91002-72-1Relevant academic research and scientific papers
Molecular docking and spectroscopic study on the interaction of serum albumin with iron(III) diamine sarcophagine
Farahani, Bahman Vasheghani,Bardajee, Ghasem Rezanejade,Rajabi, Farzaneh Hosseinpour,Hooshyar, Zari
, p. 999 - 1010 (2015)
Iron(III) diamine sarcophagine (DiAmsar) has attracted great attention in biological and medical applications. In particular, for any potential in vivo application, knowledge about the interaction of iron(III) DiAmsar with serum albumin is crucial. As a step towards the elucidation of the fate of iron(III) DiAmsar introduced into an organism, first, iron(III) DiAmsar was synthesised and characterised. In the next step, interactions of iron(III) DiAmsar with human serum albumin (HSA) and bovine serum albumin (BSA) were systematically investigated by various spectroscopic methods (Fourier-transform infrared, UV-visible, fluorescence) and cyclic voltammetry and molecular docking techniques under simulated physiological conditions. The fluorescence intensities of HSA and BSA decreased remarkably with increasing concentration of iron(III) DiAmsar. The Stern-Volmer quenching constant KSV at different temperatures and corresponding thermodynamic parameters such as ΔHo, ΔGo, and ΔSo were calculated. The binding distance of iron(III) DiAmsar with HSA and BSA was also determined using the theory of fluorescence energy transfer. Further, the conformational changes of HSA and BSA induced by iron(III) DiAmsar were analysed by means of Fourier-transform (FT)-IR. In addition, molecular docking was performed to explore the possible binding sites and the microenvironment conditions around the bound iron(III) DiAmsar.
Investigations on the interactions of DiAmsar with serum albumins: Insights from spectroscopic and molecular docking techniques
Hooshyar, Zari,Rezanejade Bardajee, Ghasem,Kakavand, Nahaleh,Khanjari, Mohaddeseh,Dianatnejad, Nastaran
, p. 538 - 548 (2015)
Diamine-sarcophagine (DiAmsar) binding to human serum albumin (HSA) and bovine serum albumin (BSA) was investigated under simulative physiological conditions. Fluorescence spectra in combination with Fourier transform infrared (FT-IR), UV-visible (UV-vis) spectroscopy, cyclic voltammetry (CV), and molecular docking method were used in the present work. Experimental results revealed that DiAmsar had an ability to quench the HSA and BSA intrinsic fluorescence through a static quenching mechanism. The Stern-Volmer quenching rate constant (Ksv) was calculated as 0.372 × 103 M-1 and 0.640 × 103 M-1 for HSA and BSA, respectively. Moreover, binding constants (Ka), number of binding sites (n) at different temperatures, binding distance (r), and thermodynamic parameters (H, S, and G) between DiAmsar and HSA (or BSA) were calculated. DiAmsar exhibited good binding propensity to HSA and BSA with relatively high binding constant values. The positive H and S values indicated that the hydrophobic interaction is main force in the binding of the DiAmsar to HSA (or BSA). Furthermore, molecular docking results revealed the possible binding site and the microenvironment around the bond.
Dye fluorescence quenching by newly synthesized silver nanoparticles
Rezanejade Bardajee, Ghasem,Hooshyar, Zari,Khanjari, Mohaddeseh
, p. 113 - 121 (2014)
New types of silver nanoparticles (Ag NPs) were prepared by the reduction of silver trifluoroacetate with diamine-sarcophagine (DiAmsar) in DMF solution. Nanoparticles growth, morphology, and chemical composition were determined by ultraviolet-visible spectroscopy, transmission electron microscopy, and Fourier transform infrared spectroscopy, respectively. The effect of prepared Ag NPs on the fluorescence quenching of the dyes rhodamine 6G and 4-hydroxycoumarin were investigated in different temperatures. The results of the quenching experiments were analyzed using Stern-Volmer equation. The Stern-Volmer constant values showed that the quenching efficiencies decreased as the temperature increases indicating that the quenching process was a dynamic-type quenching. Moreover, the energy transfer behavior between Ag NPs and dye molecules were interrogated using F?rster/fluorescence resonance energy transfer and nanomaterial surface energy transfer models. The anti-bacterial activities of Ag NPs were assessed against the Staphylococcus aureus and Escherichia coli bacteria. Results showed that the entitled Ag NPs have excellent antibacterial properties.
