Application of Centrifugal Partition Chromatography for Bioactivity-Guided Purification of Antioxidant-Response-Element-Inducing Constituents from Atractylodis Rhizoma Alba

Activity-guided separation of antioxidant response element (ARE)-inducing constituents from the rhizomes of Atractylodis Rhizoma Alba was performed by the combination of centrifugal partition chromatography (CPC) and an ARE luciferase reporter assay. From 3 g of the active n-hexane fraction, one pol...

Full description

Bibliographic Details
Main Authors: Myeong Il Kim, Ji Hoon Kim, Ahmed Shah Syed, Young-Mi Kim, Kevin Kyungsik Choe, Chul Young Kim
Format: Article
Language:English
Published: MDPI AG 2018-09-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/23/9/2274
id doaj-017003d95603437abd6ab9079e0653c3
record_format Article
spelling doaj-017003d95603437abd6ab9079e0653c32020-11-25T00:20:52ZengMDPI AGMolecules1420-30492018-09-01239227410.3390/molecules23092274molecules23092274Application of Centrifugal Partition Chromatography for Bioactivity-Guided Purification of Antioxidant-Response-Element-Inducing Constituents from Atractylodis Rhizoma AlbaMyeong Il Kim0Ji Hoon Kim1Ahmed Shah Syed2Young-Mi Kim3Kevin Kyungsik Choe4Chul Young Kim5College of Pharmacy and Institute of Pharmaceutical Science and Technology, Hanyang University, Ansan, Gyeonggi-do 15588, KoreaCollege of Pharmacy and Institute of Pharmaceutical Science and Technology, Hanyang University, Ansan, Gyeonggi-do 15588, KoreaCollege of Pharmacy and Institute of Pharmaceutical Science and Technology, Hanyang University, Ansan, Gyeonggi-do 15588, KoreaCollege of Pharmacy and Institute of Pharmaceutical Science and Technology, Hanyang University, Ansan, Gyeonggi-do 15588, KoreaCollege of Pharmacy and Institute of Pharmaceutical Science and Technology, Hanyang University, Ansan, Gyeonggi-do 15588, KoreaCollege of Pharmacy and Institute of Pharmaceutical Science and Technology, Hanyang University, Ansan, Gyeonggi-do 15588, KoreaActivity-guided separation of antioxidant response element (ARE)-inducing constituents from the rhizomes of Atractylodis Rhizoma Alba was performed by the combination of centrifugal partition chromatography (CPC) and an ARE luciferase reporter assay. From 3 g of the active n-hexane fraction, one polyacetylene, (6E,12E)-tetradeca-6,12-dien-8,10-diyne-1,3-diyl diacetate (47.3 mg), and two sesquiterpenes, atractylenolide I (40.9 mg), and selina-4(14),7(11)-dien-8-one (6.0 mg) were successfully isolated by CPC with n-hexane–ethyl acetate–methanol–water (8:2:8:2, v/v). The chemical structures of the isolated compounds were determined by 1H- and 13C-NMR and ESI-MS. Among the isolated compounds, (6E,12E)-tetradeca-6,12-diene-8,10-diyne-1,3-diol diacetate and selina-4(14),7(11)-dien-8-one increased ARE activity 32.9-fold and 16.6-fold, respectively, without significant cytotoxicity, when 5 µM sulforaphane enhanced ARE activity 27.1-fold. However, atractylenolide I did not increase ARE activity at 100 µM, and showed cytotoxicity at concentrations over 10 µM.http://www.mdpi.com/1420-3049/23/9/2274Atractylodis Rhizoma Albacentrifugal partition chromatographyantioxidant response elementpolyacetylenesesquiterpenes
collection DOAJ
language English
format Article
sources DOAJ
author Myeong Il Kim
Ji Hoon Kim
Ahmed Shah Syed
Young-Mi Kim
Kevin Kyungsik Choe
Chul Young Kim
spellingShingle Myeong Il Kim
Ji Hoon Kim
Ahmed Shah Syed
Young-Mi Kim
Kevin Kyungsik Choe
Chul Young Kim
Application of Centrifugal Partition Chromatography for Bioactivity-Guided Purification of Antioxidant-Response-Element-Inducing Constituents from Atractylodis Rhizoma Alba
Molecules
Atractylodis Rhizoma Alba
