Cyclofarnesane sesquiterpene glucoside from the whole plant of Loranthus tanakae and its cytotoxicity

Sun Woo Joo; Hyoung Geun Kim; Eun Ji Oh; Jung Hwan Ko; Yeong Geun Lee; Se Chan Kang; Dae Young Lee; Nam In Baek

doi:10.3839/jabc.2019.002

Cyclofarnesane sesquiterpene glucoside from the whole plant of Loranthus tanakae and its cytotoxicity

Sun Woo Joo, Hyoung Geun Kim, Eun Ji Oh, Jung Hwan Ko, Yeong Geun Lee, Se Chan Kang, Dae Young Lee, Nam In Baek

School of Life Science and Biotechnology

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

The whole plants of Loranthus tanakae were repeatedly extracted with 80% aqueous MeOH and the concentrate was partitioned into ethyl acetate (EtOAc), n-butyl alcohol (n-BuOH) and H2O fractions. The repeated silica gel (SiO2), octadecyl SiO2 (ODS), and Sephadex LH-20 column chromatographies for the n- BuOH fraction led to isolation of a cyclofarnesane sesquiterpene glucoside. The chemical structure including stereo structure was determined to be a (1‘R,3‘S,5‘R,8‘S,2E,4E)-dihydrophaseic acid 3'- O-Β-D-glucopyranoside on the basis of spectroscopic analyses. This compound was isolated for the first time from L. tanakae in this study. Compound 1 showed a moderate dose-dependent cytotoxicity against human Caucasian gastric adenocarcinoma cells and human hepatocyte cari-noma cells cell lines at higher than 50 µg/mL.

Original language	English
Pages (from-to)	7-10
Number of pages	4
Journal	Journal of Applied Biological Chemistry
Volume	62
Issue number	1
DOIs	https://doi.org/10.3839/jabc.2019.002
State	Published - 2019

Keywords

(1‘R,3‘S,5‘R,8‘S,2E,4E)-dihydrophaseic acid 3'-O-ß-Dglucopyranoside
Cyclofarnesane sesquiterpene glucoside
Cytotoxicity
Loranthus tanakae
Nuclear magnetic resonance

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title = "Cyclofarnesane sesquiterpene glucoside from the whole plant of Loranthus tanakae and its cytotoxicity",

abstract = "The whole plants of Loranthus tanakae were repeatedly extracted with 80% aqueous MeOH and the concentrate was partitioned into ethyl acetate (EtOAc), n-butyl alcohol (n-BuOH) and H2O fractions. The repeated silica gel (SiO2), octadecyl SiO2 (ODS), and Sephadex LH-20 column chromatographies for the n- BuOH fraction led to isolation of a cyclofarnesane sesquiterpene glucoside. The chemical structure including stereo structure was determined to be a (1{\textquoteleft}R,3{\textquoteleft}S,5{\textquoteleft}R,8{\textquoteleft}S,2E,4E)-dihydrophaseic acid 3'- O-Β-D-glucopyranoside on the basis of spectroscopic analyses. This compound was isolated for the first time from L. tanakae in this study. Compound 1 showed a moderate dose-dependent cytotoxicity against human Caucasian gastric adenocarcinoma cells and human hepatocyte cari-noma cells cell lines at higher than 50 µg/mL.",

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author = "Joo, {Sun Woo} and Kim, {Hyoung Geun} and Oh, {Eun Ji} and Ko, {Jung Hwan} and Lee, {Yeong Geun} and Kang, {Se Chan} and Lee, {Dae Young} and Baek, {Nam In}",

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AU - Joo, Sun Woo

AU - Kim, Hyoung Geun

AU - Oh, Eun Ji

AU - Ko, Jung Hwan

AU - Lee, Yeong Geun

AU - Kang, Se Chan

AU - Lee, Dae Young

AU - Baek, Nam In

N1 - Publisher Copyright: © The Korean Society for Applied Biological Chemistry 2019.

PY - 2019

Y1 - 2019

N2 - The whole plants of Loranthus tanakae were repeatedly extracted with 80% aqueous MeOH and the concentrate was partitioned into ethyl acetate (EtOAc), n-butyl alcohol (n-BuOH) and H2O fractions. The repeated silica gel (SiO2), octadecyl SiO2 (ODS), and Sephadex LH-20 column chromatographies for the n- BuOH fraction led to isolation of a cyclofarnesane sesquiterpene glucoside. The chemical structure including stereo structure was determined to be a (1‘R,3‘S,5‘R,8‘S,2E,4E)-dihydrophaseic acid 3'- O-Β-D-glucopyranoside on the basis of spectroscopic analyses. This compound was isolated for the first time from L. tanakae in this study. Compound 1 showed a moderate dose-dependent cytotoxicity against human Caucasian gastric adenocarcinoma cells and human hepatocyte cari-noma cells cell lines at higher than 50 µg/mL.

AB - The whole plants of Loranthus tanakae were repeatedly extracted with 80% aqueous MeOH and the concentrate was partitioned into ethyl acetate (EtOAc), n-butyl alcohol (n-BuOH) and H2O fractions. The repeated silica gel (SiO2), octadecyl SiO2 (ODS), and Sephadex LH-20 column chromatographies for the n- BuOH fraction led to isolation of a cyclofarnesane sesquiterpene glucoside. The chemical structure including stereo structure was determined to be a (1‘R,3‘S,5‘R,8‘S,2E,4E)-dihydrophaseic acid 3'- O-Β-D-glucopyranoside on the basis of spectroscopic analyses. This compound was isolated for the first time from L. tanakae in this study. Compound 1 showed a moderate dose-dependent cytotoxicity against human Caucasian gastric adenocarcinoma cells and human hepatocyte cari-noma cells cell lines at higher than 50 µg/mL.

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KW - Loranthus tanakae

KW - Nuclear magnetic resonance

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Cyclofarnesane sesquiterpene glucoside from the whole plant of Loranthus tanakae and its cytotoxicity

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