Acetylenic acid analogues from the edible mushroom Chanterelle (Cantharellus cibarius) and their effects on the gene expression of peroxisome proliferator-activated receptor-gamma target genes

Seong Su Hong; Ji Hae Lee; Wonsik Jeong; Nahyun Kim; Hui Zi Jin; Bang Yeon Hwang; Hak Ju Lee; Sung Joon Lee; Dae Sik Jang; Dongho Lee

doi:10.1016/j.bmcl.2012.01.070

Acetylenic acid analogues from the edible mushroom Chanterelle (Cantharellus cibarius) and their effects on the gene expression of peroxisome proliferator-activated receptor-gamma target genes

Seong Su Hong
, Ji Hae Lee
, Wonsik Jeong
, Nahyun Kim
, Hui Zi Jin
, Bang Yeon Hwang
, Hak Ju Lee
, Sung Joon Lee
, Dae Sik Jang^*
, Dongho Lee

^*Corresponding author for this work

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

26 Citations (Scopus)

Abstract

A new acetylenic acid, (10E,14Z)-9-oxooctadeca-10,14-dien-12-ynoic acid (1), was isolated from the edible mushroom Chanterelle (Cantharellus cibarius), together with a known acetylenic acid, (10E,14Z)-9-hydroxyoctadeca-10,14-dien- 12-ynoic acid (2) and their structures were determined through analysis of NMR and mass data. The new acetylenic acid (1) specifically activated peroxisome proliferator-activated receptor (PPAR)-γ with an EC ₅₀ value of 1.88 μM as measured by a reporter gene assay. Expression of PPAR-γ target genes were significantly altered as well, supporting the hypothesis that compound 1 is a PPAR-γ potential agonist that regulates transcription of the PPAR-γ target genes.

Original language	English
Pages (from-to)	2347-2349
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	22
Issue number	6
DOIs	https://doi.org/10.1016/j.bmcl.2012.01.070
Publication status	Published - 2012 Mar 15

Bibliographical note

Funding Information:
This study was supported by Forest Science & Technology Project (No. S120910L130140, Korea Forest Service, Republic of Korea) and Agenda Project (No. 20100501030008, Rural Development Administration, Republic of Korea).

Keywords

Acetylenic acid
Cantharellus cibarius
Chanterelle
Peroxisome proliferator-activated receptor (PPAR)-γ agonist

ASJC Scopus subject areas

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

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10.1016/j.bmcl.2012.01.070

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Hong, S. S., Lee, J. H., Jeong, W., Kim, N., Jin, H. Z., Hwang, B. Y., Lee, H. J., Lee, S. J., Jang, D. S., & Lee, D. (2012). Acetylenic acid analogues from the edible mushroom Chanterelle (Cantharellus cibarius) and their effects on the gene expression of peroxisome proliferator-activated receptor-gamma target genes. Bioorganic and Medicinal Chemistry Letters, 22(6), 2347-2349. https://doi.org/10.1016/j.bmcl.2012.01.070

Acetylenic acid analogues from the edible mushroom Chanterelle (Cantharellus cibarius) and their effects on the gene expression of peroxisome proliferator-activated receptor-gamma target genes. / Hong, Seong Su; Lee, Ji Hae; Jeong, Wonsik et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 22, No. 6, 15.03.2012, p. 2347-2349.

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

Hong, SS, Lee, JH, Jeong, W, Kim, N, Jin, HZ, Hwang, BY, Lee, HJ, Lee, SJ, Jang, DS & Lee, D 2012, 'Acetylenic acid analogues from the edible mushroom Chanterelle (Cantharellus cibarius) and their effects on the gene expression of peroxisome proliferator-activated receptor-gamma target genes', Bioorganic and Medicinal Chemistry Letters, vol. 22, no. 6, pp. 2347-2349. https://doi.org/10.1016/j.bmcl.2012.01.070

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abstract = "A new acetylenic acid, (10E,14Z)-9-oxooctadeca-10,14-dien-12-ynoic acid (1), was isolated from the edible mushroom Chanterelle (Cantharellus cibarius), together with a known acetylenic acid, (10E,14Z)-9-hydroxyoctadeca-10,14-dien- 12-ynoic acid (2) and their structures were determined through analysis of NMR and mass data. The new acetylenic acid (1) specifically activated peroxisome proliferator-activated receptor (PPAR)-γ with an EC 50 value of 1.88 μM as measured by a reporter gene assay. Expression of PPAR-γ target genes were significantly altered as well, supporting the hypothesis that compound 1 is a PPAR-γ potential agonist that regulates transcription of the PPAR-γ target genes.",

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note = "Funding Information: This study was supported by Forest Science \& Technology Project (No. S120910L130140, Korea Forest Service, Republic of Korea) and Agenda Project (No. 20100501030008, Rural Development Administration, Republic of Korea). ",

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AU - Lee, Ji Hae

AU - Jeong, Wonsik

AU - Kim, Nahyun

AU - Jin, Hui Zi

AU - Hwang, Bang Yeon

AU - Lee, Hak Ju

AU - Lee, Sung Joon

AU - Jang, Dae Sik

AU - Lee, Dongho

N1 - Funding Information: This study was supported by Forest Science & Technology Project (No. S120910L130140, Korea Forest Service, Republic of Korea) and Agenda Project (No. 20100501030008, Rural Development Administration, Republic of Korea).

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Acetylenic acid analogues from the edible mushroom Chanterelle (Cantharellus cibarius) and their effects on the gene expression of peroxisome proliferator-activated receptor-gamma target genes

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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