[99mTc]oxotechnetium(V) complexes of amine-amide-dithiol chelates with dialkylaminoalkyl substituents as potential diagnostic probes for malignant melanoma

Journal of Medicinal Chemistry

Volumn 44, Issue 19, 2001, Pages 3132-3140

  Friebe, M ^a   Mahmood, A ^a   Bolzati, C ^a,b   Drews, A ^c   Johannsen, B ^c   Eisenhut, M ^d   Kraemer, D ^e   Davison, A ^e   Jones, A G ^a  

^a BRIGHAM AND WOMEN S HOSPITAL   (United States)

^b UNIVERSITY OF FERRARA   (Italy)

^c INSTITUTE OF ION BEAM PHYSICS AND MATERIALS RESEARCH   (Germany)

^d UNIVERSITY OF HEIDELBERG   (Germany)

^e MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; CHELATE; DITHIOL DERIVATIVE; GLUCEPTATE TC 99M; N [(2 DIETHYLAMINOETHYL) N [2 [2 [S (TRIPHENYLMETHYL)THIO]ETHYL]AMINO]ACETYL] S (TRIPHENYLMETHYL) 2 AMINOETHANETHIOL TC 99M; N [(3 DIETHYLAMINOPROPYL) N [2 [2 [S (TRIPHENYLMETHYL)THIO]ETHYL]AMINO]ACETYL] S (TRIPHENYLMETHYL) 2 AMINOETHANETHIOL TC 99M; RHENIUM COMPLEX; TECHNETIUM 99M; TECHNETIUM DERIVATIVE; UNCLASSIFIED DRUG; CHELATING AGENT; SIGMA OPIATE RECEPTOR; TECHNETIUM COMPLEX; THIOL DERIVATIVE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CANCER DIAGNOSIS; DRUG BLOOD LEVEL; DRUG CLEARANCE; DRUG DISTRIBUTION; DRUG UPTAKE; LUNG; MELANOMA; MOLECULAR PROBE; MOUSE; NONHUMAN; SPLEEN; TISSUE DISTRIBUTION; TUMOR LOCALIZATION; ANIMAL; BINDING COMPETITION; BRAIN; C57BL MOUSE; CANCER TRANSPLANTATION; CELL CULTURE; CHEMISTRY; EXPERIMENTAL MELANOMA; GUINEA PIG; HUMAN; IN VITRO STUDY; METABOLISM; RADIOASSAY; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

ANIMALS; BINDING, COMPETITIVE; BRAIN; CHELATING AGENTS; CRYSTALLOGRAPHY, X-RAY; GUINEA PIGS; HUMANS; MELANOMA, EXPERIMENTAL; MICE; MICE, INBRED C57BL; NEOPLASM TRANSPLANTATION; ORGANOTECHNETIUM COMPOUNDS; RADIOLIGAND ASSAY; RECEPTORS, SIGMA; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; SULFHYDRYL COMPOUNDS; TISSUE DISTRIBUTION; TUMOR CELLS, CULTURED;

EID: 0035855595     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0005407     Document Type: Article

References (50)

