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Bisabolangelone Sale

(Synonyms: 没药当归烯酮) 目录号 : GC35525

Bisabolangelone 是从 Osterici Radix 植物的根中分离出来的倍半萜衍生物。Bisabolangelone 具有抗炎作用,通过阻断巨噬细胞内的 NF-kappaB 和 MAPK 通路抑制脂多糖刺激的炎症。Bisabolangelone 具有抗溃疡作用。

Bisabolangelone Chemical Structure

Cas No.:30557-81-4

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产品描述

Bisabolangelone, a sesquiterpene derivative, is isolated from the roots of Osterici Radix. Bisabolangelone possesses anti-inflammatory properties, which inhibits LPS-stimulated inflammation through the blocking of NF-kappaB and MAPK pathways in macrophages. Bisabolangelone has anti-ulcer activities[1][2].

[1]. Jung HW, et al. Bisabolangelone isolated from Ostericum koreanum inhibits the production of inflammatory mediators by down-regulation of NF-kappaB and ERK MAP kinase activity in LPS-stimulated RAW264.7 cells. Int Immunopharmacol. 2010 Feb;10(2):155-62. [2]. Wang J, et al. The anti-ulcer activities of bisabolangelone from Angelica polymorpha. J Ethnopharmacol. 2009 Jun 22;123(2):343-6.

Chemical Properties

Cas No. 30557-81-4 SDF
别名 没药当归烯酮
Canonical SMILES O=C1C=C(C)C[C@@]2([H])[C@]1([H])[C@@](C)(O)/C(O2)=C/C=C(C)\C
分子式 C15H20O3 分子量 248.32
溶解度 Soluble in DMSO 储存条件 4°C, protect from light
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Research Update

Bisabolangelone isolated from Ostericum koreanum inhibits the production of inflammatory mediators by down-regulation of NF-kappaB and ERK MAP kinase activity in LPS-stimulated RAW264.7 cells

Int Immunopharmacol 2010 Feb;10(2):155-62.PMID:19879381DOI:10.1016/j.intimp.2009.10.010.

Bisabolangelone, a sesquiterpene derivative, was isolated from the roots of Osterici Radix (Ostericum koreanum Maximowicz). In this study, the anti-inflammatory effect of Bisabolangelone was investigated to address potential therapeutic effects in lipopolysaccharide (LPS)-stimulated mouse macrophage RAW 264.7 cells. Bisabolangelone significantly inhibited NO, PGE(2), and pro-inflammatory cytokines by suppressing the mRNA and protein expressions of iNOS and COX-2. Bisabolangelone also inhibited the productions of pro-inflammatory cytokines (TNF-alpha, IL-1beta and IL-6) by suppressing the cytokine mRNA and protein expressions. The molecular mechanism of bisabolangelone-mediated attenuation in RAW 264.7 cells has a close relationship to suppressing the translocation of nuclear factor-kappaB (NF-kappaB) p65 subunit into the nucleus and the phosphorylation of mitogen-activated protein kinases (MAPKs). These results indicate that Bisabolangelone inhibits LPS-stimulated inflammation through the blocking of NF-kappaB and MAPK pathways in macrophages, and demonstrated that Bisabolangelone possesses anti-inflammatory properties.

Bisabolangelone inhibits dendritic cell functions by blocking MAPK and NF-κB signaling

Food Chem Toxicol 2013 Sep;59:26-33.PMID:23727177DOI:10.1016/j.fct.2013.05.013.

Bisabolangelone (BISA), isolated from the roots of Angelica koreana, has many pharmacological activities, such as anti-tumor, anti-microbial, antioxidant, and anti-inflammatory activities. In this study, we investigated the anti-inflammatory mechanisms of BISA in dendritic cells (DCs), which play an essential role in innate and adaptive immune responses. BISA attenuated the production of pro-inflammatory cytokines including interleukin (IL)-12, IL-1β, and tumor necrosis factor-alpha (TNF-α), migration to macrophage inflammatory protein-3 beta, and allo-T cell activating ability of DCs. In addition, BISA affected endocytosis of DCs. Molecular studies showed that BISA suppressed MAPK phosphorylation and nuclear translocation of NF-κB p50/p65. Taken together, our data suggest that BISA inhibited DC functions by blocking MAPK and NF-κB signaling.

Pharmacokinetics and tissue distribution study of Bisabolangelone from Angelicae Pubescentis Radix in rat using LC-MS/MS

Biomed Chromatogr 2019 Mar;33(3):e4433.PMID:30414211DOI:10.1002/bmc.4433.

