Columbamine (Columbamin)
(Synonyms: 非洲防己碱; Columbamin; Dehydroisocorypalmine) 目录号 : GC30191
An alkaloid with diverse biological activities
Cas No.:3621-36-1
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
Columbamine is an alkaloid that has been found in Plumeria rubra and has diverse biological activities.1,2,3,4,5 It is also a metabolite of berberine .4 Columbamine inhibits the cytochrome P450 (CYP) isoform CYP3A4 (IC50 = 30.6 ?M).3 It is active against P. falciparum (IC50 = 1.92 ?M).1 It decreases glucose consumption of, and triglyceride levels in, HepG2 cells when used at concentrations of 3 and 15 ?M, respectively.2,4 Columbamine (56 mg/kg) reduces xylene-induced ear edema and acetic acid-induced writhing in mice.5
1.Wright, C.W., Marshall, S.J., Russell, P.F., et al.In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloidsJ. Nat. Prod.63(12)1638-1640(2000) 2.Chen, H.-Y., Ye, X.-L., Cui, X.-L., et al.Cytotoxicity and antihyperglycemic effect of minor constituents from Rhizoma Coptis in HepG2 cellsFitoterapia83(1)67-73(2012) 3.Su, C.-R., Ueng, Y.-F., Dung, N.X., et al.Cytochrome P3A4 inhibitors and other constituents of Fibraurea tinctoriaJ. Nat. Prod.70(12)1930-1933(2007) 4.Cao, S., Zhou, Y., Xu, P., et al.Berberine metabolites exhibit triglyceride-lowering effects via activation of AMP-activated protein kinase in Hep G2 cellsJ. Ethnopharmacol.149(2)576-582(2013) 5.Liu, X., Hu, Z., Shi, Q., et al.Anti-inflammatory and anti-nociceptive activities of compounds from Tinospora sagittata (Oliv.) GagnepArch. Pharm. Res.33(7)981-987(2010)
| Cas No. | 3621-36-1 | SDF | |
| 别名 | 非洲防己碱; Columbamin; Dehydroisocorypalmine | ||
| Canonical SMILES | COC1=C(OC)C2=C[N+]3=C(C4=CC(O)=C(OC)C=C4CC3)C=C2C=C1 | ||
| 分子式 | C20H20NO4 | 分子量 | 338.38 |
| 溶解度 | DMSO : ≥ 23 mg/mL (67.97 mM) | 储存条件 | Store at -20°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 | 2.9553 mL | 14.7763 mL | 29.5526 mL |
| 5 mM | 0.5911 mL | 2.9553 mL | 5.9105 mL |
| 10 mM | 0.2955 mL | 1.4776 mL | 2.9553 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。
Columbamine-Mediated PTEN/AKT Signal Pathway Regulates the Progression of Glioma
Cancer Manag Res 2021 Jan 19;13:489-497.33500662 PMC7826076
Purpose: At present, comprehensive therapy has been widely used in the treatment of glioma, but the curative effect is not good, and the survival rate of patients is low. Therefore, it is crucial to explore further the regulatory mechanism of the occurrence and development of glioma and find potential therapeutic targets. We aimed to investigate the Columbamine (a tetrahydroisoquinoline alkaloid derived from the rhizome of Chinese herbal medicine Rhizoma Coptidis) on glioma progression. Methods: MTT, clone formation assay, wound healing assay, and transwell assay were performed to detect the cell viability, proliferation, migration, and invasion ability. Flow cytometry, TUNEL, and Western blot were used to identify the apoptosis level in glioma cells. PTEN inhibitor (SF1670) and AKT activator (SC79) were used to explore the mechanism of Columbamine on glioma cell progression. Results: Columbamine inhibits proliferation, migration, invasion, and induces apoptosis in glioma cell lines (SHG44 and U251). Columbamine prevents phosphorylation of AKT and promotes the expression of PTEN. Blocking PTEN level or inducing phosphorylation of AKT attenuates Columbamine function on SHG44 cells proliferation, metastasis, and apoptosis. Conclusion: In this research, we find that Columbamine could inhibit proliferation and metastasis of glioma cell lines, and promote apoptosis of glioma cell lines via regulating PTEN/AKT signal pathway. It provides a new theoretical basis for the development of anti-glioma drugs.
The metabolism of berberine and its contribution to the pharmacological effects
Drug Metab Rev 2017 May;49(2):139-157.28290706 10.1080/03602532.2017.1306544
Berberine, a bioactive alkaloid isolated from several herbal substances, possesses multiple pharmacological effects, including antimicrobial, antidiabetic, anticancer activities. Meanwhile, berberine undergoes extensive metabolism after oral administration which results in its extremely low plasma exposure. Therefore, it is believed that the metabolites of berberine also contribute a lot to its pharmacological effects. Along these lines, this review covers the metabolism studies of berberine in terms of its metabolic pathways and metabolic organs based on the identified metabolites, and it also covers the pharmacological activities of its active metabolites. In brief, the predominant metabolic pathways of berberine are demethylation, demethylenation, reduction, hydroxylation and subsequent conjugation in vivo. Active metabolites such as Columbamine, berberrubine and demethyleneberberine also exhibit similar pharmacological effects by comparison with berberine, such as antioxidant, anti-inflammatory, antitumor, antimicrobial, hepatoprotective, neuroprotective, hypolipidemic and hypoglycemic effects. Overall, berberine together with its metabolites formed the material basis of berberine in vivo.
