The new, belonging to the streptothricin-group antibiotics AN-201 I, II and III were found to be produced by a soil actinomycete identified as Streptomyces nojiriensis C-13. The chemical structures and the physical and spectroscopic properties of these compounds are reported here. On the basis of NMR and fast atom bombardment mass spectrometry (FAB-MS) spectra the antibiotics were identified as N beta-acetylated derivatives of streptothricins E, D and F.
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http://dx.doi.org/10.7164/antibiotics.40.1140 | DOI Listing |
J Org Chem
August 2018
Department of Chemistry , Barnard College, 3009 Broadway , New York , New York 10027 , United States.
The rhodium(II)-catalyzed oxidative cyclization of glycal 3-carbamates with in situ incorporation of an alcohol nucleophile at the anomeric position provides access to a range of 2-amino sugars having 1,2-trans-2,3-cis stereochemistry, a structural motif present in compounds of medicinal and biological significance such as the streptothricin group of antibiotics and the Chitinase inhibitor allosamidin. All of the diastereomeric d-glycal 3-carbamates have been investigated, revealing significant differences in anomeric stereoselectivity depending on substrate stereochemistry and protecting groups. In addition, some substrates were prone to forming C3-oxidized dihydropyranone byproducts under the reaction conditions.
View Article and Find Full Text PDFJ Antibiot (Tokyo)
December 2007
Institute of Pesticide Science, Northwest Agricultural & Forestry University, Yangling, Shaanxi, China.
Four streptothricin-group antibiotics (1~4) were isolated from the fermentation broth of Streptomyces qinlingensis sp. nov. Along with the known antibiotics streptothricins F (1) and D (3), two new members of this class (2, 4) were identified as 12-carbamoyl derivatives of 1 and 3, respectively, mainly by analysis of the IR, HR-MS and NMR spectral data.
View Article and Find Full Text PDFJ Antibiot (Tokyo)
November 1994
Department of Chemistry, Seoul National University, Korea.
Methodical approaches to detecting cultures producing streptothricins at the early stages of screening new antibiotics were developed. The approaches are based on chromatographic and electrophoretic mobility of streptothricins and the products of their hydrolysis in the extracts from agar cultures of actinomycetes. Application of the method for screening new antibiotics is illustrated with an example.
View Article and Find Full Text PDFS. griseus Kr. is a commercial strain producing grisin, an antibiotic of the streptothricin group used as a feed additive.
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