New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile
Abstract A new series of 2,6,9-trisubstituted adenines (5–14) have been prepared and evaluated in radioligand binding studies for their affinity at the human $ A_{1} $, $ A_{2A} $ and $ A_{3} $ adenosine receptors and in adenylyl cyclase experiments for their potency at the human $ A_{2B} $ subtype....
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Lambertucci, Catia [verfasserIn] Cristalli, Gloria [verfasserIn] Dal Ben, Diego [verfasserIn] Kachare, Dhuldeo D. [verfasserIn] Bolcato, Chiara [verfasserIn] Klotz, Karl-Norbert [verfasserIn] Spalluto, Giampiero [verfasserIn] Volpini, Rosaria [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2007 |
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| Schlagwörter: |
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| Übergeordnetes Werk: |
Enthalten in: Purinergic signalling - Dordrecht : Springer Science + Business Media B.V., 2004, 3(2007), 4 vom: Sept., Seite 339-346 |
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| Übergeordnetes Werk: |
volume:3 ; year:2007 ; number:4 ; month:09 ; pages:339-346 |
| Links: |
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| DOI / URN: |
10.1007/s11302-007-9068-9 |
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| Katalog-ID: |
SPR018686419 |
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| 100 | 1 | |a Lambertucci, Catia |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile |
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| 520 | |a Abstract A new series of 2,6,9-trisubstituted adenines (5–14) have been prepared and evaluated in radioligand binding studies for their affinity at the human $ A_{1} $, $ A_{2A} $ and $ A_{3} $ adenosine receptors and in adenylyl cyclase experiments for their potency at the human $ A_{2B} $ subtype. From this preliminary study the conclusion can be drawn that introduction of bulky chains at the N6 position of 9-propyladenine significantly increased binding affinity at the human $ A_{1} $ and $ A_{3} $ adenosine receptors, while the presence of a chlorine atom at the 2 position resulted in a not univocal effect, depending on the receptor subtype and/or on the substituent present in the N6 position. However, in all cases, the presence in the 2 position of a chlorine atom favoured the interaction with the $ A_{2A} $ subtype. These results demonstrated that, although the synthesized compounds were found to be quite inactive at the human $ A_{2B} $ subtype, adenine is a useful template for further development of simplified adenosine receptor antagonists with distinct receptor selectivity profiles. | ||
| 650 | 4 | |a Adenine derivatives |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Adenosine receptors |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Adenosine receptor antagonists |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Adenosine receptor ligands |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a G protein-coupled receptors |7 (dpeaa)DE-He213 | |
| 700 | 1 | |a Cristalli, Gloria |e verfasserin |4 aut | |
| 700 | 1 | |a Dal Ben, Diego |e verfasserin |4 aut | |
| 700 | 1 | |a Kachare, Dhuldeo D. |e verfasserin |4 aut | |
| 700 | 1 | |a Bolcato, Chiara |e verfasserin |4 aut | |
| 700 | 1 | |a Klotz, Karl-Norbert |e verfasserin |4 aut | |
| 700 | 1 | |a Spalluto, Giampiero |e verfasserin |4 aut | |
| 700 | 1 | |a Volpini, Rosaria |e verfasserin |4 aut | |
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| 773 | 1 | 8 | |g volume:3 |g year:2007 |g number:4 |g month:09 |g pages:339-346 |
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| allfields |
10.1007/s11302-007-9068-9 doi (DE-627)SPR018686419 (SPR)s11302-007-9068-9-e DE-627 ger DE-627 rakwb eng 610 540 ASE 44.33 bkl Lambertucci, Catia verfasserin aut New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile 2007 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract A new series of 2,6,9-trisubstituted adenines (5–14) have been prepared and evaluated in radioligand binding studies for their affinity at the human $ A_{1} $, $ A_{2A} $ and $ A_{3} $ adenosine receptors and in adenylyl cyclase experiments for their potency at the human $ A_{2B} $ subtype. From this preliminary study the conclusion can be drawn that introduction of bulky chains at the N6 position of 9-propyladenine significantly increased binding affinity at the human $ A_{1} $ and $ A_{3} $ adenosine receptors, while the presence of a chlorine atom at the 2 position resulted in a not univocal effect, depending on the receptor subtype and/or on the substituent present in the N6 position. However, in all cases, the presence in the 2 position of a chlorine atom