vix.ing · top · new · best · stats

Bioactive Sesquiterpenes from the Essential Oil of Thuja orientalis

2013/10/17 by Ki Hyun Kim, Ki Kim, Eunjung Moon +6
Agricultural and Biological Sciences · Biochemistry, Genetics and Molecular Biology · #Natural product bioactivities and synthesis #Phytochemistry and Biological Activities #Sesquiterpenes and Asteraceae Studies

paper · doi:10.1055/s-0033-1350952

crossref issued 2013/10/17 · crossref published 2013/10/17 · crossref published-online 2013/10/17 · openalex publication_date 2013/10/17 · crossref created 2013/10/17 · crossref deposited 2017/05/22 · openalex created_date 2025/10/10 · openalex updated_date 2026/08/01 · crossref indexed 2026/08/01

Abstract

A phytochemical investigation on the essential oil of <i>Thuja orientalis</i> resulted in the isolation and identification of three new sesquiterpenes, 3<i>α</i>-methoxy-4<i>α</i>-epoxythujopsane (<b>1</b>), Δ<sup>3,15</sup>-4<i>β</i>-epoxythujopsene (<b>2</b>), and Δ<sup>3,4</sup>-thujopsen-2,15-diol (<b>3</b>), together with eight known sesquiterpenoids (<b>4</b>–<b>11</b>). The structures of these new compounds were elucidated based on spectroscopic data analyses including extensive 2D-NMR data and HR-ESIMS. The full assignments of <sup>1</sup>H and <sup>13</sup>C NMR chemical shifts for thujopsadiene (<b>4</b>) were obtained by 2D-NMR for the first time. All compounds (<b>1</b>–<b>11</b>) showed antiproliferative activities against the SK-OV-3 and SK-MEL-2 cell lines with IC<sub>50</sub> values of 5.85–28.64 µM. In addition, compounds <b>1, 3, 4, 7, 8</b>, and <b>9</b> significantly inhibited nitric oxide production in lipopolysaccharide-activated BV-2 cells with IC<sub>50</sub> values of 3.93–17.85 µM without cell toxicity.

Citations