Isolation of two new bioactive sesquiterpene lactone glycosides from the roots of Ixeris dentata

Seonju Park; Nguyen Xuan Nhiem; Taek Hwan Lee; Nanyoung Kim; Sun Yeou Kim; Han Jung Chae; Seung Hyun Kim

doi:10.1016/j.bmcl.2015.08.061

Isolation of two new bioactive sesquiterpene lactone glycosides from the roots of Ixeris dentata

Seonju Park, Nguyen Xuan Nhiem, Taek Hwan Lee, Nanyoung Kim, Sun Yeou Kim, Han Jung Chae, Seung Hyun Kim

Department of Pharmacy

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

8 Citations (Scopus)

Abstract

Two new sesquiterpene lactone glycosides, 3-O-β-d-glucopyranosyl-8-hydroxy-(1,5,6,7,11)-guaia-3,10(14)-dien-12,6-olide (1) and 3-O-β-d-glucopyranosyl-8-(4-hydroxyphenylacetyloxy)-(1.5.6,7)-guaia-3,10(14),11(13)-trien-12,6-olide (2), and 12 known sesquiterpene lactone derivatives (3-14) were isolated from the roots of Ixeris dentata. Their structures were determined by extensive spectroscopic methods including 1D and 2D NMR and MS spectra data. All compounds were tested for their ability to inhibit lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV-2 microglial cell. 3-O-β-d-Glucopyranosyl-8-(4-hydroxyphenylacetyloxy)-(1.5.6,7)-guaia-3,10(14),11(13)-trien-12,6-olide (2) showed the most potent inhibitory activity at a concentration of 20 μM.

Original language	English
Pages (from-to)	4562-4566
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	25
Issue number	20
DOIs	https://doi.org/10.1016/j.bmcl.2015.08.061
Publication status	Published - 2015 Oct 15

Bibliographical note

Funding Information:
This work was carried out with the support of Cooperative Research Program for Agriculture Science & Technology Development (Project No. PJ01158104) funded by the Rural Development Administration, Republic of Korea and of Basic Science Research Program through the National Research Foundation of Korea (NRF) (NRF-2011-0025129) funded by the Ministry of Education, Science and Technology , Republic of Korea.

Publisher Copyright:
© 2015 Elsevier Ltd.

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2015.08.061

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title = "Isolation of two new bioactive sesquiterpene lactone glycosides from the roots of Ixeris dentata",

abstract = "Two new sesquiterpene lactone glycosides, 3-O-β-d-glucopyranosyl-8-hydroxy-(1,5,6,7,11)-guaia-3,10(14)-dien-12,6-olide (1) and 3-O-β-d-glucopyranosyl-8-(4-hydroxyphenylacetyloxy)-(1.5.6,7)-guaia-3,10(14),11(13)-trien-12,6-olide (2), and 12 known sesquiterpene lactone derivatives (3-14) were isolated from the roots of Ixeris dentata. Their structures were determined by extensive spectroscopic methods including 1D and 2D NMR and MS spectra data. All compounds were tested for their ability to inhibit lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV-2 microglial cell. 3-O-β-d-Glucopyranosyl-8-(4-hydroxyphenylacetyloxy)-(1.5.6,7)-guaia-3,10(14),11(13)-trien-12,6-olide (2) showed the most potent inhibitory activity at a concentration of 20 μM.",

author = "Seonju Park and Nhiem, {Nguyen Xuan} and Lee, {Taek Hwan} and Nanyoung Kim and Kim, {Sun Yeou} and Chae, {Han Jung} and Kim, {Seung Hyun}",

note = "Funding Information: This work was carried out with the support of Cooperative Research Program for Agriculture Science & Technology Development (Project No. PJ01158104) funded by the Rural Development Administration, Republic of Korea and of Basic Science Research Program through the National Research Foundation of Korea (NRF) (NRF-2011-0025129) funded by the Ministry of Education, Science and Technology , Republic of Korea. Publisher Copyright: {\textcopyright} 2015 Elsevier Ltd.",

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AU - Park, Seonju

AU - Nhiem, Nguyen Xuan

AU - Lee, Taek Hwan

AU - Kim, Nanyoung

AU - Kim, Sun Yeou

AU - Chae, Han Jung

AU - Kim, Seung Hyun

N1 - Funding Information: This work was carried out with the support of Cooperative Research Program for Agriculture Science & Technology Development (Project No. PJ01158104) funded by the Rural Development Administration, Republic of Korea and of Basic Science Research Program through the National Research Foundation of Korea (NRF) (NRF-2011-0025129) funded by the Ministry of Education, Science and Technology , Republic of Korea. Publisher Copyright: © 2015 Elsevier Ltd.

PY - 2015/10/15

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N2 - Two new sesquiterpene lactone glycosides, 3-O-β-d-glucopyranosyl-8-hydroxy-(1,5,6,7,11)-guaia-3,10(14)-dien-12,6-olide (1) and 3-O-β-d-glucopyranosyl-8-(4-hydroxyphenylacetyloxy)-(1.5.6,7)-guaia-3,10(14),11(13)-trien-12,6-olide (2), and 12 known sesquiterpene lactone derivatives (3-14) were isolated from the roots of Ixeris dentata. Their structures were determined by extensive spectroscopic methods including 1D and 2D NMR and MS spectra data. All compounds were tested for their ability to inhibit lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV-2 microglial cell. 3-O-β-d-Glucopyranosyl-8-(4-hydroxyphenylacetyloxy)-(1.5.6,7)-guaia-3,10(14),11(13)-trien-12,6-olide (2) showed the most potent inhibitory activity at a concentration of 20 μM.

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Isolation of two new bioactive sesquiterpene lactone glycosides from the roots of Ixeris dentata

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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