Biosynthesis of (2-nitroethyl)benzene and (Z)- and (E)-(2-nitroethenyl)benzenes from (Z)- and (E)-phenylacetaldoximes and phenylacetonitrile; defense allomone of Eutrichodesmus elegans and Eutrichodesmus armatus (Polydesmida: Haplodesmidae).
Biosynthesis of (2-nitroethyl)benzene and (Z)- and (E)-(2-nitroethenyl)benzenes from (Z)- and (E)-phenylacetaldoximes and phenylacetonitrile; defense allomone of Eutrichodesmus elegans and Eutrichodesmus armatus (Polydesmida: Haplodesmidae).
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由(Z)-和(E)-苯乙醛肟和苯乙腈生物合成(2-硝基乙基)苯以及(Z)-和(E)-(2-硝基乙烯基)苯;
DOI:
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发表时间:
2018
影响因子:
2.4
通讯作者:
Y. Asano
中科院分区:
文献类型:
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作者:
Y. Kuwahara;Yayoi Ichiki;Masashi Morita;T. Tanabe;Y. Asano
The defense allomones of two haplodesmid millipedes, Eutrichodesmus elegans and E. armatus (Polydesmida: Haplodesmidae), are known as a mixture of the following three nitro compounds: (2-nitroethyl)benzene and (Z)- and (E)-(2-nitroethenyl)benzenes. Administrations of a mixture of 2H-labeled (Z)- and (E)-phenylacetaldoximes and of 2H-labeled phenylacetonitrile as precursors resulted in the same production of three 2H-labeled nitro compounds, [2'-nitroethyl][2,3,4,5,6-2H5]benzene and [(Z)- and (E)-2'-nitroethenyl][2,3,4,5,6-2H5]benzenes, in both species. Oxime administration at an appropriate dose resulted in the production of three nitro compounds with similar natural ratios more effectively than nitrile administration. Conversion from oximes to nitrile and vice versa was evidenced during administration. Occurrences of three precursors (Z- and E-oximes and nitrile) were detected sporadically in millipede extracts by selected ion chromatography.