenyl)benzoyl tri- and tetrapeptide esters
Corry, Alan J.,Mooney, áine,O'Sullivan, Dermot,Kenny, Peter T.M.
, p. 2957 - 2961 (2009/09/26)
N-ortho, N-meta and N-para-(ferrocenyl)benzoyl tri- and tetrapeptide esters (2-7) were prepared by coupling ortho, meta and para-ferrocenyl benzoic acids to the tri- and tetrapeptide ethyl esters of GlyGlyGly(OEt) and GlyGlyGlyGly(OEt) in the presence of
The synthesis and structural characterization of novel N-meta-ferrocenyl benzoyl dipeptide esters: The X-ray crystal structure and in vitro anti-cancer activity of N-{meta-ferrocenyl)benzoyl}-l-alanine-glycine ethyl ester
Goel, Alok,Savage, David,Alley, Steven R.,Kelly, Paula N.,O'Sullivan, Dermot,Mueller-Bunz, Helge,Kenny, Peter T.M.
, p. 1292 - 1299 (2008/02/04)
A series of N-meta-ferrocenyl benzoyl dipeptide esters 2-5 have been prepared by coupling meta-ferrocenyl benzoic acid 1b to the dipeptide ethyl esters using the conventional 1,3-dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBt) protocol. The dipeptides employed in the synthesis were AlaGly(OEt) (2), AlaAla(OEt) (3), AlaLeu(OEt) (4) and AlaPhe(OEt) (5). The compounds were fully characterized by a range of NMR spectroscopic techniques, mass spectrometry (MALDI-MS, ESI-MS), and cyclic voltammetry (CV). In addition, the X-ray crystal structure and cytotoxicity of N-{meta-(ferrocenyl)-benzoyl}-l-alanine-glycine ethyl ester (2) towards lung cancer cells has been determined.
The synthesis and structural characterization of novel N-meta-ferrocenyl benzoyl amino acid esters
Savage, David,Neary, Nicola,Malone, Gwen,Alley, Steven R.,Gallagher, John F.,Kenny, Peter T.M.
, p. 429 - 432 (2008/10/09)
A series of N-meta-ferrocenyl benzoyl amino acid esters 3-10 have been prepared by coupling meta-ferrocenyl benzoic acid 2 to the amino acid esters using the conventional 1,3-dicyclohexylcarbodiimide (DCC), 1- hydroxybenzotriazole (HOBt) protocol. The amino acids employed in the synthesis were glycine, l-alanine, l-leucine, l-phenylalanine, β-alanine, 4-aminobutyric acid, 2-aminobutyric acid and 2-aminoisobutyric acid. The compounds were fully characterized by a range of NMR spectroscopic techniques and mass spectrometry (MALDI-MS, ESI-MS).