1. Global cancer statistics
2. Malignant melanoma: Prevention, early detection, and treatment in the 21st century
3. Recent cancer trends in the United States
4. An overview of skin cancers: Incidence and causation
5. Accumulation of radioiodinated tyrosine derivatives in the adrenal medulla and in melanomas
6. 131I-labeled quinoline and tyrosine derivatives
7. 125I-labelled thiouracil and propylthiouracil in murine melanotic melanomas
8. Potential radiopharmaceuticals for the detection of ocular melanoma. Part I. 5-Iodo-2-thiouracil derivatives
9. 2 fragments
10. Biologic characterization of melanoma tumors by antigen-specific targeting of radiolabeled anti-tumor antibodies
11. Oncological applications of FDG PET imaging: Brain tumors, colorectal cancer, lymphoma, and melanoma
12. 18F]-2-deoxy-D-glucose positron emission tomography in staging of regional lymph nodes in patients with cutaneous malignant melanoma
13. FDG-PET compared to conventional diagnostic methods in malignant melanoma
14. Synthesis and characterization of rhenium-complexed α-melanotropin analogs
15. 99mTc labeled alpha-melanotropin peptides
16. 99mtechnetium-labeled cyclic α-melanocyte-stimulating hormone peptide analogues
17. Structure distribution relationship of iodine-123-iodobenzamides as tracers for the detection of melanotic melanoma
18. Radioiodinated N-(alkylaminoalkyl)-substituted 4-methoxy-, 4-hydroxy-, and 4-aminobenzamides: Biological investigations for the improvement of melanoma-imaging agents
19. Pharmacokinetics of iodine-123-IMBA for melanoma imaging
20. 99mTc complexation
21. In vitro studies on the cellular uptake of melanoma imaging aminoalkyl-iodobenzamide derivatives (ABA)
22. Radioiodinated N-(2-diethylaminoethyl)benzamide derivatives with high melanoma uptake: Structure-affinity relationships, metabolic fate, and intracellular localization
23. Phase II scintigraphic clinical trial of malignant melanoma and metastases with iodine-123-N-(2-diethylaminoethyl 4-iodobenzamide)
24. Sigma receptors: Biology and function
25. A malignant melanoma imaging agent: Synthesis, characterization, in vitro binding and biodistribution of iodine-125-(2-piperidinylaminoethyl)4-iodobenzamide
26. 125I]N-(2-piperidinylaminoethyl)4-iodobenzamide and related analogs as sigma receptor imaging agents; high affinity binding to human malignant melanoma and rat C6 glioma cell lines
27. Sigma-1 and sigma-2 receptors are expressed in a wide variety of human and rodent tumor cell lines
28. 125I]-N-(n-benzylpiperidin-4-yl)-4-iodobenzamide: A high affinity σ receptor ligand for potential imaging of breast cancer
29. Synthesis and biodistribution of technetium-99m-labelled N-(diethylamino-ethyl)benzamide via a bis(dithiocarbamate) nitridotechnetium-(V) complex
30. A potential melanoma tracer: Synthesis, radiolabeling, and biodistribution in mice of a new nitridotechnetium bis(aminothiol) derivative pharmacomodulated by a N-(diethylaminoethyl)benzamide
31. The "n+1" mixed-ligand approach in the design of specific technetium radiopharmaceuticals: Potentials and problems
32. '3+1' Mixed-ligand oxotechnetium(V) complexes with affinity for melanoma: Synthesis and evaluation in vitro and in vivo
33. Stability versus reactivity of "3+1" mixed-ligand technetium-99m complexes in vitro and in vivo
34. Technetium and rhenium complexes of amine amide dithiol ligands: Ligand synthesis and metal complexes
35. 2 chelates and their technetium-99 and rhenium complexes: Synthesis, spectroscopy and structural characterization
36. Structural proof of Syn/Anti isomerism in N-alkylated diaminedithiol (DADT) complexes of technetium
37. vO (M = Tc, Re) amine-thiol complexes containing a pendant phenylpiperidine group
38. Preparation and structural characterization of monoamine-monoamide bis-(Thiol) oxo complexes of technetium(V) and rhenium(V)
39. Trends in NMR chemical shifts and ligand mobility of TcO(V) and ReO-(V) complexes with aminothiols
40. Determination of hydrophobic parameters for pyridazinone herbicides by liquid-liquid partition and reversed-phase high-performance liquid chromatography
41. Determination of ionization constants of radiopharmaceuticals in mixed solvents by HPLC
42. 2A serotonin receptor binding: Structure-affinity considerations
43. Structural modification of receptor-binding technetium-99m complexes in order to improve brain uptake
44. 3H]-(+)-pentazocine: A potent and highly selective benzomorphan-based probe for sigma-1 receptors
45. 2 receptors: Characterization by ligand binding and photoaffinity labeling
46. Cytotoxic effects of sigma ligands: Sigma receptor-mediated alterations in cellular morphology and viability
47. σ Binding site ligands inhibit cell proliferation in mammary and colon carcinoma cell lines and melanoma cells in culture
48. Lipophilicity measurements of protonated basic compounds by reversed-phase high-performance liquid chromatography. II. Procedure for the determination of a lipophilic index measured by reversed-phase high performance liquid chromatography
49. A comprehensive method for determining hydrophobicity constants by reversed-phase high-performance liquid chromatography
50. 50) of an enzymatic reaction