STAT3-inhibitory activity of sesquiterpenoids and diterpenoids from Curcuma phaeocaulis

Hyun Jae Jang; Hyung Jin Lim; Eun Jae Park; Seung Jae Lee; Soyoung Lee; Seung Woong Lee; Mun Chual Rho

doi:10.1016/j.bioorg.2019.103267

STAT3-inhibitory activity of sesquiterpenoids and diterpenoids from Curcuma phaeocaulis

Hyun Jae Jang, Hyung Jin Lim, Eun Jae Park, Seung Jae Lee, Soyoung Lee, Seung Woong Lee, Mun Chual Rho

Department of Innovative Pharmaceutical Sciences

Korea Research Institute of Bioscience and Biotechnology

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

13 Scopus citations

Abstract

Three new sesquiterpenoids (compounds 4, 5, and 26), along with 23 known sesquiterpenoids (compounds 1–3 and 6–25) and two diterpenoids (compounds 27 and 28), were obtained from Curcuma phaeocaulis, and their chemical structures were determined through nuclear magnetic resonance (NMR), circular dichroism (CD), and high-resolution electrospray ionization (HRESIMS) spectroscopic data, which were compared to the data from previous studies. All isolates were tested for inhibitory activity against interleukin (IL)-6-stimulated STAT3 expression using a luciferase reporter assay, and curzerenone (21) and 8-epi-galanolactone (28) displayed promising signal transducer and activator of transcription (STAT3)-inhibitory activities with IC₅₀ values of 4.8 and 4.1 μM, respectively. In addition, these candidates significantly suppressed the mRNA expression levels of the proinflammatory genes IL-1β and C-reactive protein (CRP) via blockade of the IL-6-activated Janus kinase 2 (JAK2)/STAT3 and ERK-MAPK signaling pathways. These results suggest that curzerenone (21) and 8-epi-galanolactone (28) may be potential candidates for ameliorating severe inflammatory diseases.

Original language	English
Article number	103267
Journal	Bioorganic Chemistry
Volume	93
DOIs	https://doi.org/10.1016/j.bioorg.2019.103267
State	Published - Dec 2019

Keywords

Anti-inflammation
Curcuma phaeocaulis
IL-6
STAT3
Terpenes

Access to Document

10.1016/j.bioorg.2019.103267

Cite this

@article{273abdbaf90f4ef188d4825074dbd663,

title = "STAT3-inhibitory activity of sesquiterpenoids and diterpenoids from Curcuma phaeocaulis",

abstract = "Three new sesquiterpenoids (compounds 4, 5, and 26), along with 23 known sesquiterpenoids (compounds 1–3 and 6–25) and two diterpenoids (compounds 27 and 28), were obtained from Curcuma phaeocaulis, and their chemical structures were determined through nuclear magnetic resonance (NMR), circular dichroism (CD), and high-resolution electrospray ionization (HRESIMS) spectroscopic data, which were compared to the data from previous studies. All isolates were tested for inhibitory activity against interleukin (IL)-6-stimulated STAT3 expression using a luciferase reporter assay, and curzerenone (21) and 8-epi-galanolactone (28) displayed promising signal transducer and activator of transcription (STAT3)-inhibitory activities with IC50 values of 4.8 and 4.1 μM, respectively. In addition, these candidates significantly suppressed the mRNA expression levels of the proinflammatory genes IL-1β and C-reactive protein (CRP) via blockade of the IL-6-activated Janus kinase 2 (JAK2)/STAT3 and ERK-MAPK signaling pathways. These results suggest that curzerenone (21) and 8-epi-galanolactone (28) may be potential candidates for ameliorating severe inflammatory diseases.",

keywords = "Anti-inflammation, Curcuma phaeocaulis, IL-6, STAT3, Terpenes",

author = "Jang, {Hyun Jae} and Lim, {Hyung Jin} and Park, {Eun Jae} and Lee, {Seung Jae} and Soyoung Lee and Lee, {Seung Woong} and Rho, {Mun Chual}",

note = "Publisher Copyright: {\textcopyright} 2019",

year = "2019",

month = dec,

doi = "10.1016/j.bioorg.2019.103267",

language = "English",

volume = "93",

journal = "Bioorganic Chemistry",

issn = "0045-2068",

publisher = "Academic Press Inc.",

}

TY - JOUR

T1 - STAT3-inhibitory activity of sesquiterpenoids and diterpenoids from Curcuma phaeocaulis

