Abstract
Three new diarylheptanoids, (3S,5R)-3-hydroxy-5-methoxy-1,7-bis(4- hydroxyphenyl)-6E-heptene (1), (3S,5S)-3-hydroxy-5-methoxy-1,7-bis(4- hydroxyphenyl)-6E-heptene (2), and (3S)-3-hydroxy-1,7-bis(4-hydroxyphenyl)-6E- hepten-5-one (3), four new flavonoid glycosides, 3,7,3′-tri-O- methylquercetin-4′-O-β-d-apiofuranosyl-(1→2)-O-β-d- glucopyranoside (4), 7,3′-di-O-methylquercetin-4′-O-β-d- glucopyranosyl-3-O-[6́-(3-hydroxy-3-methylglutaroyl)]-α-d- glucopyranoside (5), 7,3′-di-O-methylquercetin-4′-O-β-d- glucopyranosyl-3-O-[(6′′′′′→5′′ ′′)-O-1′′′′′-(sinap-4-yl) -β-d-glucopyranosyl-6́-(3-hydroxy-3-methylglutaroyl)] -α-d-glucopyranoside (6), and (2S)-5-hydroxy-7,3′- dimethoxyflavanone-4′-O-β-d-apiofuranosyl-(1→5) -O-β-d-apiofuranosyl-(1→2)-O-β-d-glucopyranoside (9), and 17 known compounds were isolated from the leaves and twigs of Viscum album. Compounds 1, 4, and 19 significantly inhibited LPS-stimulated production of TNF-α, IL-6, and IL-12p40 with IC50 values ranging from 0.09 ± 0.01 to 8.96 ± 0.45 μM. (+)-Medioresinol (13) showed inhibitory effects on LPS-stimulated production of IL-12p40 with an IC 50 value of 2.00 ± 0.15 μM.
| Original language | English |
|---|---|
| Pages (from-to) | 495-502 |
| Number of pages | 8 |
| Journal | Journal of Natural Products |
| Volume | 76 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - 2013 Apr 26 |
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All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Molecular Medicine
- Pharmacology
- Pharmaceutical Science
- Drug Discovery
- Complementary and alternative medicine
- Organic Chemistry
Cite this
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Diarylheptanoids and flavonoids from Viscum album inhibit LPS-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells. / Nhiem, Nguyen X.; Kiem, Phan V.; Minh, Chau V.; Kim, Nanyoung; Park, Seonju; Lee, Hwa Young; Kim, Eun Sil; Kim, Young Ho; Kim, Sohyun; Koh, Young Sang; Kim, Seung Hyun.
In: Journal of Natural Products, Vol. 76, No. 4, 26.04.2013, p. 495-502.Research output: Contribution to journal › Article
TY - JOUR
T1 - Diarylheptanoids and flavonoids from Viscum album inhibit LPS-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells
AU - Nhiem, Nguyen X.
AU - Kiem, Phan V.
AU - Minh, Chau V.
AU - Kim, Nanyoung
AU - Park, Seonju
AU - Lee, Hwa Young
AU - Kim, Eun Sil
AU - Kim, Young Ho
AU - Kim, Sohyun
AU - Koh, Young Sang
AU - Kim, Seung Hyun
PY - 2013/4/26
Y1 - 2013/4/26
N2 - Three new diarylheptanoids, (3S,5R)-3-hydroxy-5-methoxy-1,7-bis(4- hydroxyphenyl)-6E-heptene (1), (3S,5S)-3-hydroxy-5-methoxy-1,7-bis(4- hydroxyphenyl)-6E-heptene (2), and (3S)-3-hydroxy-1,7-bis(4-hydroxyphenyl)-6E- hepten-5-one (3), four new flavonoid glycosides, 3,7,3′-tri-O- methylquercetin-4′-O-β-d-apiofuranosyl-(1→2)-O-β-d- glucopyranoside (4), 7,3′-di-O-methylquercetin-4′-O-β-d- glucopyranosyl-3-O-[6́-(3-hydroxy-3-methylglutaroyl)]-α-d- glucopyranoside (5), 7,3′-di-O-methylquercetin-4′-O-β-d- glucopyranosyl-3-O-[(6′′′′′→5′′ ′′)-O-1′′′′′-(sinap-4-yl) -β-d-glucopyranosyl-6́-(3-hydroxy-3-methylglutaroyl)] -α-d-glucopyranoside (6), and (2S)-5-hydroxy-7,3′- dimethoxyflavanone-4′-O-β-d-apiofuranosyl-(1→5) -O-β-d-apiofuranosyl-(1→2)-O-β-d-glucopyranoside (9), and 17 known compounds were isolated from the leaves and twigs of Viscum album. Compounds 1, 4, and 19 significantly inhibited LPS-stimulated production of TNF-α, IL-6, and IL-12p40 with IC50 values ranging from 0.09 ± 0.01 to 8.96 ± 0.45 μM. (+)-Medioresinol (13) showed inhibitory effects on LPS-stimulated production of IL-12p40 with an IC 50 value of 2.00 ± 0.15 μM.
AB - Three new diarylheptanoids, (3S,5R)-3-hydroxy-5-methoxy-1,7-bis(4- hydroxyphenyl)-6E-heptene (1), (3S,5S)-3-hydroxy-5-methoxy-1,7-bis(4- hydroxyphenyl)-6E-heptene (2), and (3S)-3-hydroxy-1,7-bis(4-hydroxyphenyl)-6E- hepten-5-one (3), four new flavonoid glycosides, 3,7,3′-tri-O- methylquercetin-4′-O-β-d-apiofuranosyl-(1→2)-O-β-d- glucopyranoside (4), 7,3′-di-O-methylquercetin-4′-O-β-d- glucopyranosyl-3-O-[6́-(3-hydroxy-3-methylglutaroyl)]-α-d- glucopyranoside (5), 7,3′-di-O-methylquercetin-4′-O-β-d- glucopyranosyl-3-O-[(6′′′′′→5′′ ′′)-O-1′′′′′-(sinap-4-yl) -β-d-glucopyranosyl-6́-(3-hydroxy-3-methylglutaroyl)] -α-d-glucopyranoside (6), and (2S)-5-hydroxy-7,3′- dimethoxyflavanone-4′-O-β-d-apiofuranosyl-(1→5) -O-β-d-apiofuranosyl-(1→2)-O-β-d-glucopyranoside (9), and 17 known compounds were isolated from the leaves and twigs of Viscum album. Compounds 1, 4, and 19 significantly inhibited LPS-stimulated production of TNF-α, IL-6, and IL-12p40 with IC50 values ranging from 0.09 ± 0.01 to 8.96 ± 0.45 μM. (+)-Medioresinol (13) showed inhibitory effects on LPS-stimulated production of IL-12p40 with an IC 50 value of 2.00 ± 0.15 μM.
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U2 - 10.1021/np300490v
DO - 10.1021/np300490v
M3 - Article
VL - 76
SP - 495
EP - 502
JO - Journal of Natural Products
JF - Journal of Natural Products
SN - 0163-3864
IS - 4
ER -