title: The absolute configuration of chrysomelidial: a widely distributed defensive component among oribotririid mites (Acari: Oribatida).
abstract: 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.
authors.affiliation: Faculty of Bioenvironmental Science, Kyoto Gakuen University, Sogabe, Kameoka, Japan. shimizu@kyotogakuen.ac.jp
authors.forename: Nobuhiro
authors.initials: N
authors.lastname: Shimizu
authors.forename: Ryota
authors.initials: R
authors.lastname: Yakumaru
authors.forename: Tomoyo
authors.initials: T
authors.lastname: Sakata
authors.forename: Satoshi
authors.initials: S
authors.lastname: Shimano
authors.forename: Yasumasa
authors.initials: Y
authors.lastname: Kuwahara
mesh_terms: D000053:Acari / Q000737:chemistry* / Q000502:physiology; D000818:Animals; D013045:Species Specificity; D013729:Terpenes / Q000737:chemistry* / Q000378:metabolism
chemical_list: D013729:Terpenes; C432478:chrysomelidial