Fluorescent probes for adenosine receptors: Synthesis and biology of N6-dansylaminoalkyl-substituted NECA derivatives

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 22, 1998, Pages 3223-3228

  Macchia, Marco ^a   Salvetti, Francesca ^a   Barontini, Silvia ^a   Calvani, Federico ^a   Gesi, Marco ^b   Hamdan, Mahmoud ^c   Lucacchini, Antonio ^a   Pellegrini, Antonio ^b   Soldani, Paola ^b   Martini, Claudia ^a  

^a UNIVERSITY OF PISA   (Italy)

^b Dipto Morfol Um e Biol Applicata   (Italy)

^c GLAXOSMITHKLINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE 5' (N ETHYLCARBOXAMIDE); ADENOSINE 5' (N ETHYLCARBOXAMIDE) DERIVATIVE; ADENOSINE A1 RECEPTOR; ADENOSINE RECEPTOR; ADENOSINE RECEPTOR STIMULATING AGENT; RADIOLIGAND; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; CEREBELLUM CORTEX; DRUG STRUCTURE; DRUG SYNTHESIS; FLUORESCENCE MICROSCOPY; NEUROMODULATION; RECEPTOR BINDING; STRUCTURE ANALYSIS;

EID: 0032542078     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00582-4     Document Type: Article

References (15)

1. 1. Daval, J. L.; Nehlig, A.; Nicolas, F. Life Sciences 1991, 49, 1435.
2. 2. Fredholm, B. B.; Abbracchio, M. P.; Burnstock, G.; Daly, J. W.; Kendall Harden, T.; Jacobson, K. A.; Leff, P.; Williams, M. Pharmacol. Rev. 1994, 46, 143.
3. 3. Jarvis, M. F.; Jacobson, K. A.; Williams, M. Neuroscience Letters 1987, 81, 69.
4. 4. Weber, R. G.; Jones, R. C.; Palacios, J. M.; Lohse, M. J. Neuroscience Letters 1988, 87, 215.
5. 5. McGrath, J. C.; Arribas, S.; Daly, C. J. TiPS 1996, 17, 393.
6. 6. Bruns R.F. In Adenosine Receptors; Cooper, D.M.F.; Londos, C. Ed.; Alan R. Liss: New York, 1988; pp. 54-63.
7. 7. Compounds 3a,b were commercially available (Aldrich). Compounds 3c-f were prepared as previously reported (Alisi, M. A.; Brufani, M.; Filocamo, L.; Gostoli, G.; Licandro, E.; Cesta, M. C.; Lappa, S.; Marchesini, D.; Pagella, P. Bioorg. & Med. Chem. Letters 1995, 5, 2077).
8. +).
9. +).
10. 10. Olsson, R. A.; Kusachi, S. K.; Thompson, R. D.; Ukena, D; Padgett, W.; Daly, J. W. J. Med. Chem. 1986, 29, 1683.
11. +.
12. +.
13. 13. Franchetti, P.; Cappellacci, L.; Marchetti, S.; Trincavelli, L.; Martini, C.; Mazzoni, M. R.; Lucacchini, A.; Grifantini, M. J. Med. Chem. 1998, 41, 1708.
14. 14. Cheng, Y. C.; Prusoff, W.H. Biochem. Pharmacol. 1973, 22, 3099.
15. 2] for 2 h. Non-specific binding: cryo-sections of rat cerebellar cortex (20μm) were incubated with buffer A with 1.5 μM (R)-PIA for 20 min., and then with compound 1c (100 nM) in buffer B and 1.5 μM (R)-PIA for 2 h. Total binding: cryo-sections of rat cerebellar cortex (20μm) were incubated with buffer A for 20 min., and then with compound 1c (100 nM) in buffer B for 2 h. The sections were observed using an Orthoplan Leitz (Wetzlar) fluorescence microscope.