3-(4-Methyl-3-pentenyl)-2(5H)-furanone, alpha,alpha-acariolide and 4-(4-methyl-3-pentenyl)-2(5H)-furanone, alpha,beta-acariolide: new monoterpene lactones from the astigmatid mites, Schwiebea araujoae and Rhizoglyphus sp. (Astigmata: Acaridae).
A new monoterpene lactone from the acarid mite, Schwiebea araujoae, was elucidated without its isolation by GC/FT-IR and GC/MS analyses to be 3-(4-methyl-3-pentenyl)-2(5H)-furanone (1) and tentatively named as alpha,alpha-acariolide. The structure of 1 was identified by its synthesis from alpha-bromo-gamma-butyrolactone via 4 reaction steps. The synthesized compound gave the same GC/MS and GC/FT-IR spectra as those of the natural product. The other monoterpene lactone was likewise elucidated from the unidentified Rhizoglyphus mite to be 4-(4-methyl-3-pentenyl)-2(5H)-furanone (2) and named as alpha,beta-acariolide; it was also identified by its synthesis in 5 reaction steps from the same butyrolactone as the starting material. GC/MS and GC/FT-IR spectra of the preparation were identical to those of the natural product.
Tarui
Hirokazu
H
Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Japan.
Mori
Naoki
N
Nishida
Ritsuo
R
Okabe
Kimiko
K
Kuwahara
Yasumasa
Y
D015107:4-Butyrolactone / Q000031:analogs & derivatives / Q000032:analysis*; D000818:Animals; D005663:Furans / Q000032:analysis*; D007783:Lactones / Q000032:analysis*; D008925:Mites / Q000737:chemistry*; D015394:Molecular Structure; D013729:Terpenes / Q000032:analysis*
D005663:Furans; D007783:Lactones; D013729:Terpenes; C465976:alpha,alpha-acariolide; C465977:alpha,beta-acariolide; D015107:4-Butyrolactone