Gastrin receptor-avid peptide conjugates

Hoffman, Timothy J; Volkert, Wynn A; Li, Ning; Sieckman, Gary; Higginbotham, C A

Title: Gastrin receptor-avid peptide conjugates

Patent · Mon Jan 01 00:00:00 EST 2001

OSTI ID:873600

Hoffman, Timothy J ^[1]; Volkert, Wynn A ^[1]; Li, Ning ^[2]; Sieckman, Gary ^[3]; Higginbotham, C A ^[1]

Columbia, MO
Baltimore, MD
Ashland, MO

A compound for use as a therapeutic or diagnostic radiopharmaceutical includes a group capable of complexing a medically useful metal attached to a moiety which is capable of binding to a gastrin releasing peptide receptor. A method for treating a subject having a neoplastic disease includes administering to the subject an effective amount of a radiopharmaceutical having a metal chelated with a chelating group attached to a moiety capable of binding to a gastrin releasing peptide receptor expressed on tumor cells with subsequent internalization inside of the cell. A method of forming a therapeutic or diagnostic compound includes reacting a metal synthon with a chelating group covalently linked with a moiety capable of binding a gastrin releasing peptide receptor.

View Patent

Cite

Export

Save

Research Organization:: Univ. of Missouri, Columbia, MO (United States)

DOE Contract Number:: FG02-89ER60875

Assignee:: Curators of University of Missouri (Columbia, MO)

Patent Number(s):: US 6200546

OSTI ID:: 873600

Country of Publication:: United States

Language:: English

References (46)