favoured the interaction with the $ A_{2A} $ subtype. These results demonstrated that, although the synthesized compounds were found to be quite inactive at the human $ A_{2B} $ subtype, adenine is a useful template for further development of simplified adenosine receptor antagonists with distinct receptor selectivity profiles. Adenine derivatives (dpeaa)DE-He213 Adenosine receptors (dpeaa)DE-He213 Adenosine receptor antagonists (dpeaa)DE-He213 Adenosine receptor ligands (dpeaa)DE-He213 G protein-coupled receptors (dpeaa)DE-He213 Cristalli, Gloria verfasserin aut Dal Ben, Diego verfasserin aut Kachare, Dhuldeo D. verfasserin aut Bolcato, Chiara verfasserin aut Klotz, Karl-Norbert verfasserin aut Spalluto, Giampiero verfasserin aut Volpini, Rosaria verfasserin aut Enthalten in Purinergic signalling Dordrecht : Springer Science + Business Media B.V., 2004 3(2007), 4 vom: Sept., Seite 339-346 (DE-627)476536294 (DE-600)2172143-9 1573-9546 nnns volume:3 year:2007 number:4 month:09 pages:339-346 https://dx.doi.org/10.1007/s11302-007-9068-9 kostenfrei Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4393 GBV_ILN_4700 44.33 ASE AR 3 2007 4 09 339-346 |
| spelling |
10.1007/s11302-007-9068-9 doi (DE-627)SPR018686419 (SPR)s11302-007-9068-9-e DE-627 ger DE-627 rakwb eng 610 540 ASE 44.33 bkl Lambertucci, Catia verfasserin aut New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile 2007 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract A new series of 2,6,9-trisubstituted adenines (5–14) have been prepared and evaluated in radioligand binding studies for their affinity at the human $ A_{1} $, $ A_{2A} $ and $ A_{3} $ adenosine receptors and in adenylyl cyclase experiments for their potency at the human $ A_{2B} $ subtype. From this preliminary study the conclusion can be drawn that introduction of bulky chains at the N6 position of 9-propyladenine significantly increased binding affinity at the human $ A_{1} $ and $ A_{3} $ adenosine receptors, while the presence of a chlorine atom at the 2 position resulted in a not univocal effect, depending on the receptor subtype and/or on the substituent present in the N6 position. However, in all cases, the presence in the 2 position of a chlorine atom favoured the interaction with the $ A_{2A} $ subtype. These results demonstrated that, although the synthesized compounds were found to be quite inactive at the human $ A_{2B} $ subtype, adenine is a useful template for further development of simplified adenosine receptor antagonists with distinct receptor selectivity profiles. Adenine derivatives (dpeaa)DE-He213 Adenosine receptors (dpeaa)DE-He213 Adenosine receptor antagonists (dpeaa)DE-He213 Adenosine receptor ligands (dpeaa)DE-He213 G protein-coupled receptors (dpeaa)DE-He213 Cristalli, Gloria verfasserin aut Dal Ben, Diego verfasserin aut Kachare, Dhuldeo D. verfasserin aut Bolcato, Chiara verfasserin aut Klotz, Karl-Norbert verfasserin aut Spalluto, Giampiero verfasserin aut Volpini, Rosaria verfasserin aut Enthalten in Purinergic signalling Dordrecht : Springer Science + Business Media B.V., 2004 3(2007), 4 vom: Sept., Seite 339-346 (DE-627)476536294 (DE-600)2172143-9 1573-9546 nnns volume:3 year:2007 number:4 month:09 pages:339-346 https://dx.doi.org/10.1007/s11302-007-9068-9 kostenfrei Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4393 GBV_ILN_4700 44.33 ASE AR 3 2007 4 09 339-346 |
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10.1007/s11302-007-9068-9 doi (DE-627)SPR018686419 (SPR)s11302-007-9068-9-e DE-627 ger DE-627 rakwb eng 610 540 ASE 44.33 bkl Lambertucci, Catia verfasserin aut New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile 2007 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract A new series of 2,6,9-trisubstituted adenines (5–14) have been prepared and evaluated in radioligand binding studies for their affinity at the human $ A_{1} $, $ A_{2A} $ and $ A_{3} $ adenosine receptors and in adenylyl cyclase experiments for their potency at the human $ A_{2B} $ subtype. From this preliminary study the conclusion can be drawn that introduction of bulky chains at the N6 position of 9-propyladenine significantly increased binding affinity at the human $ A_{1} $ and $ A_{3} $ adenosine receptors, while the presence of a chlorine atom at the 2 position resulted in a not univocal effect, depending on the receptor subtype and/or on the substituent present in the N6 position. However, in all cases, the presence in the 2 position of a chlorine atom favoured the interaction with the $ A_{2A} $ subtype. These results demonstrated that, although the synthesized compounds were found to be quite inactive at the human $ A_{2B} $ subtype, adenine is a useful