Columbamine suppresses proliferation and invasion of melanoma cell A375 via HSP90-mediated STAT3 activation
J Recept Signal Transduct Res 2021 Feb;41(1):99-104.32669028 10.1080/10799893.2020.1794003
Purpose: The goal of this study is to explore the effects of Columbamine in melanoma cells and the signaling pathway involved. Methods: Human melanoma cell line A375 cells were used in this study. Cell proliferative ability was detected by MTT assay and clone formation assay. Cell migration and invasion were measured by wound healing assay and transwell assay, respectively. Protein expression was examined by Western blotting. Results: Columbamine reduced cell proliferative ability and the number of clone spots in A375 cells. Western blotting results demonstrated that expression of cleaved caspase 3, an activated cell death protease, was upregulated by 20 and 50 µM of Columbamine. Wound healing results showed that the scratch width was wider in cell treated with 20 and 50 µM of Columbamine than that in cell treated with 0 and 10 µM of Columbamine. Phosphorylation of STAT3 and expression of HSP90 was also repressed by Columbamine in a concentration-dependent manner. Overexpression of HSP90 attenuated the inhibition of cell proliferation, migration and invasion induced by Columbamine. Conclusion: Columbamine inhibited melanoma cell proliferation, migration, and invasion in A375 cells through inactivation of STAT3, which is mediated by HSP90.
Columbamine suppresses the proliferation and malignization of colon cancer cells via abolishing Wnt/β-catenin signaling pathway
Cancer Manag Res 2019 Sep 23;11:8635-8645.31572013 PMC6764743
Background: Colon cancer is one of the most common malignancies worldwide. Because of the side effects and defects in tolerance of chemotherapy, it is necessary to discover new drugs for colon cancer treatment. Columbamine has been identified as an effective anti-osteosarcoma compound with only minor side effects. In this study, we analyzed the anticancer effect of Columbamine on colon cancer. Methods: Human colon cancer cell lines were treatment with Columbamine. MTT assay, colony formation assay, apoptosis detection and tumorigenicity assay were performed to detect the protective effect of Columbamine on colon cancer development. Western blot assay and luciferase reporter assay were conducted to investigate the potential mechanism of the Columbamine treatment. Results: Columbamine significantly inhibited the proliferation, migration, invasion process of colon cancer cells, and dramatically promoted the apoptosis rate of colon cancer cells to further suppress the development of colon cancer to tumor. Both the signaling transducing and key factors expression of Wnt/β-catenin signaling pathway were obviously repressed by Columbamine treatment in a dose-dependent manner. Conclusion: The present study indicated that Columbamine exerts its anti-tumor effect in colon cancer cells through abolishing Wnt/β-catenin signaling pathway. Columbamine may be a new therapy compound for colon cancer.
The Columbamine O-methyltransferase gene (CoOMT) is capable of increasing alkaloid content in transgenic tobacco plants
Mol Biol Rep 2022 Apr;49(4):2667-2675.35059967 10.1007/s11033-021-07074-6
Background: In the alkaloid biosynthetic pathways of Stephania and Rannunculaceae, Columbamine O-methyltransferase (CoOMT) is an important enzyme that catalyses the formation of the tetrahydropalmatin (rotundin) biosynthesis pathway. In this study, the transgenic construct pBI121-35S-CoOMT-cmyc-Kdel was designed successfully. Methods and results: The real-time RT-PCR results proved that the CoOMT transgene was successfully introduced into Nicotiana tabacum L. plants and produced mRNA. Its transcription levels in three transgenic tobacco lines, T0-7, T0-9, and T0-20, in the T0 generation were higher than those in wild-type tobacco plants. By analysing Western blots and ELISAs, three T0 generation transgenic tobacco lines also expressed recombinant CoOMT (rCoOMT) protein with a molecular weight of approximately 40 kDa, and its contents ranged from 0.048 μg mg-1 to 0.177 μg mg-1. These data illustrated that the CoOMT transgene was expressed; thus, the rCoOMT protein synthesis efficiency increased significantly in comparison with that of the wild-type tobacco plants. The total alkaloid contents ranged from 2.12 g 100 g-1 (of dry weight) to 3.88 g 100 g-1 (of dry weight). The T0-20 plant had the highest total alkaloid content (3.88 g 100 g-1 of dry weight), followed by the T0-7 line (2.75 g 100 g-1 of dry weight). The total alkaloid contents of the CoOMT transgenic tobacco lines increased by approximately 1.09-1.83-fold compared to the wild-type tobacco plants. Conclusions: This is the first study on the transformation and expression of the CoOMT gene in N. tabacum plants. Initial results of the analysis of transgenic plants proved that the transgenic structure pBI121- CoOMT-Cmyc-Kdel can be used for transformation into Stephania plants.