Synthesis and electrochemical studies of a new iron tetra-catecholamide complex

N Cheraïti; M E Brik; L Bricard; B Keita; L Nadjo; A Gaudemer

doi:10.1016/s0960-894x(99)00372-8

Synthesis and electrochemical studies of a new iron tetra-catecholamide complex

Bioorg Med Chem Lett. 1999 Aug 16;9(16):2309-14. doi: 10.1016/s0960-894x(99)00372-8.

Authors

N Cheraïti¹, M E Brik, L Bricard, B Keita, L Nadjo, A Gaudemer

Affiliation

¹ Laboratoire de Chimie de Coordination Bioorganique et Bioinorganique, ICMO URA, Université de Paris-Sud, Orsay, France.

PMID: 10476859
DOI: 10.1016/s0960-894x(99)00372-8

Abstract

A new tetra-catecholamide compound N5,N6-thiodipropanoyl-bis[N1,N10-bis(2,3-dihydroxybenzoyl-spermidi ne)] (H8L) has been synthesised as an iron chelator of Fe (III). Cyclic voltammogram of the iron complex H2LFe run under an argon atmosphere shows a quasi-reversible redox process with E0 = -430 mV vs. SCE in CH3OH/H20 (60/40). This value approaches the range of biological reductants and consequently the complex may mimic the release of iron from enterobactin to the agents which are directly involved in cell metabolism.

MeSH terms

Catecholamines / chemical synthesis*
Catecholamines / chemistry
Electrochemistry
Iron Chelating Agents / chemical synthesis*
Iron Chelating Agents / chemistry
Mass Spectrometry
Spermidine / analogs & derivatives*
Spermidine / chemical synthesis
Spermidine / chemistry

Substances

Catecholamines
Iron Chelating Agents
N5,N6-thiodipropanoylbis(N1,N10-bis(2,3-dihydroxybenzoylspermidine))
Spermidine