Type

Journal Article

Authors

Peter T.M. Kenny
Dilip K Rai
Sunil Varughese
John Crown
Norma O'Donovan
Dermot O'Sullivan
Thamir Mahgoub
Cliodhna Ní Ruairc
Alan J Corry
Sylvia Draper
and 1 others

Subjects

Biochemistry

Topics
non small cell lung cancer nsclc ferrous compounds molecular conformation drug therapy cell line tumor melanoma cell line cancer biochemistry electrochemical techniques chemical synthesis humans antineoplastic agents nanoscience materials lung neoplasms crystallography x ray smart sustainable planet amino acid esters n 6 ferrocenyl 2 naphthoyl gamma aminobutyric acid ethyl ester biological agents chemistry therapeutic use drug evaluation preclinical

Synthesis, characterisation and biological evaluation of N-(ferrocenyl)naphthoyl amino acid esters as anticancer agents (2010)

Abstract A series of N-(ferrocenyl)naphthoyl amino acid esters 5?18 has been prepared by coupling ferrocenyl naphthoic acids 3?4 to ?-amino acids and linear amino acids in the presence of N-(3-dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (EDC) and 1-hydroxybenzotriazole (HOBt). The compounds were fully characterised by a range of NMR spectroscopic techniques, UV-Vis spectroscopy, mass spectrometry and cyclic voltammetry. X-ray crystallographic studies of the intermediate compounds 1?2 were also performed. Biological evaluation of the intermediates 1?2 and N-(ferrocenyl)naphthoyl amino acid esters 5?18 was performed in the H1299 non-small cell lung cancer (NSCLC) cell line and the Sk-Mel-28 metastatic melanoma cell line. The intermediates 1?2 failed to produce an effect in either cell line. Compounds 5?18 exhibited a strong anti-proliferative effect in the H1299 cell line, whilst the Sk-Mel-28cells were slightly more resistant to these compounds. N-(6-ferrocenyl-2-naphthoyl)-?-aminobutyric acid ethyl ester17 shows a particularly high activity in both the H1299 cell line (IC50 = 0.62 ? 0.07 ?M) and the Sk-Mel-28cell line (IC50 = 1.41 ? 0.04 ?M).
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Full list of authors on original publication

Peter T.M. Kenny, Dilip K Rai, Sunil Varughese, John Crown, Norma O'Donovan, Dermot O'Sullivan, Thamir Mahgoub, Cliodhna Ní Ruairc, Alan J Corry, Sylvia Draper and 1 others

Experts in our system

1
Peter T.M. Kenny
Dublin City University
Total Publications: 20
 
2
Dilip K. Rai
Teagasc
Total Publications: 67
 
3
John Crown
Dublin City University
Total Publications: 104
 
4
Norma O'Donovan
Dublin City University
Total Publications: 59
 
5
Sylvia Mary Draper
Trinity College Dublin
Total Publications: 38