centrifugal partition chromatography
antioxidant response element
polyacetylene
sesquiterpenes
author_facet Myeong Il Kim
Ji Hoon Kim
Ahmed Shah Syed
Young-Mi Kim
Kevin Kyungsik Choe
Chul Young Kim
author_sort Myeong Il Kim
title Application of Centrifugal Partition Chromatography for Bioactivity-Guided Purification of Antioxidant-Response-Element-Inducing Constituents from Atractylodis Rhizoma Alba
title_short Application of Centrifugal Partition Chromatography for Bioactivity-Guided Purification of Antioxidant-Response-Element-Inducing Constituents from Atractylodis Rhizoma Alba
title_full Application of Centrifugal Partition Chromatography for Bioactivity-Guided Purification of Antioxidant-Response-Element-Inducing Constituents from Atractylodis Rhizoma Alba
title_fullStr Application of Centrifugal Partition Chromatography for Bioactivity-Guided Purification of Antioxidant-Response-Element-Inducing Constituents from Atractylodis Rhizoma Alba
title_full_unstemmed Application of Centrifugal Partition Chromatography for Bioactivity-Guided Purification of Antioxidant-Response-Element-Inducing Constituents from Atractylodis Rhizoma Alba
title_sort application of centrifugal partition chromatography for bioactivity-guided purification of antioxidant-response-element-inducing constituents from atractylodis rhizoma alba
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2018-09-01
description Activity-guided separation of antioxidant response element (ARE)-inducing constituents from the rhizomes of Atractylodis Rhizoma Alba was performed by the combination of centrifugal partition chromatography (CPC) and an ARE luciferase reporter assay. From 3 g of the active n-hexane fraction, one polyacetylene, (6E,12E)-tetradeca-6,12-dien-8,10-diyne-1,3-diyl diacetate (47.3 mg), and two sesquiterpenes, atractylenolide I (40.9 mg), and selina-4(14),7(11)-dien-8-one (6.0 mg) were successfully isolated by CPC with n-hexane–ethyl acetate–methanol–water (8:2:8:2, v/v). The chemical structures of the isolated compounds were determined by 1H- and 13C-NMR and ESI-MS. Among the isolated compounds, (6E,12E)-tetradeca-6,12-diene-8,10-diyne-1,3-diol diacetate and selina-4(14),7(11)-dien-8-one increased ARE activity 32.9-fold and 16.6-fold, respectively, without significant cytotoxicity, when 5 µM sulforaphane enhanced ARE activity 27.1-fold. However, atractylenolide I did not increase ARE activity at 100 µM, and showed cytotoxicity at concentrations over 10 µM.
topic Atractylodis Rhizoma Alba
centrifugal partition chromatography
antioxidant response element
polyacetylene
sesquiterpenes
url http://www.mdpi.com/1420-3049/23/9/2274
work_keys_str_mv AT myeongilkim applicationofcentrifugalpartitionchromatographyforbioactivityguidedpurificationofantioxidantresponseelementinducingconstituentsfromatractylodisrhizomaalba
AT jihoonkim applicationofcentrifugalpartitionchromatographyforbioactivityguidedpurificationofantioxidantresponseelementinducingconstituentsfromatractylodisrhizomaalba
AT ahmedshahsyed applicationofcentrifugalpartitionchromatographyforbioactivityguidedpurificationofantioxidantresponseelementinducingconstituentsfromatractylodisrhizomaalba
AT youngmikim applicationofcentrifugalpartitionchromatographyforbioactivityguidedpurificationofantioxidantresponseelementinducingconstituentsfromatractylodisrhizomaalba
AT kevinkyungsikchoe applicationofcentrifugalpartitionchromatographyforbioactivityguidedpurificationofantioxidantresponseelementinducingconstituentsfromatractylodisrhizomaalba
AT chulyoungkim applicationofcentrifugalpartitionchromatographyforbioactivityguidedpurificationofantioxidantresponseelementinducingconstituentsfromatractylodisrhizomaalba
_version_ 1725365240403591168