Complexation and biodistribution study of 111In and 90Y complexes of bifunctional phosphinic acid analogs of H4dota

Försterová, Michaela; Petřík, Miloš; Lázníčková, Alice; Lázníček, Milan; Hermann, Petr; Lukeš, Ivan; Melichar, F.

doi:10.1016/j.apradiso.2008.08.013

Cited by 11 publications

(11 citation statements)

References 34 publications

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“…Unlike for Ln(III) ions, [37][38][39][40] labelling with 44 Sc was not improved. As discussed above, the formation of metal ion complexes of DOTA-like ligands is a two-step process, 41,53 i.e.…”

Section: Determination Of Stability Constants Under Trace Concentrationsmentioning

confidence: 91%

“…[36][37][38] Their complexes/conjugates are stable in vivo and show good pharmacokinetic properties due to their high hydrophilicity. [39][40][41] Trivalent gallium is a similar very hard metal ion and phosphinic acid derivatives of NOTA (NOTA = 1,4,7-triazacyclononane-1,4,7-triacetic acid) showed much faster labeling with 68 Ga as compared to the parent ligand. 42,43 Therefore, monophosphorus acid DOTA analogs, DO3AP, DO3AP ABn and DO3AP PrA (Fig.…”

Section: Introductionmentioning

confidence: 99%

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Scandium(iii) complexes of monophosphorus acid DOTA analogues: a thermodynamic and radiolabelling study with⁴⁴Sc from cyclotron and from a⁴⁴Ti/⁴⁴Sc generator

et al. 2016

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The complexation ability of DOTA analogs bearing one methylenephosphonic (DO3AP) or methylenephosphinic (DO3AP(PrA) and DO3AP(ABn)) acid pendant arm toward scandium was evaluated. Stability constants of their scandium(iii) complexes were determined by potentiometry combined with (45)Sc NMR spectroscopy. The stability constants of the monophosphinate analogues are somewhat lower than that of the Sc-DOTA complex. The phosphorus acid moiety interacts with trivalent scandium even in very acidic solutions forming out-of-cage complexes; the strong affinity of the phosphonate group to Sc(iii) precludes stability constant determination of the Sc-DO3AP complex. These results were compared with those obtained by the free-ion selective radiotracer extraction (FISRE) method which is suitable for trace concentrations. FISRE underestimated the stability constants but their relative order was preserved. Nonetheless, as this method is experimentally simple, it is suitable for a quick relative comparison of stability constant values under trace concentrations. Radiolabelling of the ligands with (44)Sc was performed using the radioisotope from two sources, a (44)Ti/(44)Sc generator and (44m)Sc/(44)Sc from a cyclotron. The best radiolabelling conditions for the ligands were pH = 4, 70 °C and 20 min which were, however, not superior to those of the parent DOTA. Nonetheless, in vitro behaviour of the Sc(iii) complexes in the presence of hydroxyapatite and rat serum showed sufficient stability of (44)Sc complexes of these ligands for in vivo applications. PET images and ex vivo biodistribution of the (44)Sc-DO3AP complex performed on healthy Wistar male rats showed no specific bone uptake and rapid clearance through urine.

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Section: Determination Of Stability Constants Under Trace Concentrationsmentioning

confidence: 91%

Section: Introductionmentioning

confidence: 99%

Scandium(iii) complexes of monophosphorus acid DOTA analogues: a thermodynamic and radiolabelling study with⁴⁴Sc from cyclotron and from a⁴⁴Ti/⁴⁴Sc generator

et al. 2016

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“…The complexes of monophosphorus acid dota derivatives again show biodistributions similar to those of dota complexes. [32,33] Following our previous work on tetraazamacrocycles that bear phosphonate and/or acetate pendant arms, [13][14][15]25,29,[30][31][32][33][34] we have recently reported on the synthesis and characterisation of 1,4,7,10-tetraazacyclododecane-1,7-bis(acetic acid)-4,10-bis(methylenephosphonic acid) (trans-H 6 do2a2p, H 6 L; Scheme 1), on its interaction with 153 …”

Section: A C H T U N G T R E N N U N G (Dotp)]mentioning

confidence: 99%

Lanthanide(III) Complexes of 4,10‐Bis(phosphonomethyl)‐1,4,7,10‐tetraazacyclododecane‐1,7‐diacetic acid (trans‐H₆do2a2p) in Solution and in the Solid State: Structural Studies Along the Series

