Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity
Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were i...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Sirous, Hajar [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2014 |
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| Schlagwörter: |
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| Anmerkung: |
© Springer Science+Business Media New York 2014 |
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| Übergeordnetes Werk: |
Enthalten in: Medicinal chemistry research - Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991, 24(2014), 5 vom: 06. Nov., Seite 2195-2212 |
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| Übergeordnetes Werk: |
volume:24 ; year:2014 ; number:5 ; day:06 ; month:11 ; pages:2195-2212 |
| Links: |
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| DOI / URN: |
10.1007/s00044-014-1289-1 |
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| Katalog-ID: |
SPR000407453 |
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| 100 | 1 | |a Sirous, Hajar |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity |
| 264 | 1 | |c 2014 | |
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| 500 | |a © Springer Science+Business Media New York 2014 | ||
| 520 | |a Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were investigated. Docking models suggest that the chelating functionalities of the compounds interact with metal ions in a relatively hydrophilic region, anchoring the inhibitor onto the protein surface, whereas the lipophilic moieties fit in the hydrophobic cavities near the active site. Based on the obtained results, binding affinity of the molecules to the active site of both enzymes is strongly influenced by the presence of aromatic substituents or hydrophobic moieties on the main scaffold explaining the stronger and more effective in silico interactions of the 5-benzyloxy derivatives with protein-metal complex compared with free 5-hydroxyl derivatives. These findings may be useful information for the development of novel IN/RNase H dual inhibitors. | ||
| 650 | 4 | |a Molecular docking |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Anti-HIV-1 activity |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a 5-Hydroxypyridine-4-ones |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a HIV-1 integrase |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a HIV-1 ribonuclease H |7 (dpeaa)DE-He213 | |
| 700 | 1 | |a Zabihollahi, Rezvan |4 aut | |
| 700 | 1 | |a Aghasadeghi, Mohammad R. |4 aut | |
| 700 | 1 | |a Sadat, Seyed Mehdi |4 aut | |
| 700 | 1 | |a Saghaie, Lotfollah |4 aut | |
| 700 | 1 | |a Fassihi, Afshin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Medicinal chemistry research |d Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991 |g 24(2014), 5 vom: 06. Nov., Seite 2195-2212 |w (DE-627)490223427 |w (DE-600)2191978-1 |x 1554-8120 |7 nnns |
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| 912 | |a GBV_ILN_23 | ||
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| 912 | |a GBV_ILN_60 | ||
| 912 | |a GBV_ILN_62 | ||
| 912 | |a GBV_ILN_63 | ||
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| 912 | |a GBV_ILN_69 | ||
| 912 | |a GBV_ILN_70 | ||
| 912 | |a GBV_ILN_73 | ||
| 912 | |a GBV_ILN_74 | ||
| 912 | |a GBV_ILN_90 | ||
| 912 | |a GBV_ILN_95 | ||
| 912 | |a GBV_ILN_100 | ||
| 912 | |a GBV_ILN_101 | ||
| 912 | |a GBV_ILN_105 | ||
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| 912 | |a GBV_ILN_138 | ||
| 912 | |a GBV_ILN_150 | ||
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| 912 | |a GBV_ILN_161 | ||
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| 912 | |a GBV_ILN_187 | ||
| 912 | |a GBV_ILN_213 | ||
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| 912 | |a GBV_ILN_293 | ||
| 912 | |a GBV_ILN_370 | ||
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| 912 | |a GBV_ILN_636 | ||
| 912 | |a GBV_ILN_702 | ||
| 912 | |a GBV_ILN_2001 | ||
| 912 | |a GBV_ILN_2003 | ||
| 912 | |a GBV_ILN_2004 | ||
| 912 | |a GBV_ILN_2005 | ||
| 912 | |a GBV_ILN_2006 | ||
| 912 | |a GBV_ILN_2007 | ||
| 912 | |a GBV_ILN_2008 | ||
| 912 | |a GBV_ILN_2009 | ||
| 912 | |a GBV_ILN_2010 | ||
| 912 | |a GBV_ILN_2011 | ||
| 912 | |a GBV_ILN_2014 | ||
| 912 | |a GBV_ILN_2015 | ||
| 912 | |a GBV_ILN_2020 | ||
| 912 | |a GBV_ILN_2021 | ||
