Absolute Configuration of a New Mosquito Repellent, ( + )-Eucamalol and the Repellent Activity of Its Epimer

Atsushi Satoh; Hisashi Utamura; Teruhiko Nakade; Hiroyuki Nishimura

doi:10.1271/bbb.59.1139

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Absolute Configuration of a New Mosquito Repellent, ( + )-Eucamalol and the Repellent Activity of Its Epimer

Atsushi Satoh, Hisashi Utamura, Teruhiko Nakade, Hiroyuki Nishimura

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JOURNAL FREE ACCESS

1995 Volume 59 Issue 6 Pages 1139-1141

DOI https://doi.org/10.1271/bbb.59.1139

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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. (+)-Eucamalol (1) and its 1-epimer (2) exhibited significant repellent activity against Aedes albopictus, and inhibited its feeding as well as DEET.

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