Desmethionine alkylamide bombesin analogs: a new class of bombesin receptor antagonists with potent antisecretory activity in pancreatic acini and antimitotic activity in Swiss 3T3 cells Wang, Lu Hua; Coy, David H.; Taylor, John E. Biochemistry, Vol. 29, Issue 3 https://doi.org/10.1021/bi00455a004	journal	January 1990
[D-Phe12]bombesin analogues: a new class of bombesin receptor antagonists Heinz-Erian, P.; Coy, D. H.; Tamura, M. American Journal of Physiology-Gastrointestinal and Liver Physiology, Vol. 252, Issue 3 https://doi.org/10.1152/ajpgi.1987.252.3.G439	journal	March 1987
The Design of Site-Directed Radiopharmaceuticals for Use in Drug Discovery Eckelman, William C.; Gibson, Raymond E. Nuclear Imaging in Drug Discovery, Development, and Approval https://doi.org/10.1007/978-1-4684-6808-3_6	book	January 1993
Radiohalogenation of proteins: An overview of radionuclides, labeling methods and reagents for conjugate labeling Wilbur, D. Scott Bioconjugate Chemistry, Vol. 3, Issue 6 https://doi.org/10.1021/bc00018a001	journal	November 1992
The Binding of Bombesin and Somatostatin and Their Analogs to Human Colon Cancers Radulovic, S. S.; Milovanovic, S. R.; Cai, R. -Z. Experimental Biology and Medicine, Vol. 200, Issue 3 https://doi.org/10.3181/00379727-200-43447	journal	July 1992
A novel bombesin receptor antagonist (2258U89), potently inhibits bombesin evoked release of gastrointestinal hormones from rats and dogs, in vitro and in vivo Singh, Pomila; Guo, Yan-Shi; Kull, Frederick C. Regulatory Peptides, Vol. 40, Issue 1 https://doi.org/10.1016/0167-0115(92)90085-9	journal	July 1992
Potent Gastrin-Releasing Peptide (GRP) Antagonists Derived from GRP(19-27) with a C-Terminal DPro.PSI.[CH2NH]Phe-NH2 and N-Terminal Aromatic Residues Leban, Johann J.; Landavazo, Antonio; McDermed, John D. Journal of Medicinal Chemistry, Vol. 37, Issue 4 https://doi.org/10.1021/jm00030a002	journal	February 1994
BW2258U89: A GRP receptor antagonist which inhibits small cell lung cancer growth Moody, Terry W.; Venugopal, Rajesh; Zia, Farah Life Sciences, Vol. 56, Issue 7 https://doi.org/10.1016/0024-3205(94)00481-7	journal	January 1995
Short-chain Pseudopeptide Bombesin Receptor Antagonists with Enhanced Binding Affinities for Pancreatic Acinar and Swiss 3T3 Cells Display Strong Antimitotic Activity Coy, D. H.; Taylor, J. E.; Jiang, N. Y. Journal of Biological Chemistry, Vol. 264, Issue 25 https://doi.org/10.1016/S0021-9258(18)63753-6	journal	September 1989
Biological effects and receptor binding affinities of new pseudononapeptide bombesin/GRP receptor antagonists with N-terminal d-Trp or d-Tpi Radulovic, Sinisa; Cai, Ren-Zhi; Serfozo, Peter International Journal of Peptide and Protein Research, Vol. 38, Issue 6 https://doi.org/10.1111/j.1399-3011.1991.tb01545.x	journal	December 1991
Metabolic stability and tumor inhibition of bombesin/GRP receptor antagonists Davis, T. P.; Crowell, S.; Taylor, J. Peptides, Vol. 13, Issue 2 https://doi.org/10.1016/0196-9781(92)90128-P	journal	March 1992
Yttrium-90 and indium-111 labelling, receptor binding and biodistribution of [DOTA 0 , d -Phe 1 ,Tyr 3 ]octreotide, a promising somatostatin analogue for radionuclide therapy de Jong, Marion; Bakker, Willem H.; Krenning, Eric P. European Journal of Nuclear Medicine and Molecular Imaging, Vol. 24, Issue 4 https://doi.org/10.1007/s002590050064	journal	April 1997
Characterization of bombesin/gastrin-releasing peptide receptors in membranes of MKN45 human gastric cancer Halmos, Gabor; Pinski, Jacek; Szoke, Balazs Cancer Letters, Vol. 85, Issue 1 https://doi.org/10.1016/0304-3835(94)90246-1	journal	September 1994
Chemical and physical properties of radionuclides Troutner, David E. International Journal of Radiation Applications and Instrumentation. Part B. Nuclear Medicine and Biology, Vol. 14, Issue 3 https://doi.org/10.1016/0883-2897(87)90039-0	journal	January 1987
Conveyance of partial agonism/antagonism to bombesin/gastrin-releasing peptide analogues on Swiss 3T3 cells by a carboxyl-terminal leucine insertion. Kull, F. C.; Leban, J. J.; Landavazo, A. Journal of Biological Chemistry, Vol. 267, Issue 29 https://doi.org/10.1016/S0021-9258(19)36807-3	journal	October 1992
Identification and Characterization of Somatostatin (SRIF), Gastrin Releasing Peptide (GRP), and Neuromedin B (NMB) Receptors on Established Tumors and Tumor Cell Lines Taylor, John E. Growth Factors, Peptides and Receptors https://doi.org/10.1007/978-1-4615-2846-3_18	book	January 1993
Antagonists of bombesin/gastrin-releasing peptide inhibit growth of SW-1990 human pancreatic adenocarcinoma and production of cyclic AMP Qin, Yunfeng; Ertl, Tibor; Cai, Ren-Zhi International Journal of Cancer, Vol. 63, Issue 2 https://doi.org/10.1002/ijc.2910630219	journal	October 1995
Vehicles, Chelators, and Radionuclides: Choosing the “Building Blocks” of an Effective Therapeutic Radioimmunoconjugate Schubiger, P. August; Alberto, Roger; Smith, Alan Bioconjugate Chemistry, Vol. 7, Issue 2 https://doi.org/10.1021/bc950097s	journal	January 1996
Potent bombesin receptor antagonists distinguish receptor subtypes von Schrenck, T.; Wang, L. H.; Coy, D. H. American Journal of Physiology-Gastrointestinal and Liver Physiology, Vol. 259, Issue 3 https://doi.org/10.1152/ajpgi.1990.259.3.G468	journal	September 1990
Pseudononapeptide bombesin antagonists containing C-terminal Trp or Tpi Cai, Ren-Zhi; Radulovic, Sinisa; Pinski, Jacek Peptides, Vol. 13, Issue 2 https://doi.org/10.1016/0196-9781(92)90107-E	journal	March 1992
[Des-Met14]Bombesin analogues function as small cell lung cancer bombesin receptor antagonists Staley, J.; Coy, D.; Taylor, J. E. Peptides, Vol. 12, Issue 1 https://doi.org/10.1016/0196-9781(91)90181-N	journal	January 1991
Peptides in Oncology II Höffken, K. Recent Results in Cancer Research https://doi.org/10.1007/978-3-642-84956-5	book	January 1993