| 912 | |a GBV_ILN_2025 | ||
| 912 | |a GBV_ILN_2026 | ||
| 912 | |a GBV_ILN_2027 | ||
| 912 | |a GBV_ILN_2031 | ||
| 912 | |a GBV_ILN_2034 | ||
| 912 | |a GBV_ILN_2037 | ||
| 912 | |a GBV_ILN_2038 | ||
| 912 | |a GBV_ILN_2039 | ||
| 912 | |a GBV_ILN_2044 | ||
| 912 | |a GBV_ILN_2048 | ||
| 912 | |a GBV_ILN_2049 | ||
| 912 | |a GBV_ILN_2050 | ||
| 912 | |a GBV_ILN_2055 | ||
| 912 | |a GBV_ILN_2057 | ||
| 912 | |a GBV_ILN_2059 | ||
| 912 | |a GBV_ILN_2061 | ||
| 912 | |a GBV_ILN_2064 | ||
| 912 | |a GBV_ILN_2065 | ||
| 912 | |a GBV_ILN_2068 | ||
| 912 | |a GBV_ILN_2070 | ||
| 912 | |a GBV_ILN_2086 | ||
| 912 | |a GBV_ILN_2088 | ||
| 912 | |a GBV_ILN_2093 | ||
| 912 | |a GBV_ILN_2106 | ||
| 912 | |a GBV_ILN_2107 | ||
| 912 | |a GBV_ILN_2108 | ||
| 912 | |a GBV_ILN_2110 | ||
| 912 | |a GBV_ILN_2111 | ||
| 912 | |a GBV_ILN_2112 | ||
| 912 | |a GBV_ILN_2113 | ||
| 912 | |a GBV_ILN_2116 | ||
| 912 | |a GBV_ILN_2118 | ||
| 912 | |a GBV_ILN_2119 | ||
| 912 | |a GBV_ILN_2122 | ||
| 912 | |a GBV_ILN_2129 | ||
| 912 | |a GBV_ILN_2143 | ||
| 912 | |a GBV_ILN_2144 | ||
| 912 | |a GBV_ILN_2147 | ||
| 912 | |a GBV_ILN_2148 | ||
| 912 | |a GBV_ILN_2152 | ||
| 912 | |a GBV_ILN_2153 | ||
| 912 | |a GBV_ILN_2188 | ||
| 912 | |a GBV_ILN_2190 | ||
| 912 | |a GBV_ILN_2232 | ||
| 912 | |a GBV_ILN_2336 | ||
| 912 | |a GBV_ILN_2446 | ||
| 912 | |a GBV_ILN_2470 | ||
| 912 | |a GBV_ILN_2472 | ||
| 912 | |a GBV_ILN_2507 | ||
| 912 | |a GBV_ILN_2522 | ||
| 912 | |a GBV_ILN_2548 | ||
| 912 | |a GBV_ILN_4012 | ||
| 912 | |a GBV_ILN_4035 | ||
| 912 | |a GBV_ILN_4037 | ||
| 912 | |a GBV_ILN_4046 | ||
| 912 | |a GBV_ILN_4112 | ||
| 912 | |a GBV_ILN_4125 | ||
| 912 | |a GBV_ILN_4126 | ||
| 912 | |a GBV_ILN_4242 | ||
| 912 | |a GBV_ILN_4246 | ||
| 912 | |a GBV_ILN_4249 | ||
| 912 | |a GBV_ILN_4251 | ||
| 912 | |a GBV_ILN_4305 | ||
| 912 | |a GBV_ILN_4306 | ||
| 912 | |a GBV_ILN_4307 | ||
| 912 | |a GBV_ILN_4313 | ||
| 912 | |a GBV_ILN_4322 | ||
| 912 | |a GBV_ILN_4323 | ||
| 912 | |a GBV_ILN_4324 | ||
| 912 | |a GBV_ILN_4325 | ||
| 912 | |a GBV_ILN_4326 | ||
| 912 | |a GBV_ILN_4333 | ||
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| 912 | |a GBV_ILN_4335 | ||
| 912 | |a GBV_ILN_4336 | ||
| 912 | |a GBV_ILN_4338 | ||
| 912 | |a GBV_ILN_4393 | ||
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| 951 | |a AR | ||
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10.1007/s00044-014-1289-1 doi (DE-627)SPR000407453 (SPR)s00044-014-1289-1-e DE-627 ger DE-627 rakwb eng Sirous, Hajar verfasserin aut Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer Science+Business Media New York 2014 Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were investigated. Docking models suggest that the chelating functionalities of the compounds interact with metal ions in a relatively hydrophilic region, anchoring the inhibitor onto the protein surface, whereas the lipophilic moieties fit in the hydrophobic cavities near the active site. Based on the obtained results, binding affinity of the molecules to the active site of both enzymes is strongly influenced by the presence of aromatic substituents or hydrophobic moieties on the main scaffold explaining the stronger and more effective in silico interactions of the 5-benzyloxy derivatives with protein-metal complex compared with free 5-hydroxyl derivatives. These findings may be useful information for the development of novel IN/RNase H dual inhibitors. Molecular docking (dpeaa)DE-He213 Anti-HIV-1 activity (dpeaa)DE-He213 5-Hydroxypyridine-4-ones (dpeaa)DE-He213 HIV-1 integrase (dpeaa)DE-He213 HIV-1 ribonuclease H (dpeaa)DE-He213 Zabihollahi, Rezvan aut Aghasadeghi, Mohammad R. aut Sadat, Seyed Mehdi aut Saghaie, Lotfollah aut Fassihi, Afshin aut Enthalten in Medicinal chemistry research Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991 24(2014), 5 vom: 06. Nov., Seite 2195-2212 (DE-627)490223427 (DE-600)2191978-1 1554-8120 nnns volume:24 year:2014 number:5 day:06 month:11 pages:2195-2212 https://dx.doi.org/10.1007/s00044-014-1289-1 lizenzpflichtig 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_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 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_4393 GBV_ILN_4700 AR 24 2014 5 06 11 2195-2212 |
| spelling |
