Design and Synthesis of a Bombesin Peptide-Conjugated Tripodal Phosphino Dithioether Ligand Topology for the Stabilization of the fac-[M(CO)3]+ Core (M=99 mTc or Re)

被引:11
|
作者
Kannan, Raghuraman [1 ]
Pillarsetty, Nagavarakishore [1 ]
Gali, Hariprasad [1 ]
Hoffman, Timothy J. [2 ,4 ]
Barnes, Charles L. [3 ]
Jurisson, Silvia S. [3 ]
Smith, Charles J. [1 ,4 ]
Volkert, Wynn A. [1 ]
机构
[1] Univ Missouri, Dept Radiol, Columbia, MO 65211 USA
[2] Univ Missouri, Dept Internal Med, Columbia, MO 65211 USA
[3] Univ Missouri, Dept Chem, Columbia, MO 65211 USA
[4] Univ Missouri, HS Truman Mem VA Hosp, Columbia, MO 65211 USA
关键词
IN-VIVO; TRICARBONYL COMPLEXES; TRIDENTATE LIGANDS; HUMAN PROSTATE; RECEPTORS; TECHNETIUM; CHEMISTRY; TC-99M; EXPRESSION; VITRO;
D O I
10.1021/ic200491z
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new tumor-seeking tridentate topology consisting of a phosphino dithioether ((HOCH2)(2)PCH2CH2S(CH2)(n)CH2SR; PS2) ligand framework for the production of kinetically inert and in vivo stable facial [Tc-99m(CO)(3)(PS2)](+) or [Re(CO)(3)(PS2)](+) is described. The X-ray crystal structure of fac-Re(CO)(3)(PS2)PF6 is reported. The bioconjugation strategies for incorporating bombesin (BBN) peptides on to the PS2 tripodal framework and, thereby, de novo designing of GRP receptor-seeking Tc(PS2-BBN)(CO)(3) are developed.
引用
收藏
页码:6210 / 6219
页数:10
相关论文
共 50 条
  • [1] Benzimidazole derivatives as NSO ligands for the fac-[M(CO)3]+ (M = Re, 99mTc)
    Tsotakos, T.
    Tsoukalas, C.
    Patsis, G.
    Panagiotopoulou, A.
    Nikolic, N.
    Jankovic, D.
    Djokic, D.
    Raptopoulou, C. P.
    Terzis, A.
    Papagiannopoulou, D.
    Pelecanou, M.
    Papadopoulos, M.
    Pirmettis, I.
    INORGANICA CHIMICA ACTA, 2011, 377 (01) : 62 - 68
  • [2] Ethylenediamine- and propylenediaminediacetic acid derivatives as ligands for the "fac-[M(CO)3]+" core (M = Re, 99mTc)
    Allali, M
    Cousinié, S
    Gressier, M
    Tessier, C
    Beauchamp, AL
    Coulais, Y
    Dartiguenave, M
    Benoist, E
    INORGANICA CHIMICA ACTA, 2006, 359 (07) : 2128 - 2134
  • [3] Mixed pharmacophore fac-[M(OO)(isc)(CO)3] (M = Re, 99mTc) complexes
    Triantis, Charalampos
    Sagnou, Marina
    Mavroidi, Barbara
    Paravatou-Petsotas, Maria
    Pirmettis, Ioannis
    Papadopoulos, Minas
    Pelecanou, Maria
    NUCLEAR MEDICINE AND BIOLOGY, 2014, 41 (07) : 626 - 626
  • [4] Clickable, Hydrophilic Ligand for fac-[MI(CO)3]+ (M = Re/99mTc) Applied in an S-Functionalized α-MSH Peptide
    Kasten, Benjamin B.
    Ma, Xiaowei
    Liu, Hongguang
    Hayes, Thomas R.
    Barnes, Charles L.
    Qi, Shibo
    Cheng, Kai
    Bottorff, Shalina C.
    Slocumb, Winston S.
    Wang, Jing
    Cheng, Zhen
    Benny, Paul D.
    BIOCONJUGATE CHEMISTRY, 2014, 25 (03) : 579 - 592
  • [5] Synthesis and characterization of new fac-[M(NO)(P)(CO)3] and M(NO)(P)2(CO)2 complexes (M=Re, 99mTc)
    Triantis, Charalampos
    Lazopoulos, Aristotelis
    Theodoros, Tsotakos
    Tsoukalas, Charalampos
    Drakopoulos, Antonis
    Raptopoulou, Catherine
    Psycharis, Vassilis
    Pelecanou, Maria
    Pirmettis, Ioannis
    Papadopoulos, Minas
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2011, 54 : S333 - S333
  • [6] Complexes of orotic acid and derivatives with the fac-[M(CO)3]+ (M = Re and 99Tc/99mTc) core as radiopharmaceutical probes
    Mukiza, Janvier
    Braband, Henrik
    Bolliger, Robin
    Nadeem, Qaisar
    Habarurema, Gratien
    Sezirahiga, Jurdas
    Uwambajineza, Tite
    Fox, Thomas
    Blacque, Olivier
    Alberto, Roger
    INORGANICA CHIMICA ACTA, 2022, 539
  • [7] Pyrazolyl conjugates of bombesin:: a new tridentate ligand framework for the stabilization of fac-[M(CO)3]+ moiety
    Alves, Susana
    Correia, Joao D. G.
    Santos, Isabel
    Veerendra, Bhadrasetty
    Sieckman, Gary L.
    Hoffman, Timothy J.
    Rold, Tammy L.
    Figueroa, Said Daibes
    Retzloff, Lauren
    McCrate, Joseph
    Prasanphanich, Adam
    Smith, Charles J.
    NUCLEAR MEDICINE AND BIOLOGY, 2006, 33 (05) : 625 - 634
  • [8] A pyrazolylamine-phosphonate monoester chelator for the fac-[M(CO)3]+ core (M = Re, 99mTc):: Synthesis, coordination properties and biological assessment
    Palma, Elisa
    Oliveira, Bruno L.
    Figueira, Flavio
    Correia, Joao D. G.
    Raposinho, Paula D.
    Santos, Isabel
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2007, 50 (13-14): : 1176 - 1184
  • [9] Iron oxide-filled micelles as ligands for fac-[M(CO)3]+ (M=99mTc, Re)
    Gomez Blanco, Nina
    Jauregui-Osoro, Maite
    Cobaleda-Siles, Macarena
    Maldonado, Carmen R.
    Henriksen-Lacey, Malou
    Padro, Daniel
    Clark, Stephen
    Mareque-Rivas, Juan C.
    CHEMICAL COMMUNICATIONS, 2012, 48 (35) : 4211 - 4213
  • [10] A Phenylbenzothiazole Conjugate with the Tricarbonyl fac-[M(I)(CO)3]+ (M=Re, 99Tc, 99mTc) Core for Imaging of β-Amyloid Plaques
    Sagnou, Marina
    Tzanopoulou, Stamatia
    Raptopoulou, Catherine P.
    Psycharis, Vassilis
    Braband, Henrik
    Alberto, Roger
    Pirmettis, Ioannis C.
    Papadopoulos, Minas
    Pelecanou, Maria
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (27) : 4279 - 4286