Sulfadiazine Masquerading as a Natural Product from Scilla madeirensis (Scilloideae).,Journal of Natural Products

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Sulfadiazine Masquerading as a Natural Product from Scilla madeirensis (Scilloideae).
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-03-25 , DOI: 10.1021/acs.jnatprod.0c00163
Luke P Robertson _{1,

2} , Lindon W K Moodie _{3,

4} , Darren C Holland ₅ , K Charlotte Jandér ₁ , Ulf Göransson ₂

Affiliation

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 α1-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.

中文翻译：

磺胺嘧啶伪装成 Scilla madeirensis（Scilloideae）的天然产物。

2,4-(4'-氨基苯胺)嘧啶 (1) 是一种嘧啶生物碱，之前从马地连海藻（天冬酰胺科，同义词 Autonoë madeirensis）的球茎中分离出来，其结构已被修订。这些结论是通过将报告的 NMR 和 EIMS 数据与从合成标准获得的数据进行比较得出的。校正后的结构是抗生素磺胺嘧啶 (2)，它可能已作为污染物从收集地点分离出来。所报道的 1 作为 α1-肾上腺素受体拮抗剂的生物活性应归因于磺胺嘧啶。我们的研究结果似乎显示了人为污染物被识别为天然产物的另一个例子，并强调了在系统发育背景下考虑分离化合物的生物合成起源的重要性。

更新日期：2020-03-25

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