Campello¹,

Lacerda²,

Pereira

et al. 2010

Chemistry A European J

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Complexes of 4,10-bis(phosphonomethyl)-1,4,7,10-tetraazacyclododecane-1,7-diacetic acid (trans-H(6)do2a2p, H(6)L) with transition metal and lanthanide(III) ions were investigated. The stability constant values of the divalent and trivalent metal-ion complexes are between the corresponding values of H(4)dota and H(8)dotp complexes, as a consequence of the ligand basicity. The solid-state structures of the ligand and of nine lanthanide(III) complexes were determined by X-ray diffraction. All the complexes are present as twisted-square-antiprismatic isomers and their structures can be divided into two series. The first one involves nona-coordinated complexes of the large lanthanide(III) ions (Ce, Nd, Sm) with a coordinated water molecule. In the series of Sm, Eu, Tb, Dy, Er, Yb, the complexes are octa-coordinated only by the ligand donor atoms and their coordination cages are more irregular. The formation kinetics and the acid-assisted dissociation of several Ln(III)-H(6)L complexes were investigated at different temperatures and compared with analogous data for complexes of other dota-like ligands. The [Ce(L)(H(2)O)](3-) complex is the most kinetically inert among complexes of the investigated lanthanide(III) ions (Ce, Eu, Gd, Yb). Among mixed phosphonate-acetate dota analogues, kinetic inertness of the cerium(III) complexes is increased with a higher number of phosphonate arms in the ligand, whereas the opposite is true for europium(III) complexes. According to the (1)H NMR spectroscopic pseudo-contact shifts for the Ce-Eu and Tb-Yb series, the solution structures of the complexes reflect the structures of the [Ce(HL)(H(2)O)](2-) and [Yb(HL)](2-) anions, respectively, found in the solid state. However, these solution NMR spectroscopic studies showed that there is no unambiguous relation between (31)P/(1)H lanthanide-induced shift (LIS) values and coordination of water in the complexes; the values rather express a relative position of the central ions between the N(4) and O(4) planes.

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“…Complexation and biodistribution of 111 In and 90 Y complexes with DOTA analogues 295a and 295b were studied [221]. Both ligands bind the radiometals in the same way as DOTA 297.…”

Section: Phosphinic Acids For Mri or Radioligand Deliverymentioning

confidence: 99%

Synthesis and Biological Applications of Phosphinates and Derivatives

Virieux

Volle

Bakalara

et al. 2014

Topics in Current Chemistry

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This review first outlines general considerations on phosphinic acids and derivatives as bioisosteric groups. The next sections present key aspects of phosphinic acid-based molecules and include a brief description of the biological pathways involved for their activities. The synthetic aspects and the biological activities of such compounds reported in the literature between 2008 and 2013 are also described.

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Complexation and biodistribution study of 111In and 90Y complexes of bifunctional phosphinic acid analogs of H4dota

Cited by 11 publications

References 34 publications

Scandium(iii) complexes of monophosphorus acid DOTA analogues: a thermodynamic and radiolabelling study with⁴⁴Sc from cyclotron and from a⁴⁴Ti/⁴⁴Sc generator

Scandium(iii) complexes of monophosphorus acid DOTA analogues: a thermodynamic and radiolabelling study with⁴⁴Sc from cyclotron and from a⁴⁴Ti/⁴⁴Sc generator

Lanthanide(III) Complexes of 4,10‐Bis(phosphonomethyl)‐1,4,7,10‐tetraazacyclododecane‐1,7‐diacetic acid (trans‐H₆do2a2p) in Solution and in the Solid State: Structural Studies Along the Series

Synthesis and Biological Applications of Phosphinates and Derivatives

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Complexation and biodistribution study of 111In and 90Y complexes of bifunctional phosphinic acid analogs of H4dota

Cited by 11 publications

References 34 publications

Scandium(iii) complexes of monophosphorus acid DOTA analogues: a thermodynamic and radiolabelling study with44Sc from cyclotron and from a44Ti/44Sc generator

Scandium(iii) complexes of monophosphorus acid DOTA analogues: a thermodynamic and radiolabelling study with44Sc from cyclotron and from a44Ti/44Sc generator

Lanthanide(III) Complexes of 4,10‐Bis(phosphonomethyl)‐1,4,7,10‐tetraazacyclododecane‐1,7‐diacetic acid (trans‐H6do2a2p) in Solution and in the Solid State: Structural Studies Along the Series

Synthesis and Biological Applications of Phosphinates and Derivatives

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Scandium(iii) complexes of monophosphorus acid DOTA analogues: a thermodynamic and radiolabelling study with⁴⁴Sc from cyclotron and from a⁴⁴Ti/⁴⁴Sc generator

Scandium(iii) complexes of monophosphorus acid DOTA analogues: a thermodynamic and radiolabelling study with⁴⁴Sc from cyclotron and from a⁴⁴Ti/⁴⁴Sc generator

Lanthanide(III) Complexes of 4,10‐Bis(phosphonomethyl)‐1,4,7,10‐tetraazacyclododecane‐1,7‐diacetic acid (trans‐H₆do2a2p) in Solution and in the Solid State: Structural Studies Along the Series