Synthesis of β-D-galactofuranosyl nucleoside analogues. A new type of β-D-galactofuranosidase inhibitor
The development of β-D-galactofuranosidase inhibitors provides a good chemotherapeutic target for treatment of major human diseases, because β-D-galactofuranose is a constituent of important pathogen microorganisms but is absent in mammals. With this purpose we have prepared β-D-galactofuranosyl nuc...
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2001
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v333_n2_p123_Marino http://hdl.handle.net/20.500.12110/paper_00086215_v333_n2_p123_Marino |
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paper:paper_00086215_v333_n2_p123_Marino2023-06-08T14:32:40Z Synthesis of β-D-galactofuranosyl nucleoside analogues. A new type of β-D-galactofuranosidase inhibitor Marino, María Carla Muchnik de Lederkremer, Rosa María 4-Imidazoline Galactofuranosidase inhibitors Imidazolidine-2-thion derivatives Isothiocyanate Thiohydantoin Bioassay Chemotherapy Enzyme inhibition Microorganisms Synthesis (chemical) Nucleophiles Carbohydrates 1,3 diaza 1 beta dextro galactofuranosyl 2 thione beta dextro galactofuranosidase beta dextro galactofuranosidase inhibitor beta dextro galactofuranosyl isothiocyanate carbohydrate derivative dextro galactono 1,4 lactone enzyme inhibitor fungal enzyme imidazolidine derivative imidazoline derivative isothiocyanic acid derivative ketone derivative n beta dextro galactofuranosyl 4 imidazoline 2 thione n beta dextro galactofuranosyl 4 methoxyimidazoline 2 thione n beta dextro galactofuranosyl 4 oxoimidazolidine 2 thione n beta dextro galactofuranosyl o ethylthiourethane unclassified drug article chemical reaction drug screening drug structure drug synthesis enzyme activity enzyme inhibition priority journal structure activity relation beta-Galactosidase Galactosides Humans Molecular Structure Nucleosides Penicillium Thioglycosides Mammalia The development of β-D-galactofuranosidase inhibitors provides a good chemotherapeutic target for treatment of major human diseases, because β-D-galactofuranose is a constituent of important pathogen microorganisms but is absent in mammals. With this purpose we have prepared β-D-galactofuranosyl nucleoside analogues, derived by the addition of nucleophiles to perbenzoylated β-D-galactofuranosyl isothiocyanate, a compound previously prepared in this laboratory. N-β-D-Galactofuranosyl-O-ethylthiourethane, N-β-D-galactofuranosyl-4-oxoimidazolidine-2-thione, N-β-D-galactofuranosyl-4-imidazoline-2-thione, and N-β-D-galactofuranosyl-4-methoxyimidazolidine-2-thione, were prepared. The biological assays showed that imidazoline and imidazolidine-2-thione derivatives act as a new type of exo β-D-galactofuranosidase inhibitor. © 2001 Elsevier Science Ltd. Fil:Marino, C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:De Lederkremer, R.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2001 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v333_n2_p123_Marino http://hdl.handle.net/20.500.12110/paper_00086215_v333_n2_p123_Marino |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
4-Imidazoline Galactofuranosidase inhibitors Imidazolidine-2-thion derivatives Isothiocyanate Thiohydantoin Bioassay Chemotherapy Enzyme inhibition Microorganisms Synthesis (chemical) Nucleophiles Carbohydrates 1,3 diaza 1 beta dextro galactofuranosyl 2 thione beta dextro galactofuranosidase beta dextro galactofuranosidase inhibitor beta dextro galactofuranosyl isothiocyanate carbohydrate derivative dextro galactono 1,4 lactone enzyme inhibitor fungal enzyme imidazolidine derivative imidazoline derivative isothiocyanic acid derivative ketone derivative n beta dextro galactofuranosyl 4 imidazoline 2 thione n beta dextro galactofuranosyl 4 methoxyimidazoline 2 thione n beta dextro galactofuranosyl 4 oxoimidazolidine 2 thione n beta dextro galactofuranosyl o ethylthiourethane unclassified drug article chemical reaction drug screening drug structure drug synthesis enzyme activity enzyme inhibition priority journal structure activity relation beta-Galactosidase Galactosides Humans Molecular Structure Nucleosides Penicillium Thioglycosides Mammalia |
| spellingShingle |