Copper(II)-diaminosarcophagine-functionalized SBA-15: A heterogeneous nanocatalyst for the synthesis of benzimidazole, benzoxazole and benzothiazole derivatives under solvent-free conditions
Bardajee, Ghasem Rezanejade,Mohammadi, Marzieh,Kakavand, Nahale
, p. 51 - 58 (2016/04/05)
Solvent-free organic reactions were studied over periodic mesoporous silica (SBA-15) containing a Cu(II) organometallic complex. This heterogeneous catalyst was achieved by coordination of Cu(II) ions with the diaminosarcophagine ligand and then its grafting onto the surface of SBA-15. This catalyst displayed ordered mesoporous channels, which implies an extremely high dispersion of the Cu(II) complex and the convenient diffusion of reactant molecules into the pore channels. Therefore, this catalyst can offer high activity and also facile separation or recycling when compared with its homogeneous counterparts.
Cage-like bifunctional chelators, copper-64 radiopharmaceuticals and PET imaging using the same
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Page/Page column 13; 14, (2016/08/29)
Disclosed is a class of versatile Sarcophagine based bifunctional chelators (BFCs) containing a hexa-aza cage for labeling with metals having either imaging, therapeutic or contrast applications radiolabeling and one or more linkers (A) and (B). The compounds have the general formula where A is a functional group selected from group consisting of an amine, a carboxylic acid, an ester, a carbonyl, a thiol, an azide and an alkene, and B is a functional group selected from the group consisting of hydrogen, an amine, a carboxylic acid, and ester, a carbonyl, a thiol, an azide and an alkene. Also disclosed are conjugate of the BFC and a targeting moiety, which may be a peptide or antibody. Also disclosed are metal complexes of the BFC/targeting moiety conjugates that are useful as radiopharmaceuticals, imaging agents or contrast agents.
A novel method for the synthesis of benzothiazole heterocycles catalyzed by a copper-DiAmSar complex loaded on SBA-15 in aqueous media
Mohammadi, Marzieh,Bardajee, Ghasem Rezanejade,Pesyan, Nader Noroozi
, p. 62888 - 62894 (2015/02/19)
Cu(ii)-DiAmSar complex functionalized mesoporous SBA-15 silica support was employed for the synthesis of benzothiazole heterocycles in aqueous media as a green solvent with excellent yields. The resulting novel catalyst is extraordinarily stable and inhib
Synthesis of a novel bifunctional chelator AmBaSar based on sarcophagine for peptide conjugation and 64Cu radiolabelling
Cai, Hancheng,Fissekis, John,Conti, Peter S.
experimental part, p. 5395 - 5400 (2009/12/05)
Copper-64 shows promise as both a suitable PET imaging and therapeutic radionuclide due to its nuclear characteristics. Stable attachment of radioactive 64Cu2+ to targeted imaging probes requires the use of a bifunctional chelator. S
The Synthesis and Structure of Encapsulating Ligands: Properties of Bicyclic Hexamines
Bottomley, Gerald A.,Clark, Ian J.,Creaser, Inge I.,Engelhardt, Lutz M.,Geue, Rodney J.,et al.
, p. 143 - 180 (2007/10/02)
Template syntheses based on tris(ethane-1,2-diamine)cobalt(III) lead to cobalt(III) complexes of cage hexamines of the 'sarcophagine' type (sarcophagine = sar = 3,6,10,13,16,19-hexaazabicycloicosane) rapidly and in high yield.Reduction of these species to their cobalt(II) forms enables the ligands to be removed in concentrated acids at elevated temperatures, and in hot aqueous solutions containing excess cyanide ion.The free sarcophagine and 1,8-diaminosarcophagine ligands are strong bases, accepting up to four and five protons, respectively, in aqueous solution.In chloride medium, I = 1.0, at 298 K, pK1 = 11.95, pK2 = 10.33, pK3 = 7.17, pK4 ca. 0 for sarcophagine, and pK1 = 11.44, pK2 = 9.64, pK3 = 6.49, pK4 = 5.48, pK5 ca. 0 for diaminosarcophagine, with very similar values being found for triflate medium.Crystal structure determinations for both free bases, the chloride, sulfate, perchlorate and nitrate salts of diamsar, the complex of zinc chloride with sar, and the magnesium nitrate complex with diamsar show remarkably small variations in the cavity defined by the bicyclic ligands, though relatively subtle bond length and bond angle changes can be rationalized in terms of the effects of proton and metal ion binding.Exhaustive methylation of sarcophagine produces the highly lipophilic, hexatertiary base hexamethylsarcophagine, which, in the solid state, adopts quite different conformations and nitrogen-atom configurations to those of sar itself.All the ligands rapidly form metal ion complexes of generally exceptional kinetic and thermodynamic stability.
