Synthesis and characterization of novel N-para-ferrocenyl benzoyl dipeptide esters

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

“…This indicates that a hydrogen atom has been lost during the fragmentation process. A similar observation was made in the analysis of the related para derivatives [21,22].…”

“…The 1 H and 13 C NMR spectra for compounds 2-5 showed peaks in the ferrocene region characteristic of a mono substituted ferrocene benzoyl moiety [16][17][18][19][20][21][22]. The protons in the ortho position of the (g 5 Table 1.…”

“…In our laboratory, we have synthesized various ferrocene derivatives incorporating natural amino acids and dipeptides [16][17][18][19][20][21][22]. We have incorporated three key moieties in the synthesis of these unusual biological materials, namely: (i) an electroactive core, (ii) a conjugated linker that lowers the oxidation potential of the ferrocene moiety, and (iii) an amino acid or peptide derivative that can interact with other molecules via hydrogen bonding.…”

N-ortho-Ferrocenyl benzoyl dipeptide esters: Synthesis, structural characterization and in vitro anti-cancer activity of N-{ortho-(ferrocenyl)benzoyl}-glycine-l-alanine ethyl ester and N-{ortho-(ferrocenyl)benzoyl}-l-alanine-glycine ethyl ester

“…Purification by column chromatography gave the desired products in yields of between 25% and 47%, and all compounds gave spectroscopic data in accordance to the proposed structures. The yields for this series of compounds are lower than those reported for the related meta and para derivatives [28][29][30]. This could be attributed to steric hindrance of the ortho substituent with the unsubstituted (g 5 -C 5 H 5 ) ring.…”

“…The N-ortho-ferrocenyl dipeptide esters 2-6 consist of three key components: (i) the electroactive core; (ii) a conjugated linker that lowers the oxidation potential and (iii) a peptide derivative that can interact with other biomolecules via secondary interactions, such as hydrogen bonding. We have previously reported N-para and N-meta-ferrocenyl benzoyl dipeptide esters [28][29][30].…”