A sensitive and accurate LC-MS/MS method was established for quantifying Bisabolangelone in rat plasma and tissues. Bisabolangelone was isolated and purified from Angelicae Pubescentis Radix. The pharmacokinetic and tissue distribution of Bisabolangelone after administration to rat was performed by LC-MS/MS. Separation was carried out on a C8 (4.6 × 100 mm, 1.8 μm) column. The MS/MS transitions of Bisabolangelone and tussilagone (internal standard) were set at m/z 249.1 → 109.1 and m/z 391.4 → 217.4, respectively. The lower limit of quantification in plasma and other tissues ranged from 1 to 4 ng/mL. The biosamples were prepared using protein precipitation method with acetonitrile. The recovery was >92%. The results showed that values of maximum concentrations and area under the curve depended linearly on the studied doses (2.5, 5 and 7.5 mg/kg body weight). The other ingredients in Angelicae Pubescentis Radix extract possibly reduce the absorption of Bisabolangelone in rat. Tissue distribution revealed that Bisabolangelone was widely distributed in vivo. The highest and lowest concentrations of Bisabolangelone were found in the stomach and in the brain, respectively. It was concluded that the newly established HPLC-MS/MS method was suitable to describe the pharmacokinetic characteristics of Bisabolangelone in rat after administration.

The anti-ulcer activities of Bisabolangelone from Angelica polymorpha

J Ethnopharmacol 2009 Jun 22;123(2):343-6.PMID:19429382DOI:10.1016/j.jep.2009.02.048.

Aim of the study: Evaluate the anti-ulcer effects of Bisabolangelone from Angelica polymorpha Maxim and provide the basic data to further study for the Angelica polymorpha and Bisabolangelone. Materials and methods: Bisabolangelone was isolated from Angelica polymorpha Maxim collected from Shennongjia Forest District of China. The structure of Bisabolangelone was elucidated by NMR and MS spectrums. The anti-ulcer effects were evaluated with length of lesion (mm) and activity of H(+)/K(+)-ATPase in two models induced by ethanol and Pylorus ligation. Experimental groups were administered with different doses of Bisabolangelone (3.8, 7.6 and 15.3 mg/kg). The positive control group was administered omeprazole with a dose of 3.3 mg/kg. Results: Bisabolangelone significantly reduced the length of lesion (3.8, 7.6 and 15.3 mg/kg, P<0.01), inhibited the activity of H(+)/K(+)-ATPase (3.8, 7.6 and 15.3 mg/kg, P<0.01), decreased the volume of gastric juice (7.6 and 15.3 mg/kg, P<0.05), and increased the pH value of gastric juice (7.6 and 15.3 mg/kg, P<0.01, 3.8 mg/kg, P<0.05). Conclusions: Bisabolangelone is the main anti-ulcer active compound of Angelica polymorpha, and remarkably preventive and therapeutic action on gastric ulcer. It is possible that Bisabolangelone inhibited the activity of the H(+)/K(+)-ATPase, then reducing the secretion of H(+), and the anti-ulcer mechanism of Bisabolangelone was deserved to be further studied.

Toxicity of Bisabolangelone from Ostericum koreanum roots to Dermatophagoides farinae and Dermatophagoides pteronyssinus (Acari: Pyroglyphidae)

J Agric Food Chem 2006 May 17;54(10):3547-50.PMID:19127723DOI:10.1021/jf060140d.

The acaricidal activity of materials derived from the roots of Ostericum koreanum (Apiaceae) toward adults of Dermatophagoides farinae and Dermatophagoides pteronyssinus was examined by direct contact and vapor phase toxicity bioassays. Results were compared with those of three acaricides: benzyl benzoate, dibutyl phthalate, and N,N-diethyl-m-toluamide (DEET). The active principle was identified as the sesquiterpenoid Bisabolangelone by spectroscopic analysis. In fabric-piece contact toxicity bioassays using adult D. farinae, Bisabolangelone (1.88 microg/cm2) was more toxic than benzyl benzoate (11.91 microg/cm2), DEET (62.20 microg/cm2), or dibutyl phthalate (79.54 microg/cm2), based on 24-h LD50 values. Against adult D. pteronyssinus, Bisabolangelone (1.79 microg/cm2) was similarly more active than benzyl benzoate (9.65 microg/cm2), DEET (64.45 microg/cm2), and dibutyl phthalate (77.79 microg/cm2). In vapor phase toxicity tests with both mite species, Bisabolangelone was equitoxic in closed versus open containers. These results indicate that Bisabolangelone was largely toxic through contact action. Bisabolangelone merits further study as a potential contact acaricide or lead for the control of house dust mites.