Bisabolangelone
(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。
Cas No.:30557-81-4
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
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.
| 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 | DMSO : 100 mg/mL (402.71 mM; Need ultrasonic) | 储存条件 | 4°C, protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.0271 mL | 20.1353 mL | 40.2706 mL |
| 5 mM | 0.8054 mL | 4.0271 mL | 8.0541 mL |
| 10 mM | 0.4027 mL | 2.0135 mL | 4.0271 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
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.