Diterpenoids and Diacetylenes from the Roots of Aralia cordata with Inhibitory Effects on Nitric Oxide Production

Jun Gu Kim; Jin Woo Lee; Thi Phuong Linh Le; Jae Sang Han; Haeun Kwon; Dongho Lee; Jin Tae Hong; Youngsoo Kim; Mi Kyeong Lee; Bang Yeon Hwang

doi:10.1021/acs.jnatprod.0c00842

Diterpenoids and Diacetylenes from the Roots of Aralia cordata with Inhibitory Effects on Nitric Oxide Production

Jun Gu Kim, Jin Woo Lee, Thi Phuong Linh Le, Jae Sang Han, Haeun Kwon, Dongho Lee, Jin Tae Hong, Youngsoo Kim, Mi Kyeong Lee, Bang Yeon Hwang

Department of Biosystems and Biotechnology

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

Abstract

Bioactivity-guided isolation of a MeOH extract of Aralia cordata led to the isolation of four new ent-pimarane diterpenoids (1-4) and a diacetylene (5) together with 21 known compounds (6-26). Their structures were established based on the interpretation of one- and two-dimensional NMR and HRESIMS data. The absolute configurations of the new isolates were determined by electronic circular dichroism data analysis, single crystal X-ray diffraction, and Mosher's esterification method. All compounds exhibited inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages with IC50 values ranging from 1.1 to 69.4 μM.

Original language	English
Journal	Journal of Natural Products
DOIs	https://doi.org/10.1021/acs.jnatprod.0c00842
Publication status	Accepted/In press - 2021

ASJC Scopus subject areas

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

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Diterpenoids and Diacetylenes from the Roots of Aralia cordata with Inhibitory Effects on Nitric Oxide Production. / Kim, Jun Gu; Lee, Jin Woo; Le, Thi Phuong Linh; Han, Jae Sang; Kwon, Haeun; Lee, Dongho; Hong, Jin Tae; Kim, Youngsoo; Lee, Mi Kyeong; Hwang, Bang Yeon.

In: Journal of Natural Products, 2021.

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

@article{08286f963754409288385d8fcf011fa3,

title = "Diterpenoids and Diacetylenes from the Roots of Aralia cordata with Inhibitory Effects on Nitric Oxide Production",

abstract = "Bioactivity-guided isolation of a MeOH extract of Aralia cordata led to the isolation of four new ent-pimarane diterpenoids (1-4) and a diacetylene (5) together with 21 known compounds (6-26). Their structures were established based on the interpretation of one- and two-dimensional NMR and HRESIMS data. The absolute configurations of the new isolates were determined by electronic circular dichroism data analysis, single crystal X-ray diffraction, and Mosher's esterification method. All compounds exhibited inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages with IC50 values ranging from 1.1 to 69.4 μM. ",

author = "Kim, {Jun Gu} and Lee, {Jin Woo} and Le, {Thi Phuong Linh} and Han, {Jae Sang} and Haeun Kwon and Dongho Lee and Hong, {Jin Tae} and Youngsoo Kim and Lee, {Mi Kyeong} and Hwang, {Bang Yeon}",

note = "Funding Information: This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MIST) (No. 2020R1A2C1008406), the Medical Research Center Program (MRC, 2017R1A5A2015541) through the National Research Foundation of Korea, and by the Korea Basic Science Institute under the R&D program (Project No. C030440) supervised by the Ministry of Science and ICT.",

year = "2021",

doi = "10.1021/acs.jnatprod.0c00842",

language = "English",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

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AU - Kim, Jun Gu

AU - Lee, Jin Woo

AU - Le, Thi Phuong Linh

AU - Han, Jae Sang

AU - Kwon, Haeun

AU - Lee, Dongho

AU - Hong, Jin Tae

AU - Kim, Youngsoo

AU - Lee, Mi Kyeong

AU - Hwang, Bang Yeon

N1 - Funding Information: This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MIST) (No. 2020R1A2C1008406), the Medical Research Center Program (MRC, 2017R1A5A2015541) through the National Research Foundation of Korea, and by the Korea Basic Science Institute under the R&D program (Project No. C030440) supervised by the Ministry of Science and ICT.

PY - 2021

Y1 - 2021

N2 - Bioactivity-guided isolation of a MeOH extract of Aralia cordata led to the isolation of four new ent-pimarane diterpenoids (1-4) and a diacetylene (5) together with 21 known compounds (6-26). Their structures were established based on the interpretation of one- and two-dimensional NMR and HRESIMS data. The absolute configurations of the new isolates were determined by electronic circular dichroism data analysis, single crystal X-ray diffraction, and Mosher's esterification method. All compounds exhibited inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages with IC50 values ranging from 1.1 to 69.4 μM.

AB - Bioactivity-guided isolation of a MeOH extract of Aralia cordata led to the isolation of four new ent-pimarane diterpenoids (1-4) and a diacetylene (5) together with 21 known compounds (6-26). Their structures were established based on the interpretation of one- and two-dimensional NMR and HRESIMS data. The absolute configurations of the new isolates were determined by electronic circular dichroism data analysis, single crystal X-ray diffraction, and Mosher's esterification method. All compounds exhibited inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages with IC50 values ranging from 1.1 to 69.4 μM.

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JF - Journal of Natural Products

SN - 0163-3864

ER -

Diterpenoids and Diacetylenes from the Roots of Aralia cordata with Inhibitory Effects on Nitric Oxide Production

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ASJC Scopus subject areas

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