4-Imidazoline Galactofuranosidase inhibitors Imidazolidine-2-thion derivatives Isothiocyanate Thiohydantoin Bioassay Chemotherapy Enzyme inhibition Microorganisms Synthesis (chemical) Nucleophiles Carbohydrates 1,3 diaza 1 beta dextro galactofuranosyl 2 thione beta dextro galactofuranosidase beta dextro galactofuranosidase inhibitor beta dextro galactofuranosyl isothiocyanate carbohydrate derivative dextro galactono 1,4 lactone enzyme inhibitor fungal enzyme imidazolidine derivative imidazoline derivative isothiocyanic acid derivative ketone derivative n beta dextro galactofuranosyl 4 imidazoline 2 thione n beta dextro galactofuranosyl 4 methoxyimidazoline 2 thione n beta dextro galactofuranosyl 4 oxoimidazolidine 2 thione n beta dextro galactofuranosyl o ethylthiourethane unclassified drug article chemical reaction drug screening drug structure drug synthesis enzyme activity enzyme inhibition priority journal structure activity relation beta-Galactosidase Galactosides Humans Molecular Structure Nucleosides Penicillium Thioglycosides Mammalia Marino, María Carla Muchnik de Lederkremer, Rosa María Synthesis of β-D-galactofuranosyl nucleoside analogues. A new type of β-D-galactofuranosidase inhibitor |
| topic_facet |
4-Imidazoline Galactofuranosidase inhibitors Imidazolidine-2-thion derivatives Isothiocyanate Thiohydantoin Bioassay Chemotherapy Enzyme inhibition Microorganisms Synthesis (chemical) Nucleophiles Carbohydrates 1,3 diaza 1 beta dextro galactofuranosyl 2 thione beta dextro galactofuranosidase beta dextro galactofuranosidase inhibitor beta dextro galactofuranosyl isothiocyanate carbohydrate derivative dextro galactono 1,4 lactone enzyme inhibitor fungal enzyme imidazolidine derivative imidazoline derivative isothiocyanic acid derivative ketone derivative n beta dextro galactofuranosyl 4 imidazoline 2 thione n beta dextro galactofuranosyl 4 methoxyimidazoline 2 thione n beta dextro galactofuranosyl 4 oxoimidazolidine 2 thione n beta dextro galactofuranosyl o ethylthiourethane unclassified drug article chemical reaction drug screening drug structure drug synthesis enzyme activity enzyme inhibition priority journal structure activity relation beta-Galactosidase Galactosides Humans Molecular Structure Nucleosides Penicillium Thioglycosides Mammalia |
| description |
The development of β-D-galactofuranosidase inhibitors provides a good chemotherapeutic target for treatment of major human diseases, because β-D-galactofuranose is a constituent of important pathogen microorganisms but is absent in mammals. With this purpose we have prepared β-D-galactofuranosyl nucleoside analogues, derived by the addition of nucleophiles to perbenzoylated β-D-galactofuranosyl isothiocyanate, a compound previously prepared in this laboratory. N-β-D-Galactofuranosyl-O-ethylthiourethane, N-β-D-galactofuranosyl-4-oxoimidazolidine-2-thione, N-β-D-galactofuranosyl-4-imidazoline-2-thione, and N-β-D-galactofuranosyl-4-methoxyimidazolidine-2-thione, were prepared. The biological assays showed that imidazoline and imidazolidine-2-thione derivatives act as a new type of exo β-D-galactofuranosidase inhibitor. © 2001 Elsevier Science Ltd. |
| author |
Marino, María Carla Muchnik de Lederkremer, Rosa María |
| author_facet |
Marino, María Carla Muchnik de Lederkremer, Rosa María |
| author_sort |
Marino, María Carla |
| title |
Synthesis of β-D-galactofuranosyl nucleoside analogues. A new type of β-D-galactofuranosidase inhibitor |
| title_short |
Synthesis of β-D-galactofuranosyl nucleoside analogues. A new type of β-D-galactofuranosidase inhibitor |
| title_full |
Synthesis of β-D-galactofuranosyl nucleoside analogues. A new type of β-D-galactofuranosidase inhibitor |
| title_fullStr |
Synthesis of β-D-galactofuranosyl nucleoside analogues. A new type of β-D-galactofuranosidase inhibitor |
| title_full_unstemmed |
Synthesis of β-D-galactofuranosyl nucleoside analogues. A new type of β-D-galactofuranosidase inhibitor |
| title_sort |
synthesis of β-d-galactofuranosyl nucleoside analogues. a new type of β-d-galactofuranosidase inhibitor |
| publishDate |
2001 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00086215_v333_n2_p123_Marino http://hdl.handle.net/20.500.12110/paper_00086215_v333_n2_p123_Marino |
| work_keys_str_mv |
AT marinomariacarla synthesisofbdgalactofuranosylnucleosideanaloguesanewtypeofbdgalactofuranosidaseinhibitor AT muchnikdelederkremerrosamaria synthesisofbdgalactofuranosylnucleosideanaloguesanewtypeofbdgalactofuranosidaseinhibitor |
| _version_ |
1768546610128617472 |