Polyhydroxylated macrolides from Seimatosporium discosioides and their effects on the activation of peroxisome proliferator-activated receptor gamma

Nguyen Tuan Hiep; Yun Hyeok Choi; Nahyun Kim; Seong Su Hong; Seung Beom Hong; Bang Yeon Hwang; Hak Ju Lee; Sung Joon Lee; Dae Sik Jang; Dongho Lee

doi:10.1021/np200955z

Polyhydroxylated macrolides from Seimatosporium discosioides and their effects on the activation of peroxisome proliferator-activated receptor gamma

Nguyen Tuan Hiep, Yun Hyeok Choi, Nahyun Kim, Seong Su Hong, Seung Beom Hong, Bang Yeon Hwang, Hak Ju Lee, Sung Joon Lee, Dae Sik Jang, Dongho Lee

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

23 Citations (Scopus)

Abstract

Two new polyhydroxylated macrolides, seimatopolides A (1) and B (2), were isolated from an EtOAc extract of Seimatosporium discosioides culture medium. The structures of the new compounds were established on the basis of spectroscopic analysis, including 1D and 2D NMR, and their absolute configurations were determined using the modified Mosher's method. Seimatopolides A (1) and B (2) activated peroxisome proliferator-activated receptor (PPAR)-γ with EC₅₀ values of 1.15 and 11.05 μM, respectively. The expression of PPAR-γ target genes in HepG2 hepatocytes was significantly altered; in particular, expression of the gluconeogenic genes glucose-6-phosphatase (G6Pase) and phosphoenolpyruvate carboxykinase (PEPCK) was reduced upon stimulation with 1, supporting the proposal that compound 1 is both a PPAR-γ agonist and a possible therapeutic candidate for treatment of diabetes.

Original language	English
Pages (from-to)	784-788
Number of pages	5
Journal	Journal of Natural Products
Volume	75
Issue number	4
DOIs	https://doi.org/10.1021/np200955z
Publication status	Published - 2012 Apr 27

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1021/np200955z

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title = "Polyhydroxylated macrolides from Seimatosporium discosioides and their effects on the activation of peroxisome proliferator-activated receptor gamma",

abstract = "Two new polyhydroxylated macrolides, seimatopolides A (1) and B (2), were isolated from an EtOAc extract of Seimatosporium discosioides culture medium. The structures of the new compounds were established on the basis of spectroscopic analysis, including 1D and 2D NMR, and their absolute configurations were determined using the modified Mosher's method. Seimatopolides A (1) and B (2) activated peroxisome proliferator-activated receptor (PPAR)-γ with EC50 values of 1.15 and 11.05 μM, respectively. The expression of PPAR-γ target genes in HepG2 hepatocytes was significantly altered; in particular, expression of the gluconeogenic genes glucose-6-phosphatase (G6Pase) and phosphoenolpyruvate carboxykinase (PEPCK) was reduced upon stimulation with 1, supporting the proposal that compound 1 is both a PPAR-γ agonist and a possible therapeutic candidate for treatment of diabetes.",

author = "Hiep, {Nguyen Tuan} and Choi, {Yun Hyeok} and Nahyun Kim and Hong, {Seong Su} and Hong, {Seung Beom} and Hwang, {Bang Yeon} and Lee, {Hak Ju} and Lee, {Sung Joon} and Jang, {Dae Sik} and Dongho Lee",

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doi = "10.1021/np200955z",

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AU - Hiep, Nguyen Tuan

AU - Choi, Yun Hyeok

AU - Kim, Nahyun

AU - Hong, Seong Su

AU - Hong, Seung Beom

AU - Hwang, Bang Yeon

AU - Lee, Hak Ju

AU - Lee, Sung Joon

AU - Jang, Dae Sik

AU - Lee, Dongho

PY - 2012/4/27

Y1 - 2012/4/27

N2 - Two new polyhydroxylated macrolides, seimatopolides A (1) and B (2), were isolated from an EtOAc extract of Seimatosporium discosioides culture medium. The structures of the new compounds were established on the basis of spectroscopic analysis, including 1D and 2D NMR, and their absolute configurations were determined using the modified Mosher's method. Seimatopolides A (1) and B (2) activated peroxisome proliferator-activated receptor (PPAR)-γ with EC50 values of 1.15 and 11.05 μM, respectively. The expression of PPAR-γ target genes in HepG2 hepatocytes was significantly altered; in particular, expression of the gluconeogenic genes glucose-6-phosphatase (G6Pase) and phosphoenolpyruvate carboxykinase (PEPCK) was reduced upon stimulation with 1, supporting the proposal that compound 1 is both a PPAR-γ agonist and a possible therapeutic candidate for treatment of diabetes.

AB - Two new polyhydroxylated macrolides, seimatopolides A (1) and B (2), were isolated from an EtOAc extract of Seimatosporium discosioides culture medium. The structures of the new compounds were established on the basis of spectroscopic analysis, including 1D and 2D NMR, and their absolute configurations were determined using the modified Mosher's method. Seimatopolides A (1) and B (2) activated peroxisome proliferator-activated receptor (PPAR)-γ with EC50 values of 1.15 and 11.05 μM, respectively. The expression of PPAR-γ target genes in HepG2 hepatocytes was significantly altered; in particular, expression of the gluconeogenic genes glucose-6-phosphatase (G6Pase) and phosphoenolpyruvate carboxykinase (PEPCK) was reduced upon stimulation with 1, supporting the proposal that compound 1 is both a PPAR-γ agonist and a possible therapeutic candidate for treatment of diabetes.

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JO - Journal of Natural Products

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Polyhydroxylated macrolides from Seimatosporium discosioides and their effects on the activation of peroxisome proliferator-activated receptor gamma

Abstract

ASJC Scopus subject areas

UN SDGs

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