TY - JOUR
T1 - Synthesis and biological studies of novel neurotensin(8-13) mimetics
AU - Hong, Feng
AU - Zaidi, Javid
AU - Cusack, Bernadette
AU - Richelson, Elliott
N1 - Funding Information:
We thank Dr. Abdul Fauq for his helpful suggestions and Ms. Linda Benson for the mass spectral analysis. Mayo Foundation for Medical Education and Research and the United States Public Health Service (Grant MH 27692 to E.R.) are greatly acknowledged for their financial support.
PY - 2002/12/1
Y1 - 2002/12/1
N2 - Novel neurotensin (NT) (8-13) (Arg8-Arg9-Pro10-Tyr11-Ile 12-Leu13) mimetics 3, 4 were designed by adopting all intrinsic functional groups of the native neurotensin(8-13) and using a substituted indole as a template to mimic the pharmacophore of NT(8-13). Biological studies at subtype 1 of the NT receptor showed that 3 has a 55 and 580 nM binding affinity at rat and human neurotensin receptors, respectively. As a comparison, compounds 5 and 6 were also synthesized. The binding difference between 3, 4 and 5, 6 argues the importance of the carboxylic group in achieving higher potency NT(8-13) mimetics.
AB - Novel neurotensin (NT) (8-13) (Arg8-Arg9-Pro10-Tyr11-Ile 12-Leu13) mimetics 3, 4 were designed by adopting all intrinsic functional groups of the native neurotensin(8-13) and using a substituted indole as a template to mimic the pharmacophore of NT(8-13). Biological studies at subtype 1 of the NT receptor showed that 3 has a 55 and 580 nM binding affinity at rat and human neurotensin receptors, respectively. As a comparison, compounds 5 and 6 were also synthesized. The binding difference between 3, 4 and 5, 6 argues the importance of the carboxylic group in achieving higher potency NT(8-13) mimetics.
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U2 - 10.1016/S0968-0896(02)00342-5
DO - 10.1016/S0968-0896(02)00342-5
M3 - Article
C2 - 12413837
AN - SCOPUS:0036975798
SN - 0968-0896
VL - 10
SP - 3849
EP - 3858
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
IS - 12
ER -