Literature DB >> 23794941

Convenient Synthesis and Evaluation of Heptadentate Bifunctional Ligand for Radioimmunotherapy Applications.

Hyun-Soon Chong, Xiang Sun, Pengfei Dong, Chi Soo Kang.   

Abstract

An efficient synthetic route to a bifunctional chelating agent C-NE3TA-NCS for antibody-targeted radioimmunotherapy (RIT) applications was developed. Various synthetic methods centered on the key reaction steps including bimolecular cyclization, ring opening reactions of aziridine and aziridinium cations, and reductive aminiation were explored to optimize the preparation of a tetraaza-based chelate TANPA and C-NE3TA analogues. Heptadentate C-NE3TA-NCS was conjugated to a tumor targeting antibody and compared to hexadentate C-NOTA-NCS for radiolabeling reaction kinetics with lanthanides for RIT. C-NE3TA-antibody conjugate displayed significantly enhanced complexation kinetics with 90Y as compared to C-NOTA-antibody conjugate. The synthetic methods for TANPA and C-NE3TA-NCS reported herein have broad applications for preparation of bifunctioanl macrocyclic chelating agents.

Entities:  

Keywords:  90Y; Bifunctional chelating agent; Macrocyclic ligand; radioimmunotherapy

Year:  2011        PMID： 23794941      PMCID： PMC3686137          DOI： 10.1002/ejoc.201101063

Source DB:  PubMed          Journal:  European J Org Chem        ISSN： 1099-0690


  15 in total

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Authors:  Hyun A Song; Chi Soo Kang; Kwamena E Baidoo; Diane E Milenic; Yunwei Chen; Anzhi Dai; M W Brechbiel; Hyun-Soon Chong
Journal:  Bioconjug Chem       Date:  2011-05-23       Impact factor: 4.774

4.  Phase I and II clinical trials of trastuzumab.

Authors:  J Baselga
Journal:  Ann Oncol       Date:  2001       Impact factor: 32.976

5.  Synthesis and evaluation of a bifunctional chelate for development of Bi(III)-labeled radioimmunoconjugates.

Authors:  Mamta Dadwal; Chi Soo Kang; Hyun A Song; Xiang Sun; Anzhi Dai; Kwamena E Baidoo; Martin W Brechbiel; Hyun-Soon Chong
Journal:  Bioorg Med Chem Lett       Date:  2011-07-07       Impact factor: 2.823

6.  Novel bimodal bifunctional ligands for radioimmunotherapy and targeted MRI.

Authors:  Hyun-Soon Chong; Hyun A Song; Xiang Ma; Diane E Milenic; Erik D Brady; Sooyoun Lim; Haisung Lee; Kwamena Baidoo; Dengfeng Cheng; Martin W Brechbiel
Journal:  Bioconjug Chem       Date:  2008-06-20       Impact factor: 4.774

7.  Synthesis and biological evaluation of novel macrocyclic ligands with pendent donor groups as potential yttrium chelators for radioimmunotherapy with improved complex formation kinetics.

Authors:  Hyun-soon Chong; Kayhan Garmestani; Dangshe Ma; Diane E Milenic; Terrish Overstreet; Martin W Brechbiel
Journal:  J Med Chem       Date:  2002-08-01       Impact factor: 7.446

8.  Rational design and generation of a bimodal bifunctional ligand for antibody-targeted radiation cancer therapy.

Authors:  Hyun-Soon Chong; Xiang Ma; Thien Le; Baidoo Kwamena; Diane E Milenic; Erik D Brady; Hyun A Song; Martin W Brechbiel
Journal:  J Med Chem       Date:  2007-12-07       Impact factor: 7.446

9.  Efficient synthesis and evaluation of bimodal ligand NETA.

Authors:  Hyun-Soon Chong; Hyun A Song; Noah Birch; Thien Le; Sooyoun Lim; Xiang Ma
Journal:  Bioorg Med Chem Lett       Date:  2008-04-08       Impact factor: 2.823

10.  Synthesis and evaluation of novel bifunctional chelating agents based on 1,4,7,10-tetraazacyclododecane-N,N',N",N"'-tetraacetic acid for radiolabeling proteins.

Authors:  L L Chappell; D Ma; D E Milenic; K Garmestani; V Venditto; M P Beitzel; M W Brechbiel
Journal:  Nucl Med Biol       Date:  2003-08       Impact factor: 2.408
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  4 in total

1.  Novel hexadentate and pentadentate chelators for ⁶⁴Cu-based targeted PET imaging.

Authors:  Inseok Sin; Chi Soo Kang; Nilantha Bandara; Xiang Sun; Yongliang Zhong; Buck E Rogers; Hyun-Soon Chong
Journal:  Bioorg Med Chem       Date:  2014-03-01       Impact factor: 3.641

2.  Synthesis and comparative biological evaluation of bifunctional ligands for radiotherapy applications of (90)Y and (177)Lu.

Authors:  Hyun-Soon Chong; Xiang Sun; Yunwei Chen; Inseok Sin; Chi Soo Kang; Michael R Lewis; Dijie Liu; Varyanna C Ruthengael; Yongliang Zhong; Ningjie Wu; Hyun A Song
Journal:  Bioorg Med Chem       Date:  2014-12-23       Impact factor: 3.641

3.  Transferrin conjugates of triazacyclononane-based bifunctional NE3TA chelates for PET imaging: Synthesis, Cu-64 radiolabeling, and in vitro and in vivo evaluation.

Authors:  Chi Soo Kang; Ningjie Wu; Yunwei Chen; Xiang Sun; Nilantha Bandara; Dijie Liu; Michael R Lewis; Buck E Rogers; Hyun-Soon Chong
Journal:  J Inorg Biochem       Date:  2015-10-30       Impact factor: 4.155

4.  New Bifunctional Chelator 3p-C-NEPA for Potential Applications in Lu(III) and Y(III) Radionuclide Therapy and Imaging.

Authors:  Xiang Sun; Chi Soo Kang; Inseok Sin; Shuyuan Zhang; Siyuan Ren; Haixing Wang; Dijie Liu; Michael R Lewis; Hyun-Soon Chong
Journal:  ACS Omega       Date:  2020-10-28
  4 in total

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