Potent bombesin antagonists with C-terminal Leu-psi(CH2-N)-Tac-NH2 or its derivatives. Cai, R. Z.; Reile, H.; Armatis, P. Proceedings of the National Academy of Sciences, Vol. 91, Issue 26 https://doi.org/10.1073/pnas.91.26.12664	journal	December 1994
Growth factors in lung cancer: Possible etiologic role and clinical target Kelly, Karen; Kane, Madeleine A.; Bunn Jr., Paul A. Medical and Pediatric Oncology, Vol. 19, Issue 6 https://doi.org/10.1002/mpo.2950190602	journal	January 1991
In vitro and in vivo characterization of novel water-soluble dithio-bisphosphine 99mTc complexes Smith, C. J.; Li, N.; Katti, K. V. Nuclear Medicine and Biology, Vol. 24, Issue 7 https://doi.org/10.1016/S0969-8051(97)00100-5	journal	October 1997
Probing peptide backbone function in bombesin. A reduced peptide bond analogue with potent and specific receptor antagonist activity. Coy, D. H.; Heinz-Erian, P.; Jiang, N. Y. Journal of Biological Chemistry, Vol. 263, Issue 11 https://doi.org/10.1016/S0021-9258(18)60678-7	journal	April 1988
Experimental Radioimmunotherapy and Methods to Increase Therapeutic Efficacy Buchsbaum, Donald J. Cancer Therapy with Radiolabeled Antibodies https://doi.org/10.1201/9781351070409-10	book	January 1995
Inhibitory Effects of Antagonists of Bombesin/Gastrin Releasing Peptide (GRP) and Somatostatin Analog (RC-160) on Growth of HT-29 Human Colon Cancers in Nude Mice Radulovic, Sinisa; Schally, Andrew V.; Reile, Herta Acta Oncologica, Vol. 33, Issue 6 https://doi.org/10.3109/02841869409121784	journal	January 1994
Autocrine Growth Factors and Lung Cancer Mulshine, James L.; Natale, Ronald B.; Avis, Ingalill Basic and Clinical Concepts of Lung Cancer https://doi.org/10.1007/978-1-4613-1593-3_7	book	January 1989
Bombesin Antagonists: Experimental and Clinical Results Schütte, J.; Seeber, S. Recent Results in Cancer Research https://doi.org/10.1007/978-3-642-84956-5_9	book	January 1993
[D-Arg1,D-Phe5,D-Trp7,9,Leu11]substance P, a potent bombesin antagonist in murine Swiss 3T3 cells, inhibits the growth of human small cell lung cancer cells in vitro. Woll, P. J.; Rozengurt, E. Proceedings of the National Academy of Sciences, Vol. 85, Issue 6 https://doi.org/10.1073/pnas.85.6.1859	journal	March 1988
Bombesin Receptor Antagonists: Different Classes and Cellular Basis of Action Jensen, R. T.; Mrozinski, J. E.; Coy, D. H. Recent Results in Cancer Research https://doi.org/10.1007/978-3-642-84956-5_8	book	January 1993
The mechanism of receptor-mediated endocytosis Smythe, Elizabeth; Warren, Graham European Journal of Biochemistry, Vol. 202, Issue 3 https://doi.org/10.1111/j.1432-1033.1991.tb16424.x	journal	December 1991
Radiolabeling with technetium-99m to study high-capacity and low-capacity biochemical systems Eckelman, William C. European Journal of Nuclear Medicine, Vol. 22, Issue 3 https://doi.org/10.1007/BF01081522	journal	March 1995
Rhenium(V) and Technetium(V) Oxo Complexes of an N ₂ N‘S Peptidic Chelator: Evidence of Interconversion between the Syn and Anti Conformations Wong, Ernest; Fauconnier, Theresa; Bennett, Samantha Inorganic Chemistry, Vol. 36, Issue 25 https://doi.org/10.1021/ic9706562	journal	December 1997
Binding, internalization, and processing of bombesin by rat pancreatic acini Zhu, W. Y.; Goke, B.; Williams, J. A. American Journal of Physiology-Gastrointestinal and Liver Physiology, Vol. 261, Issue 1 https://doi.org/10.1152/ajpgi.1991.261.1.G57	journal	July 1991
BW1023U90: A new GRP receptor antagonist for small-cell lung cancer cells Moody, T. W.; Venugopal, R.; Hu, V. Peptides, Vol. 17, Issue 8 https://doi.org/10.1016/S0196-9781(96)00195-7	journal	January 1996
Comparisons of 105Rh(III) Chloride Complexation with [14]aneNS3, [14]aneN2S2 and [14]aneN4 Macrocycles in Aqueous Solution Li, Ν.; Eberlein, C. M.; Volkert, W. A. Radiochimica Acta, Vol. 75, Issue 2 https://doi.org/10.1524/ract.1996.75.2.83	journal	January 1996
Development of potent gastrin-releasing peptide antagonists having a D-Pro-psi(CH2NH)-Phe-NH2 C terminus. Leban, J. J.; Kull, F. C.; Landavazo, A. Proceedings of the National Academy of Sciences, Vol. 90, Issue 5 https://doi.org/10.1073/pnas.90.5.1922	journal	March 1993
No carrier added preparations of ‘3 + 1’ mixed-ligand 99mTc complexes Seifert, Seep; Pietzsch, Hans-Juergen; Scheunemann, Matthias Applied Radiation and Isotopes, Vol. 49, Issue 1-2 https://doi.org/10.1016/S0969-8043(97)00221-2	journal	January 1998
Pharmacokinetics of Antibodies and their Radiolabels Mattes, M. J. Cancer Therapy with Radiolabeled Antibodies https://doi.org/10.1201/9781351070409-8	book	January 2018
Tumour targeting with radiolabelled macrocycle–antibody conjugates Parker, David Chem. Soc. Rev., Vol. 19, Issue 3 https://doi.org/10.1039/CS9901900271	journal	January 1990
Functional Targets Hermanson, Greg T. Bioconjugate Techniques https://doi.org/10.1016/B978-012342335-1/50002-6	book	January 1996
Characterization of high-affinity receptors for bombesin/gastrin releasing peptide on the human prostate cancer cell lines PC-3 and DU-145: Internalization of receptor bound125I-(Tyr4) bombesin by tumor cells Reile, Herta; Armatis, Patricia E.; Schally, Andrew V. The Prostate, Vol. 25, Issue 1 https://doi.org/10.1002/pros.2990250105	journal	July 1994
Isolation of the bombesin/gastrin-releasing peptide receptor from human small cell lung carcinoma NCI-H345 cells Kane, M. A.; Aguayo, S. M.; Portanova, L. B. Journal of Biological Chemistry, Vol. 266, Issue 15 https://doi.org/10.1016/S0021-9258(18)92847-4	journal	May 1991
des-Met carboxyl-terminally modified analogues of bombesin function as potent bombesin receptor antagonists, partial agonists, or agonists. Wang, L. H.; Coy, D. H.; Taylor, J. E. Journal of Biological Chemistry, Vol. 265, Issue 26 https://doi.org/10.1016/S0021-9258(18)55454-5	journal	September 1990

