Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 692, Issue 6, Pages 1292-1299Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2006.09.057
Keywords
ferrocene; bioorganometallic chemistry; ESI; CV; dipeptides; X-ray; cytotoxicity; lung cancer
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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. (C) 2006 Elsevier B.V. All rights reserved.
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