Synthesis-guided structure revision of the monoterpene alcohol isolated from Mentha haplocalyx

Shunsuke Konishi, Naoki Mori, Hirosato Takikawa, Hidenori Watanabe

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The monoterpene isolated from Mentha haplocalyx, 3,3,5-trimethyl-2-oxabicyclo[2.2.2]oct-5-en-4-ol, was synthesized according to its proposed structure. However, the NMR data of the synthetic sample were not in agreement with those reported for the natural product. After considerable efforts, the genuine structure was confirmed as (1R*,2R*)-4-(1′-hydroxy-1′-methylethyl)-1-methyly-cyclohex-3-ene-1,2-diol.

Original languageEnglish
Pages (from-to)391-399
Number of pages9
JournalBioscience, Biotechnology and Biochemistry
Volume83
Issue number3
DOIs
Publication statusPublished - 2019 Jan 1
Externally publishedYes

Keywords

  • Mentha haplocalyx
  • Monoterpene
  • Structural revision
  • Synthesis-guided

ASJC Scopus subject areas

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

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