The absolute configuration of chrysomelidial : a widely distributed defensive component among Oribotririid mites(Acari : Oribatida)

The absolute configuration of chrysomelidial : a widely distributed defensive component among Oribotririid mites(Acari : Oribatida)
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叶甲的绝对构型:Oribotririid 螨中广泛分布的防御成分(蜱螨:Oribatida)

DOI:
10.1007/s10886-012-0064-3
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发表时间:
2012
影响因子:
2.3
通讯作者:
Y
Y
中科院分区:
环境科学与生态学2区
文献类型:
--
作者:
Shimizu;N.;Yakumaru;R.;Sakata;T.;Shimano;S.;Kuwahara;Y

文献摘要

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通过GC-MS和GC分析,确定了甲螨Austrotritia dentateAoki中环烯醚萜类化合物chrysomelidial的绝对构型。通过已知醇(5S,8 S)-大黄二酚的不对称合成,使得这种鉴定成为可能。天然甲螨二醇衍生物的GC保留时间与合成的(5S,8 S)-大黄二醇一致,证实天然大黄二醇C5和C8位的绝对构型均为S。在检查的9种甲螨中检测到甲螨素作为单一或主要成分;因此,认为该化合物通常分布在甲螨科中,起防御作用。
The absolute configuration of the iridoid monoterpene chrysomelidial from the oribatid mite,Austrotritia dentateAoki, was elucidated by the GC-MS and GC comparisons with four synthetic stereoisomers of this well-known natural product. This identification was made possible by asymmetric synthesis of the known alcohol, (5S,8S)-chrysomelidiol. The GC retention time of diol derived from the natural oribatid dial agreed with that of the synthetic (5S,8S)-chrysomelidiol, confirming that the absolute configurations at C5 and C8 positions of the natural chrysomelidial are bothS. Chrysomelidial was detected as a single or a major component in nine oribatid mites examined; thus, this compound is considered to be commonly distributed in Oribotririidae where it serves a defensive role.