Similar Records

Gastrin Receptor-Avid Peptide Conjugates

Patent · Tue Jul 26 00:00:00 EDT 2005 · OSTI ID:873600

Hoffman, Timothy J; Volkert, Wynn A; Li, Ning; +2 more

Gastrin receptor-avid peptide conjugates

Patent · Tue Dec 12 00:00:00 EST 2006 · OSTI ID:873600

Hoffman, Timothy J.; Volkert, Wynn A.; Li, Ning; +2 more

Gastrin receptor-avid peptide conjugates

Patent · Tue Jun 13 00:00:00 EDT 2006 · OSTI ID:873600

Hoffman, Timothy J.; Volkert, Wynn A.; Sieckman, Gary; +2 more

Related Subjects

gastrin
receptor-avid
peptide
conjugates
compound
therapeutic
diagnostic
radiopharmaceutical
capable
complexing
medically
useful
metal
attached
moiety
binding
releasing
receptor
method
treating
subject
neoplastic
disease
administering
effective
amount
chelated
chelating
expressed
tumor
cells
subsequent
internalization
inside
cell
forming
reacting
synthon
covalently
linked
effective amount
tumor cells
metal chelate
medically useful
diagnostic radiopharmaceutical
/424/530/

Title: Gastrin receptor-avid peptide conjugates

Citation Formats

References (46)

Similar Records

Related Subjects