| Application of the synthetic aminosugars for glycodiversification: synthesis and antimicrobial studies of pyranmycin. | |
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MedLine Citation:
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PMID: 14987005 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A divergent approach was employed for the synthesis of aminosugars, from which a novel library of aminoglycoside antibiotics (pyranmycins) was synthesized. Pyranmycins have comparable antibacterial activity as neomycin, a clinically used aminoglycoside antibiotic, against Escherichia coli, Staphylococcus aureus, Bacillus subtilis, and Mycobacterium smegmatis. In addition, pyranmycins, like streptomycin, are bacteriocidal while isoniazid (INH) is bacteriostatic. Therefore, pyranmycins may provide new therapeutic options in the treatment against tuberculosis. Several members of pyranmycins also manifest modest anti-Tat and anti-Rev activities, which may aid in the development of new anti-HIV agents. Although the antibacterial activity of pyranmycins against aminoglycoside resistant bacteria is less than expected, the synthetic methodologies of utilizing a library of aminosugars can be a model for future studies of glycodiversification or glycorandomization. |
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Authors:
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Bryan Elchert; Jie Li; Jinhua Wang; Yu Hui; Ravi Rai; Roger Ptak; Priscilla Ward; Jon Y Takemoto; Mekki Bensaci; Cheng-Wei Tom Chang |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S. |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 69 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2004 Mar |
Date Detail:
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Created Date: 2004-02-27 Completed Date: 2004-05-04 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
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Languages: eng Pagination: 1513-23 Citation Subset: IM |
Affiliation:
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Department of Chemistry and Biochemistry, Utah State University, 0300 Old Main Hill, Logan, Utah 84322-0300, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amino Sugars
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chemistry* Aminoglycosides / chemical synthesis*, chemistry, pharmacology Anti-Bacterial Agents / chemical synthesis*, chemistry, pharmacology Anti-HIV Agents / chemical synthesis*, chemistry, pharmacology Escherichia coli / drug effects Gene Products, rev / biosynthesis, genetics Gene Products, tat / biosynthesis, genetics Hela Cells Humans Microbial Sensitivity Tests Molecular Structure Structure-Activity Relationship Transfection |
| Chemical | |
Reg. No./Substance:
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0/Amino Sugars; 0/Aminoglycosides; 0/Anti-Bacterial Agents; 0/Anti-HIV Agents; 0/Gene Products, rev; 0/Gene Products, tat; 0/Pyranmycin |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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