10.1007/s00044-014-1289-1 doi (DE-627)SPR000407453 (SPR)s00044-014-1289-1-e DE-627 ger DE-627 rakwb eng Sirous, Hajar verfasserin aut Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer Science+Business Media New York 2014 Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were investigated. Docking models suggest that the chelating functionalities of the compounds interact with metal ions in a relatively hydrophilic region, anchoring the inhibitor onto the protein surface, whereas the lipophilic moieties fit in the hydrophobic cavities near the active site. Based on the obtained results, binding affinity of the molecules to the active site of both enzymes is strongly influenced by the presence of aromatic substituents or hydrophobic moieties on the main scaffold explaining the stronger and more effective in silico interactions of the 5-benzyloxy derivatives with protein-metal complex compared with free 5-hydroxyl derivatives. These findings may be useful information for the development of novel IN/RNase H dual inhibitors. Molecular docking (dpeaa)DE-He213 Anti-HIV-1 activity (dpeaa)DE-He213 5-Hydroxypyridine-4-ones (dpeaa)DE-He213 HIV-1 integrase (dpeaa)DE-He213 HIV-1 ribonuclease H (dpeaa)DE-He213 Zabihollahi, Rezvan aut Aghasadeghi, Mohammad R. aut Sadat, Seyed Mehdi aut Saghaie, Lotfollah aut Fassihi, Afshin aut Enthalten in Medicinal chemistry research Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991 24(2014), 5 vom: 06. Nov., Seite 2195-2212 (DE-627)490223427 (DE-600)2191978-1 1554-8120 nnns volume:24 year:2014 number:5 day:06 month:11 pages:2195-2212 https://dx.doi.org/10.1007/s00044-014-1289-1 lizenzpflichtig 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_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 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_4393 GBV_ILN_4700 AR 24 2014 5 06 11 2195-2212 |
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10.1007/s00044-014-1289-1 doi (DE-627)SPR000407453 (SPR)s00044-014-1289-1-e DE-627 ger DE-627 rakwb eng Sirous, Hajar verfasserin aut Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer Science+Business Media New York 2014 Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were investigated. Docking models suggest that the chelating functionalities of the compounds interact with metal ions in a relatively hydrophilic region, anchoring the inhibitor onto the protein surface, whereas the lipophilic moieties fit in the hydrophobic cavities near the active site. Based on the obtained results, binding affinity of the molecules to the active site of both enzymes is strongly influenced by the presence of aromatic substituents or hydrophobic moieties on the main scaffold explaining the stronger and more effective in silico interactions of the 5-benzyloxy derivatives with protein-metal complex compared with free 5-hydroxyl derivatives. These findings may be useful information for the development of novel IN/RNase H dual inhibitors. Molecular docking (dpeaa)DE-He213 Anti-HIV-1 activity (dpeaa)DE-He213 5-Hydroxypyridine-4-ones (dpeaa)DE-He213 HIV-1 integrase (dpeaa)DE-He213 HIV-1 ribonuclease H (dpeaa)DE-He213 Zabihollahi, Rezvan aut Aghasadeghi, Mohammad R. aut Sadat, Seyed Mehdi aut Saghaie, Lotfollah aut Fassihi, Afshin aut Enthalten in Medicinal chemistry research Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991 24(2014), 5 vom: 06. Nov., Seite 2195-2212 (DE-627)490223427 (DE-600)2191978-1 1554-8120 nnns volume:24 year:2014 number:5 day:06 month:11 pages:2195-2212 https://dx.doi.org/10.1007/s00044-014-1289-1 lizenzpflichtig 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_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 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_4393 GBV_ILN_4700 AR 24 2014 5 06 11 2195-2212 |
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10.1007/s00044-014-1289-1 doi (DE-627)SPR000407453 (SPR)s00044-014-1289-1-e DE-627 ger DE-627 rakwb eng Sirous, Hajar verfasserin aut Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer Science+Business Media New York 2014 Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were investigated. Docking models suggest that the chelating functionalities of the compounds interact with metal ions in a relatively hydrophilic region, anchoring the inhibitor onto the protein surface, whereas the lipophilic moieties fit in the hydrophobic cavities near the active site. Based on the obtained results, binding affinity of the molecules to the active site of both enzymes is strongly