template for further development of simplified adenosine receptor antagonists with distinct receptor selectivity profiles. Adenine derivatives (dpeaa)DE-He213 Adenosine receptors (dpeaa)DE-He213 Adenosine receptor antagonists (dpeaa)DE-He213 Adenosine receptor ligands (dpeaa)DE-He213 G protein-coupled receptors (dpeaa)DE-He213 Cristalli, Gloria verfasserin aut Dal Ben, Diego verfasserin aut Kachare, Dhuldeo D. verfasserin aut Bolcato, Chiara verfasserin aut Klotz, Karl-Norbert verfasserin aut Spalluto, Giampiero verfasserin aut Volpini, Rosaria verfasserin aut Enthalten in Purinergic signalling Dordrecht : Springer Science + Business Media B.V., 2004 3(2007), 4 vom: Sept., Seite 339-346 (DE-627)476536294 (DE-600)2172143-9 1573-9546 nnns volume:3 year:2007 number:4 month:09 pages:339-346 https://dx.doi.org/10.1007/s11302-007-9068-9 kostenfrei Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4393 GBV_ILN_4700 44.33 ASE AR 3 2007 4 09 339-346 |
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10.1007/s11302-007-9068-9 doi (DE-627)SPR018686419 (SPR)s11302-007-9068-9-e DE-627 ger DE-627 rakwb eng 610 540 ASE 44.33 bkl Lambertucci, Catia verfasserin aut New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile 2007 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract A new series of 2,6,9-trisubstituted adenines (5–14) have been prepared and evaluated in radioligand binding studies for their affinity at the human $ A_{1} $, $ A_{2A} $ and $ A_{3} $ adenosine receptors and in adenylyl cyclase experiments for their potency at the human $ A_{2B} $ subtype. From this preliminary study the conclusion can be drawn that introduction of bulky chains at the N6 position of 9-propyladenine significantly increased binding affinity at the human $ A_{1} $ and $ A_{3} $ adenosine receptors, while the presence of a chlorine atom at the 2 position resulted in a not univocal effect, depending on the receptor subtype and/or on the substituent present in the N6 position. However, in all cases, the presence in the 2 position of a chlorine atom favoured the interaction with the $ A_{2A} $ subtype. These results demonstrated that, although the synthesized compounds were found to be quite inactive at the human $ A_{2B} $ subtype, adenine is a useful template for further development of simplified adenosine receptor antagonists with distinct receptor selectivity profiles. Adenine derivatives (dpeaa)DE-He213 Adenosine receptors (dpeaa)DE-He213 Adenosine receptor antagonists (dpeaa)DE-He213 Adenosine receptor ligands (dpeaa)DE-He213 G protein-coupled receptors (dpeaa)DE-He213 Cristalli, Gloria verfasserin aut Dal Ben, Diego verfasserin aut Kachare, Dhuldeo D. verfasserin aut Bolcato, Chiara verfasserin aut Klotz, Karl-Norbert verfasserin aut Spalluto, Giampiero verfasserin aut Volpini, Rosaria verfasserin aut Enthalten in Purinergic signalling Dordrecht : Springer Science + Business Media B.V., 2004 3(2007), 4 vom: Sept., Seite 339-346 (DE-627)476536294 (DE-600)2172143-9 1573-9546 nnns volume:3 year:2007 number:4 month:09 pages:339-346 https://dx.doi.org/10.1007/s11302-007-9068-9 kostenfrei Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4393 GBV_ILN_4700 44.33 ASE AR 3 2007 4 09 339-346 |
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English |
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Enthalten in Purinergic signalling 3(2007), 4 vom: Sept., Seite 339-346 volume:3 year:2007 number:4 month:09 pages:339-346 |
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Enthalten in Purinergic signalling 3(2007), 4 vom: Sept., Seite 339-346 volume:3 year:2007 number:4 month:09 pages:339-346 |
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Adenine derivatives Adenosine receptors Adenosine receptor antagonists Adenosine receptor ligands G protein-coupled receptors |
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Purinergic signalling |
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Lambertucci, Catia @@aut@@ Cristalli, Gloria @@aut@@ Dal Ben, Diego @@aut@@ Kachare, Dhuldeo D. @@aut@@ Bolcato, Chiara @@aut@@ Klotz, Karl-Norbert @@aut@@ Spalluto, Giampiero @@aut@@ Volpini, Rosaria @@aut@@ |
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2007-09-01T00:00:00Z |
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Lambertucci, Catia |
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Lambertucci, Catia ddc 610 bkl 44.33 misc Adenine derivatives misc Adenosine receptors misc Adenosine receptor antagonists misc Adenosine receptor ligands misc G protein-coupled receptors New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile |
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610 540 ASE 44.33 bkl New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile Adenine derivatives (dpeaa)DE-He213 Adenosine receptors (dpeaa)DE-He213 Adenosine receptor antagonists (dpeaa)DE-He213 Adenosine receptor ligands (dpeaa)DE-He213 G protein-coupled receptors (dpeaa)DE-He213 |
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ddc 610 bkl 44.33 misc Adenine derivatives misc Adenosine receptors misc Adenosine receptor antagonists misc Adenosine receptor ligands misc G protein-coupled receptors |
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Lambertucci, Catia Cristalli, Gloria Dal Ben, Diego Kachare, Dhuldeo D. Bolcato, Chiara Klotz, Karl-Norbert Spalluto, Giampiero Volpini, Rosaria |
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new 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary sar profile |
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New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile |
| abstract |
Abstract A new series of 2,6,9-trisubstituted adenines (5–14) have been prepared and evaluated in radioligand binding studies for their affinity at the human $ A_{1} $, $ A_{2A} $ and $ A_{3} $ adenosine receptors and in adenylyl cyclase experiments for their potency at the human $ A_{2B} $ subtype. From this preliminary study the conclusion can be drawn that introduction of bulky chains at the N6 position of 9-propyladenine significantly increased binding affinity at the human $ A_{1} $ and $ A_{3} $ adenosine receptors, while the presence of a chlorine atom at the 2 position resulted in a not univocal effect, depending on the receptor subtype and/or on the substituent present in the N6 position. However, in all cases, the presence in the 2 position of a chlorine atom favoured the interaction with the $ A_{2A} $ subtype. These results demonstrated that, although the synthesized compounds were found to be quite inactive at the human $ A_{2B} $ subtype, adenine is a useful template for further development of simplified adenosine receptor antagonists with distinct receptor selectivity profiles. |
| abstractGer |
Abstract A new series of 2,6,9-trisubstituted adenines (5–14) have been prepared and evaluated in radioligand binding studies for their affinity at the human $ A_{1} $, $ A_{2A} $ and $ A_{3} $ adenosine receptors and in adenylyl cyclase experiments for their potency at the human $ A_{2B} $ subtype. From this preliminary study the conclusion can be drawn that introduction of bulky chains at the N6 position of 9-propyladenine significantly increased binding affinity at the human $ A_{1} $ and $ A_{3} $ adenosine receptors, while the presence of a chlorine atom at the 2 position resulted in a not univocal effect, depending on the receptor subtype and/or on the substituent present in the N6 position. However, in all cases, the presence in the 2 position of a chlorine atom favoured the interaction with the $ A_{2A} $ subtype. These results demonstrated that, although the synthesized compounds were found to be quite inactive at the human $ A_{2B} $ subtype, adenine is a useful template for further development of simplified adenosine receptor antagonists with distinct receptor selectivity profiles. |
| abstract_unstemmed |
Abstract A new series of 2,6,9-trisubstituted adenines (5–14) have been prepared and evaluated in radioligand binding studies for their affinity at the human $ A_{1} $, $ A_{2A} $ and $ A_{3} $ adenosine receptors and in adenylyl cyclase experiments for their potency at the human $ A_{2B} $ subtype. From this preliminary study the conclusion can be drawn that introduction of bulky chains at the N6 position of 9-propyladenine significantly increased binding affinity at the human $ A_{1} $ and $ A_{3} $ adenosine receptors, while the presence of a chlorine atom at the 2 position resulted in a not univocal effect, depending on the receptor subtype and/or on the substituent present in the N6 position. However, in all cases, the presence in the 2 position of a chlorine atom favoured the interaction with the $ A_{2A} $ subtype. These results demonstrated that, although the synthesized compounds were found to be quite inactive at the human $ A_{2B} $ subtype, adenine is a useful template for further development of simplified adenosine receptor antagonists with distinct receptor selectivity profiles. |
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New 2,6,9-trisubstituted adenines as adenosine receptor antagonists: a preliminary SAR profile |
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Cristalli, Gloria Dal Ben, Diego Kachare, Dhuldeo D. Bolcato, Chiara Klotz, Karl-Norbert Spalluto, Giampiero Volpini, Rosaria |
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| score |
7.3995256 |