Chemical speciation of copper(II) diaminediamide derivative of pentacycloundecane--a potential anti-inflammatory agent.
Formation constants of copper(ii), zinc(ii) and calcium(ii) with 3,5-diaminodiamido-4-oxahexacyclododecane (cageL) has been studied by glass electrode potentiometry at 25 degrees C and an ionic strength of 0.15 mol dm(-3). Copper(ii) forms more stable complexes with cageL than zinc(ii) and calcium(ii). Metal ion complexation promotes deprotonation and coordination of the amide nitrogens resulting in overall tetragonal coordination of Cu(2+) suggested by the UV-visible electronic spectra. Speciation calculations using a blood plasma model suggest that zinc(ii) and calcium(ii) are good competitors of copper(ii) in vivo. Bio-distribution experiments using (64)Cu-labelled Cu(ii)-cageL show that about 50% dose of the complex is retained in the body after 24 h.
Odisitse
Sebusi
S
Department of Chemistry, University of Cape Town, Private Bag Rondebosch, 7701, South Africa.
Jackson
Graham E
GE
Govender
Thavendran
T
Kruger
Hendrik G
HG
Singh
Amith
A
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000493:pharmacokinetics; D001952:Bridged-Ring Compounds / Q000737:chemistry* / Q000493:pharmacokinetics; D003300:Copper / Q000737:chemistry* / Q000493:pharmacokinetics; D003958:Diamide / Q000737:chemistry*; D003959:Diamines / Q000737:chemistry*; D051379:Mice; D008807:Mice, Inbred BALB C; D011199:Potentiometry; D013482:Superoxide Dismutase / Q000378:metabolism; D014018:Tissue Distribution; D015032:Zinc / Q000737:chemistry* / Q000493:pharmacokinetics
D000893:Anti-Inflammatory Agents; D001952:Bridged-Ring Compounds; D003959:Diamines; D003958:Diamide; D003300:Copper; D013482:Superoxide Dismutase; D015032:Zinc