The effects of isoimperatorin isolated from Agelicae dahuricae on cyclooxygenase-2 and 5-lipoxygenase in mouse bone marrow-derived mast cells

Moon, Tae Chul; Jin, Meihua; Son, Jong Keun; Chang, Hyeun Wook

doi:10.1007/s12272-001-1143-0

Cited by 32 publications

(19 citation statements)

References 22 publications

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“…Although isopentane-derived groups are likely to reduce the inhibition of histamine release, the 2,3-dihydroxyisopentane group has little effects on this. Similarly, the 6,7-furanocoumarin scaffold is necessary and the methoxyl group at the C-5 position largely contributes to reduce the secretion of TNF-α, IL-1β and IL-4, which is in accordance with the previous results on anti-inflammatory coumarins in A. dahurica (18,33,34). The isopentenyl group also shows a positive effect on the secretion of cytokines, which makes compounds 1 and 2 display potent activity.…”

Section: Discussionsupporting

confidence: 89%

Coumarins from the roots of Angelica dahurica cause anti-allergic inflammation

Liu

2017

Experimental and Therapeutic Medicine

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Abstract. Allergic inflammation is induced by allergens and leads to various allergic diseases, including rhinitis, asthma and conjunctivitis. Histamine is important in the pathogenesis of an immunoglobulin E-dependent allergic reaction and results in the secretion of cytokines associated with inflammation. Angelica dahurica (A. dahurica) is a medicinal plant widely used in China for the treatment of symptoms related to allergic inflammation. The present study investigated the chemical constituents from A. dahurica and evaluated their reductive effect on allergic inflammation. As a result, 15 compounds including 13 coumarins have been identified as isoimperatorin (1), imperatorin (2), oxypeucedanin (3), oxypeucedanin hydrate (4), bergapten (5), byakangelicin (6), phellopterin (7), byakangelicol (8), isopimpinellin (9), xanthotoxol (10), xanthotoxin (11), pimpinellin (12), scopoletin (13), β-sitosterol (14) and daucosterol (15). Compounds 1-13 were able to reduce the release of histamine, with compounds 4-6 exhibiting the most potent activity. Furthermore, compounds 1-12 were able to inhibit the secretion of tumor necrosis factor-α, interleukin (IL)-1β and IL-4, with compounds 5 and 7 exhibiting the strongest inhibitory effects. These compounds implemented the inhibitory effects on the expression of inflammatory cytokine genes through the inhibition of nuclear factor-κB activation. Virtual screening by a docking program indicated that compound 3 is a potent histamine H 1 receptor antagonist. Additionally, the calculated physicochemical properties of these compounds support most furanocoumarins to be delivered to binding sites and permeate the cell membrane. The present findings contribute to understanding how A. dahurica attenuates allergic inflammation.

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Section: Discussionsupporting

confidence: 89%

Coumarins from the roots of Angelica dahurica cause anti-allergic inflammation

Liu

2017

Experimental and Therapeutic Medicine

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“…Comparing with osthole, isoimperatorin was less toxic on the A2780S cell line (Figure 2), and even in 1 mM, it could not kill more than 50% of cells. Isoimperatorin is one of the well-known cyclooxygenase-2 (COX-2) inhibitors (Moon et al, 2008), while A2780S is an ovarian cell line which does not express COX-2. Different mechanisms have been identified for anticancer activity of COX-2 inhibitors including induction of apoptosis, inhibition of tumor vascularization, stimulation of anti-tumor immune responses, and inhibition of cellular protein synthesis (Sadeghi-Aliabadi et al, 2012).…”

Section: Discussionmentioning

confidence: 99%

Antiviral and cytotoxic evaluation of coumarins fromPrangos ferulacea

Shokoohinia

Sajjadi

Gholamzadeh

et al. 2014

Pharmaceutical Biology

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Context: Prangos ferulacea (L.) Lindl. (Apiaceae) is a perennial plant found in the Middle-East, where it is commonly used as an antispasmodic and anti-inflammatory agent. It is a rich source of coumarins. Objective: To purify several coumarins from P. ferulacea and to screen their cytotoxicity and antiherpes activity. Materials and methods: Acetone extract of roots of P. ferulacea was subjected to several chromatographic separations to render pure coumarins (1-8). Anti-herpes virus effects of 1-7 were evaluated at concentration 2.5, 5, and 10 mgmL À1 , on a confluent monolayer of Vero cells infected with 25 PFU of HSV1. Cytotoxic effects of 1 and 2 were evaluated on an A2780S cell line using the MTT assay. The cells were exposed to a series of concentrations of coumarins (0.01-2.5 mM, 37 C, 72 h). Results: Compounds 1-8 were identified as osthole, isoimperatorin, oxypeucedanin, psoralen, oxypeucedanin hydrate, gosferol, oxypeucedanin methnolate, and pranferol. This is the first report of occurrence of 4 and 7 in this plant. Compound 1 showed a viability of 9.41% ± 2.4 at 2.5 mM on A2780S cells (IC 50 ¼ 0.38 mM). The cell survival of 2 at 2.5 mM was 46.86% ± 5.5 with IC 50 equal to 1.1 mM. Discussion and conclusion: Compound 1 shows cytotoxic effects on the A2780S cell line. Compound 2 is a cyclooxygenase-2 inhibitor and the A2780S cell line does not express COX-2 which may interpret the non-toxic effect of the compound on this cell line. None of the tested compounds showed an anti-HSV effect at non-toxic concentrations.

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“…Although isoimperatorin and 23-O-ASX showed antiinflammatory action (Moon et al, 2008;Hong et al, 2008;Schmid et al, 2009), effect of these compounds on the adhesion molecules expression in HUVECs has not been investigated. So, we asked whether these furanocoumarin and triterpenoid glycosides inhibit adhesion molecules in EA.hy926 cells activated with TNF-␣.…”

Section: Effects On Tnf-˛-induced Vcam-1 and Icam-1 Expressionmentioning

confidence: 99%