influenced by the presence of aromatic substituents or hydrophobic moieties on the main scaffold explaining the stronger and more effective in silico interactions of the 5-benzyloxy derivatives with protein-metal complex compared with free 5-hydroxyl derivatives. These findings may be useful information for the development of novel IN/RNase H dual inhibitors. Molecular docking (dpeaa)DE-He213 Anti-HIV-1 activity (dpeaa)DE-He213 5-Hydroxypyridine-4-ones (dpeaa)DE-He213 HIV-1 integrase (dpeaa)DE-He213 HIV-1 ribonuclease H (dpeaa)DE-He213 Zabihollahi, Rezvan aut Aghasadeghi, Mohammad R. aut Sadat, Seyed Mehdi aut Saghaie, Lotfollah aut Fassihi, Afshin aut Enthalten in Medicinal chemistry research Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991 24(2014), 5 vom: 06. Nov., Seite 2195-2212 (DE-627)490223427 (DE-600)2191978-1 1554-8120 nnns volume:24 year:2014 number:5 day:06 month:11 pages:2195-2212 https://dx.doi.org/10.1007/s00044-014-1289-1 lizenzpflichtig 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_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 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_4393 GBV_ILN_4700 AR 24 2014 5 06 11 2195-2212 |
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10.1007/s00044-014-1289-1 doi (DE-627)SPR000407453 (SPR)s00044-014-1289-1-e DE-627 ger DE-627 rakwb eng Sirous, Hajar verfasserin aut Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity 2014 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer Science+Business Media New York 2014 Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were investigated. Docking models suggest that the chelating functionalities of the compounds interact with metal ions in a relatively hydrophilic region, anchoring the inhibitor onto the protein surface, whereas the lipophilic moieties fit in the hydrophobic cavities near the active site. Based on the obtained results, binding affinity of the molecules to the active site of both enzymes is strongly influenced by the presence of aromatic substituents or hydrophobic moieties on the main scaffold explaining the stronger and more effective in silico interactions of the 5-benzyloxy derivatives with protein-metal complex compared with free 5-hydroxyl derivatives. These findings may be useful information for the development of novel IN/RNase H dual inhibitors. Molecular docking (dpeaa)DE-He213 Anti-HIV-1 activity (dpeaa)DE-He213 5-Hydroxypyridine-4-ones (dpeaa)DE-He213 HIV-1 integrase (dpeaa)DE-He213 HIV-1 ribonuclease H (dpeaa)DE-He213 Zabihollahi, Rezvan aut Aghasadeghi, Mohammad R. aut Sadat, Seyed Mehdi aut Saghaie, Lotfollah aut Fassihi, Afshin aut Enthalten in Medicinal chemistry research Cambridge, Mass. [u.a.] : Birkhäuser Boston, 1991 24(2014), 5 vom: 06. Nov., Seite 2195-2212 (DE-627)490223427 (DE-600)2191978-1 1554-8120 nnns volume:24 year:2014 number:5 day:06 month:11 pages:2195-2212 https://dx.doi.org/10.1007/s00044-014-1289-1 lizenzpflichtig 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_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 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_4393 GBV_ILN_4700 AR 24 2014 5 06 11 2195-2212 |
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Molecular docking Anti-HIV-1 activity 5-Hydroxypyridine-4-ones HIV-1 integrase HIV-1 ribonuclease H |
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Sirous, Hajar @@aut@@ Zabihollahi, Rezvan @@aut@@ Aghasadeghi, Mohammad R. @@aut@@ Sadat, Seyed Mehdi @@aut@@ Saghaie, Lotfollah @@aut@@ Fassihi, Afshin @@aut@@ |
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Sirous, Hajar |
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Sirous, Hajar misc Molecular docking misc Anti-HIV-1 activity misc 5-Hydroxypyridine-4-ones misc HIV-1 integrase misc HIV-1 ribonuclease H Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity |
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Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity Molecular docking (dpeaa)DE-He213 Anti-HIV-1 activity (dpeaa)DE-He213 5-Hydroxypyridine-4-ones (dpeaa)DE-He213 HIV-1 integrase (dpeaa)DE-He213 HIV-1 ribonuclease H (dpeaa)DE-He213 |
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misc Molecular docking misc Anti-HIV-1 activity misc 5-Hydroxypyridine-4-ones misc HIV-1 integrase misc HIV-1 ribonuclease H |
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Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity |
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Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity |
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Sirous, Hajar Zabihollahi, Rezvan Aghasadeghi, Mohammad R. Sadat, Seyed Mehdi Saghaie, Lotfollah Fassihi, Afshin |
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docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease h domain of reverse transcriptase as possible targets for anti-hiv-1 activity |
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Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity |
| abstract |
Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were investigated. Docking models suggest that the chelating functionalities of the compounds interact with metal ions in a relatively hydrophilic region, anchoring the inhibitor onto the protein surface, whereas the lipophilic moieties fit in the hydrophobic cavities near the active site. Based on the obtained results, binding affinity of the molecules to the active site of both enzymes is strongly influenced by the presence of aromatic substituents or hydrophobic moieties on the main scaffold explaining the stronger and more effective in silico interactions of the 5-benzyloxy derivatives with protein-metal complex compared with free 5-hydroxyl derivatives. These findings may be useful information for the development of novel IN/RNase H dual inhibitors. © Springer Science+Business Media New York 2014 |
| abstractGer |
Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were investigated. Docking models suggest that the chelating functionalities of the compounds interact with metal ions in a relatively hydrophilic region, anchoring the inhibitor onto the protein surface, whereas the lipophilic moieties fit in the hydrophobic cavities near the active site. Based on the obtained results, binding affinity of the molecules to the active site of both enzymes is strongly influenced by the presence of aromatic substituents or hydrophobic moieties on the main scaffold explaining the stronger and more effective in silico interactions of the 5-benzyloxy derivatives with protein-metal complex compared with free 5-hydroxyl derivatives. These findings may be useful information for the development of novel IN/RNase H dual inhibitors. © Springer Science+Business Media New York 2014 |
| abstract_unstemmed |
Abstract Anti-HIV-1 activity of a series of 5-hydroxypyridine-4-ones was evaluated using single-round HIV-1 infection assay. The first detailed molecular binding models for this scaffold interacting with the two metal-dependent viral enzyme in the retroviral life cycle, integrase, and RNase H were investigated. Docking models suggest that the chelating functionalities of the compounds interact with metal ions in a relatively hydrophilic region, anchoring the inhibitor onto the protein surface, whereas the lipophilic moieties fit in the hydrophobic cavities near the active site. Based on the obtained results, binding affinity of the molecules to the active site of both enzymes is strongly influenced by the presence of aromatic substituents or hydrophobic moieties on the main scaffold explaining the stronger and more effective in silico interactions of the 5-benzyloxy derivatives with protein-metal complex compared with free 5-hydroxyl derivatives. These findings may be useful information for the development of novel IN/RNase H dual inhibitors. © Springer Science+Business Media New York 2014 |
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| title_short |
Docking studies of some 5-hydroxypyridine-4-one derivatives: evaluation of integrase and ribonuclease H domain of reverse transcriptase as possible targets for anti-HIV-1 activity |
| url |
https://dx.doi.org/10.1007/s00044-014-1289-1 |
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Zabihollahi, Rezvan Aghasadeghi, Mohammad R. Sadat, Seyed Mehdi Saghaie, Lotfollah Fassihi, Afshin |
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Zabihollahi, Rezvan Aghasadeghi, Mohammad R. Sadat, Seyed Mehdi Saghaie, Lotfollah Fassihi, Afshin |
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| doi_str |
10.1007/s00044-014-1289-1 |
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2024-07-03T15:52:38.270Z |
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| score |
7.400482 |