High performance liquid chromatography (HPLC) of natural products part VI. Sulfoxides of penicillin N and cephalosporin c and their role in biosynthesis of ?-lactam antibiotics
| Autor: | L. L. Huckstep, S. Kukolja, Douglas E. Dorman, Roger D. Miller, S. W. Quenner, Dale C. Duckworth, Norbert Neuss |
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| Rok vydání: | 1984 |
| Předmět: |
Bicyclic molecule
medicine.drug_class Stereochemistry Organic Chemistry Antibiotics Sulfoxide Nuclear magnetic resonance spectroscopy Cephalosporin C Biochemistry High-performance liquid chromatography Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Biosynthesis Drug Discovery medicine Lactam Physical and Theoretical Chemistry |
| Zdroj: | Helvetica Chimica Acta. 67:876-884 |
| ISSN: | 1522-2675 0018-019X |
| DOI: | 10.1002/hlca.19840670329 |
| Popis: | Pure pencillin N α-sulfoxide (1) and penicillin N β-sulfoxide (2) were obtained by HPLC and tested as substrates for deacetoxycephalosporin C synthetase (DXCS). Neither one of the sulfoxides was utilized under conditions of conversion of penicillin N (8) to deacetoxycephalosporin C (9). The cephalosporin C α and β-sulfoxides (3 and 4, resp.) were also prepared. Relative stabilities of the sulfoxides 3 and 4 are discussed by interpretation of the 13C-NMR spectra. |
| Databáze: | OpenAIRE |
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