Faculty of Bioenvironmental Science, Kyoto Gakuen University, Sogabe, Kameoka, Japan.
J Chem Ecol. 2012 Jan;38(1):29-35. doi: 10.1007/s10886-012-0064-3. Epub 2012 Jan 14.
The absolute configuration of the iridoid monoterpene chrysomelidial from the oribatid mite, Austrotritia dentate Aoki, 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 both S. 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.
通过气相色谱-质谱（GC-MS）分析和与四种该著名天然产物的合成立体异构体的 GC 比较，阐明了来自圆口甲螨属的裂环烯醚萜单萜 Chrysomelidial 的绝对构型。通过已知醇（5S,8S）-chrysomelidiol 的不对称合成，实现了这种鉴定。天然圆口甲螨二醇衍生的 GC 保留时间与合成（5S,8S）-chrysomelidiol 的保留时间一致，证实了天然 Chrysomelidial 在 C5 和 C8 位置的绝对构型均为 S。在检查的 9 种圆口甲螨中，Chrysomelidial 被检测为单一或主要成分；因此，该化合物被认为在圆口甲螨科中广泛分布，在那里它起到防御作用。
