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Sulfadiazine Masquerading as a Natural Product from Scilla madeirensis (Scilloideae).

Authors :
Robertson LP
Moodie LWK
Holland DC
Jandér KC
Göransson U
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.

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