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Methyl N-methylanthranilate: major compound in the defensive secretion of Typhloiulus orpheus (Diplopoda, Julida).
Chemoecology ( IF 1.6 ) Pub Date : 2017-07-24 , DOI: 10.1007/s00049-017-0242-4
Michaela Bodner 1 , Boyan Vagalinski 2 , Slobodan E Makarov 3 , Günther Raspotnig 1
Affiliation  

The defensive secretion of the julid diplopod Typhloiulus orpheus contains methyl N-methylanthranilate (MNMA), an ester of N-methylanthranilic acid that comprises more than 99% of secretion of this species. MNMA is accompanied by small amounts of methyl anthranilate and two benzoquinones (2-methyl-1,4-benzoquinone and 2-ethyl-1,4-benzoquinone, respectively). MNMA is a known intermediate in the biosynthesis of both benzoquinones (as present in defensive secretions of juliformians) and glomerin-like quinazolines (chemical defense in Glomerida). The compound may have evolved independently in the pathway to glomeridan chemistry, or may even represent a pivotal branching point in the pathway to different chemical classes of diplopod defensive chemistry.

中文翻译:

N-甲基邻氨基苯甲酸甲酯:香蒲(Typhloiulus orpheus)(Diplopoda,Julida)的防御性分泌物中的主要化合物。

菊科双足类节肢动物的防御性分泌物含有N-甲基邻氨基苯甲酸甲酯(MNMA),N-甲基邻氨基苯甲酸的酯,占该物种分泌的99%以上。MNMA伴有少量邻氨基苯甲酸甲酯和两个苯醌(分别为2-甲基-1,4-苯醌和2-乙基-1,4-苯醌)。MNMA是苯醌(存在于水母的防御性分泌物中)和肾小球蛋白样喹唑啉(Glomerida中的化学防御作用)的生物合成中的已知中间体。该化合物可能在肾小球化学的途径中独立发展,甚至可能代表了双足类防御化学的不同化学类别的关键分支点。
更新日期:2017-07-24
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