Synthesis and Binding Affinity of Fluorine Containing NG-acyl and -sulfonyl BIBP3226 Derivatives: Ligands for the NPY Y1 Receptor
Nigel A. Lengkeek A , Maxine P. Roberts A D , Lei Zhang B , I- , Chieh J. Lee B , Christopher J. R. Fookes A , Branko Dikic A , Herbert Herzog B , Andrew Katsifis A C and Ivan Greguric A
+ Author Affiliations
- Author Affiliations
A ANSTO LifeSciences, Australian Nuclear Science and Technology Organisation (ANSTO), Locked Bag 2001, Kirrawee DC, NSW, 2232, Sydney, Australia.
B Garvan Institute for Medical Research, 384 Victoria St, Darlinghurst, NSW 2010, Australia.
C Current address: Royal Prince Alfred Hospital, PET and Nuclear Medicine, Missenden Rd, Camperdown, NSW 2050, Australia.
D Corresponding author. Email: Maxine.Roberts@ansto.gov.au
Australian Journal of Chemistry 69(7) 746-752 https://doi.org/10.1071/CH15569
Submitted: 15 September 2015 Accepted: 12 November 2015 Published: 14 December 2015
Abstract
The neuropeptide Y (NPY) receptors are abundant in a range of tumours hence are a molecular target for tumour imaging and therapy, particularly by the use of radiolabelled molecules. NG-Substituted derivatives of the NPY receptor antagonist, BIBP3226, were prepared aiming to improve its current usability and to incorporate a positron-emitting radioisotope for development in positron emission tomography (PET) radiopharmaceuticals. The BIBP3226 derivatives were prepared in seven steps while retaining the critically important amino acid chirality. The acyl derivative retained acceptable ligand binding, however the sulfonyl derivatives lost almost all binding affinity.
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