The synthesis, structural characterization and in vitro anticancer activity of novel 1-alkyl-1 %26apos;-N-meta-(ferrocenyl) benzoyl dipeptide esters and novel 1-alkyl-1 %26apos;-N-ortho-(ferrocenyl) benzoyl dipeptide esters

作者：Harry Andy G; Butler William E; Manton Jennifer C; Pryce Mary T; O' Donovan Norma; Crown John; Rai Dilip K; Kenny Peter T M^*

来源：Journal of Organometallic Chemistry, 2014, 766: 1-12.

DOI：10.1016/j.jorganchem.2014.04.027

• Ferrocene
• Bioorganometallic chemistry
• Dipeptides
• Cytotoxicity
• Lung cancer

1-Alkyl-1%26apos;-N-meta-(ferrocenyl) benzoyl dipeptide esters 7-18 and 1-alkyl-1%26apos;-N-ortho-(ferrocenyl) benzoyl dipeptide esters 19-30 were prepared by coupling the alkyl ferrocenyl benzoic acids 1-6 to the dipeptide ethyl esters Gly-Gly(OEt), Gly-L-Ala(OEt), Gly-L-Leu(OEt) and Gly-L-Phe(OEt) using the standard N-(3-dimethylaminopropyl)-N%26apos;-ethylcarbodiimide hydrochloride (EDC), 1-hydroxybenzotriazole (HOBt) protocol. The alkyl groups employed in the synthesis were methyl, ethyl and propyl. The compounds were characterized using a combination of H-1 NMR, C-13 NMR, DEPT-135 and H-1-C-13 COSY (HMQC) spectroscopy and electrospray ionization mass spectrometry (ESI-MS). Selected compounds showed micromolar activity in the H1299 NSCLC cell line, with IC50 values in the range of 2.6-20.1 mu M.

• 出版日期2014-9-1