AU - Jang, Hyun Jae

AU - Lim, Hyung Jin

AU - Park, Eun Jae

AU - Lee, Seung Jae

AU - Lee, Soyoung

AU - Lee, Seung Woong

AU - Rho, Mun Chual

PY - 2019/12

Y1 - 2019/12

N2 - Three new sesquiterpenoids (compounds 4, 5, and 26), along with 23 known sesquiterpenoids (compounds 1–3 and 6–25) and two diterpenoids (compounds 27 and 28), were obtained from Curcuma phaeocaulis, and their chemical structures were determined through nuclear magnetic resonance (NMR), circular dichroism (CD), and high-resolution electrospray ionization (HRESIMS) spectroscopic data, which were compared to the data from previous studies. All isolates were tested for inhibitory activity against interleukin (IL)-6-stimulated STAT3 expression using a luciferase reporter assay, and curzerenone (21) and 8-epi-galanolactone (28) displayed promising signal transducer and activator of transcription (STAT3)-inhibitory activities with IC50 values of 4.8 and 4.1 μM, respectively. In addition, these candidates significantly suppressed the mRNA expression levels of the proinflammatory genes IL-1β and C-reactive protein (CRP) via blockade of the IL-6-activated Janus kinase 2 (JAK2)/STAT3 and ERK-MAPK signaling pathways. These results suggest that curzerenone (21) and 8-epi-galanolactone (28) may be potential candidates for ameliorating severe inflammatory diseases.

AB - Three new sesquiterpenoids (compounds 4, 5, and 26), along with 23 known sesquiterpenoids (compounds 1–3 and 6–25) and two diterpenoids (compounds 27 and 28), were obtained from Curcuma phaeocaulis, and their chemical structures were determined through nuclear magnetic resonance (NMR), circular dichroism (CD), and high-resolution electrospray ionization (HRESIMS) spectroscopic data, which were compared to the data from previous studies. All isolates were tested for inhibitory activity against interleukin (IL)-6-stimulated STAT3 expression using a luciferase reporter assay, and curzerenone (21) and 8-epi-galanolactone (28) displayed promising signal transducer and activator of transcription (STAT3)-inhibitory activities with IC50 values of 4.8 and 4.1 μM, respectively. In addition, these candidates significantly suppressed the mRNA expression levels of the proinflammatory genes IL-1β and C-reactive protein (CRP) via blockade of the IL-6-activated Janus kinase 2 (JAK2)/STAT3 and ERK-MAPK signaling pathways. These results suggest that curzerenone (21) and 8-epi-galanolactone (28) may be potential candidates for ameliorating severe inflammatory diseases.

KW - Anti-inflammation

KW - Curcuma phaeocaulis

KW - IL-6

KW - STAT3

KW - Terpenes

UR - http://www.scopus.com/inward/record.url?scp=85072771402&partnerID=8YFLogxK

U2 - 10.1016/j.bioorg.2019.103267

DO - 10.1016/j.bioorg.2019.103267

M3 - Article

C2 - 31586702

AN - SCOPUS:85072771402

SN - 0045-2068

VL - 93

JO - Bioorganic Chemistry

JF - Bioorganic Chemistry

M1 - 103267

ER -

STAT3-inhibitory activity of sesquiterpenoids and diterpenoids from Curcuma phaeocaulis

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this