TY - JOUR
T1 - Chemical Constituents from the Aerial Parts of Agastache rugosa and Their Inhibitory Activities on Prostaglandin E2 Production in Lipopolysaccharide-Treated RAW 264.7 Macrophages
AU - Seo, Young H.
AU - Kang, Shin Young
AU - Shin, Ji Sun
AU - Ryu, Seung M.
AU - Lee, A. Y.
AU - Choi, Goya
AU - Moon, Byeong C.
AU - Jang, Dae Sik
AU - Shim, Sang H.
AU - Lee, Dongho
AU - Lee, Kyung Tae
AU - Lee, Jun
N1 - Funding Information:
This work was supported by a National Research Council of Science & Technology (NST) grant by the Korean government (MSIP) (No. CRC-15-04-KIST, G16230) and the projects entitled “Applicational Development of Standardized Herbal Resources” (grant number: KSN1911420) from the Korea Institute of Oriental Medicine (KIOM).
Publisher Copyright:
© 2019 American Chemical Society and American Society of Pharmacognosy.
PY - 2019/12/27
Y1 - 2019/12/27
N2 - A new flavone glucoside, acacetin-7-O-(3″-O-acetyl-6″-O-malonyl)-β-d-glucopyranoside (1), two new phenolic glucosides, (3R,7R)-tuberonic acid-12-O-[6′-O-(E)-feruloyl]-β-d-glucopyranoside (14) and salicylic acid-2-O-[6′-O-(E)-feruloyl]-β-d-glucopyranoside (15), and two new phenylpropanoid glucosides, chavicol-1-O-(6′-O-methylmalonyl)-β-d-glucopyranoside (17) and chavicol-1-O-(6′-O-acetyl)-β-d-glucopyranoside(18), as well as 26 known compounds, 2-13, 16, and 19-31, were isolated from the aerial parts of Agastache rugose. The structures of the new compounds were established by spectroscopic/spectrometric methods such as HRESIMS, NMR, and ECD. The anti-inflammatory effect of the isolated compounds was evaluated by measuring their inhibitory activities on prostaglandin E2 (PGE2) in lipopolysaccharide (LPS)-treated RAW 264.7 macrophages. New compounds 1, 15, 17, and 18 inhibited LPS-induced PGE2 production with IC50 values of 16.8 ± 0.8, 33.9 ± 4.8, 14.3 ± 2.1, and 48.8 ± 4.4 μM, respectively. Compounds 5, 7, 9-11, 13, 19, 20, 22, and 27-30 showed potent inhibitory activities with IC50 values of 1.7-8.4 μM.
AB - A new flavone glucoside, acacetin-7-O-(3″-O-acetyl-6″-O-malonyl)-β-d-glucopyranoside (1), two new phenolic glucosides, (3R,7R)-tuberonic acid-12-O-[6′-O-(E)-feruloyl]-β-d-glucopyranoside (14) and salicylic acid-2-O-[6′-O-(E)-feruloyl]-β-d-glucopyranoside (15), and two new phenylpropanoid glucosides, chavicol-1-O-(6′-O-methylmalonyl)-β-d-glucopyranoside (17) and chavicol-1-O-(6′-O-acetyl)-β-d-glucopyranoside(18), as well as 26 known compounds, 2-13, 16, and 19-31, were isolated from the aerial parts of Agastache rugose. The structures of the new compounds were established by spectroscopic/spectrometric methods such as HRESIMS, NMR, and ECD. The anti-inflammatory effect of the isolated compounds was evaluated by measuring their inhibitory activities on prostaglandin E2 (PGE2) in lipopolysaccharide (LPS)-treated RAW 264.7 macrophages. New compounds 1, 15, 17, and 18 inhibited LPS-induced PGE2 production with IC50 values of 16.8 ± 0.8, 33.9 ± 4.8, 14.3 ± 2.1, and 48.8 ± 4.4 μM, respectively. Compounds 5, 7, 9-11, 13, 19, 20, 22, and 27-30 showed potent inhibitory activities with IC50 values of 1.7-8.4 μM.
UR - http://www.scopus.com/inward/record.url?scp=85075445014&partnerID=8YFLogxK
U2 - 10.1021/acs.jnatprod.9b00697
DO - 10.1021/acs.jnatprod.9b00697
M3 - Article
C2 - 31747281
AN - SCOPUS:85075445014
SN - 0163-3864
VL - 82
SP - 3379
EP - 3385
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 12
ER -