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Sulfadiazine Masquerading as a Natural Product from Scilla madeirensis (Scilloideae).
- Source :
-
Journal of natural products [J Nat Prod] 2020 Apr 24; Vol. 83 (4), pp. 1305-1308. Date of Electronic Publication: 2020 Mar 25. - Publication Year :
- 2020
-
Abstract
- The structure of 2,4-(4'-aminobenzenamine)pyrimidine ( 1 ), a pyrimidine alkaloid previously isolated from the bulbs of Scilla madeirensis (Asparagaceae, synonym Autonoë madeirensis ), has been revised. These conclusions were met via comparison of reported NMR and EIMS data with those obtained from synthetic standards. The corrected structure is the antibiotic sulfadiazine ( 2 ), which has likely been isolated as a contaminant from the site of collection. The reported bioactivity of 1 as an α <subscript>1</subscript> -adrenoceptor antagonist should instead be ascribed to sulfadiazine. Our findings appear to show another example of an anthropogenic contaminant being identified as a natural product and emphasize the importance of considering the biosynthetic origins of isolated compounds within a phylogenetic context.
- Subjects :
- Biological Products analysis
Biological Products chemistry
Biological Products isolation & purification
Magnetic Resonance Spectroscopy
Molecular Structure
Phylogeny
Plant Roots chemistry
Pyrimidines chemistry
Pyrimidines isolation & purification
Sulfadiazine analysis
Sulfadiazine isolation & purification
Biological Products pharmacology
Pyrimidines pharmacology
Scilla chemistry
Sulfadiazine chemistry
Sulfadiazine pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1520-6025
- Volume :
- 83
- Issue :
- 4
- Database :
- MEDLINE
- Journal :
- Journal of natural products
- Publication Type :
- Academic Journal
- Accession number :
- 32208615
- Full Text :
- https://doi.org/10.1021/acs.jnatprod.0c00163