title: Absolute configuration of a new mosquito repellent, (+)-eucamalol and the repellent activity of its epimer.
abstract: (+)-Eucamalol (1) and (-)-1-epi-eucamalol (2) were synthesized from (S)-(-)-perillaldehyde to determine the absolute configuration of 1, the structure of natural (+)-eucamalol being determined to be (1R,6R)-(+)-3-formyl-6-isopropyl-2-cyclohexen-1-ol. (+)-Eucamolol (1) and its 1-epimer (2) exhibited significant repellent activity against Aedes albopictus, and inhibited its feeding as well as DEET.
authors.affiliation: Department of Bioscience and Technology, School of Engineering, Hokkaido Tokai University, Sapporo, Japan.
authors.forename: A
authors.initials: A
authors.lastname: Satoh
authors.forename: H
authors.initials: H
authors.lastname: Utamura
authors.forename: T
authors.initials: T
authors.lastname: Nakade
authors.forename: H
authors.initials: H
authors.lastname: Nishimura
mesh_terms: D000330:Aedes; D000818:Animals; D007302:Insect Repellents / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D013729:Terpenes / Q000737:chemistry*
chemical_list: D007302:Insect Repellents; D013729:Terpenes; C094690:eucamalol