7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)-
koumine
CAS: 1358-76-5
Molecular Formula: C20H22N2O
7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)- - Names and Identifiers
7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)- - Physico-chemical Properties
| Molecular Formula | C20H22N2O |
| Molar Mass | 306.4 |
| Density | 1.42 |
| Melting Point | 168℃ |
| Boling Point | 436.5±45.0 °C(Predicted) |
| Specific Rotation(α) | (EtOH)-272 |
| Solubility | Soluble in organic solvents such as acetone, chloroform, ether, benzene, etc., but hardly soluble in water. |
| Appearance | White crystal |
| pKa | 8.67±0.40(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.763 |
| MDL | MFCD11111448 |
| Physical and Chemical Properties | Soluble in acetone, chloroform, ether, benzene and other organic solvents, difficult to dissolve in water. Benth, from a plant of the family cartenaceae, Gelsemium elegans (Gardn. |
| In vitro study | Koumine (0.5, 1 and 2 mg/mL) dose- and time-dependently inhibits the proliferation of MCF-7 cells, with an IC 50 of 124 µg/mL at 72 h. Koumine induces apoptosis, causes cell cycle arrest at G2/M phase. Koumine (0.5, 1 and 2 mg/mL) up-regulates the Bax/Bcl-2 ratio and caspase-3 expression in a dose-dependent manner in MCF-7 Cells. Koumine (25, 50, 100, and 200 μM) decreases the protein and mRNA levels of microglia M1 polarization factors in LPS-induced BV2 cells. |
| In vivo study | Koumine is less toxic, with the median lethal dose (LD 50 ) of 300.0 mg/kg on Wistar rats. Koumine (0.6, 3, or 15 mg/kg/per, p.o.) exhibits antirheumatic properties in rats with adjuvant-induced arthritis (AIA) and collagen-induced arthritis (CIA). Koumine inhibits the increase in cytokines in joint tissue and TNF-α level in serum at 15 mg/kg, and suppresses the increase in the serum level of IL-1β at 3 and 15 mg/kg. Koumine (0.28, 7 mg/kg, s.c.) significantly reduces neuropathic pain after nerve injury. Koumine suppresses the increased Iba-1 protein level. |
7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)- - Reference
| Reference Show more | 1. Mai Peiming, Wu Zhenghua, Yu Shengbing, et al. Determination of Gelsemine in Big Tea Medicine by Gas Chromatography-Mass Spectrometry [J]. South China Preventive Medicine, 2016(4):383-385. 2. [IF = 4.411] Simona S. Ghanem et al."Natural Alkaloid Compounds as Inhibitors for Alpha-Synuclein Seed Fibril Formation and Toxicity." Molecules. 2021 Jan;26(12):3736 3. [IF = 5.81] Rongcai Yue et al."Sempervirine Inhibits Proliferation and Promotes Apoptosis by Regulating Wnt/β-Catenin Pathway in Human Hepatocellular Carcinoma." Front Pharmacol. 2021 Dec 7;12:806091 |
7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)- - Reference Information
| overview | Gelsemia (Gelsemium elegans Benth.) is an evergreen woody vine, commonly known as intestinal grass, Pueraria lobata, poisonous root, big tea medicine, the whole plant can be used as medicine. |
| pharmacological effects | Chinese scholars have carried out a lot of research on Gelsemium. the main active ingredient of Gelsemium is indole alkaloids, which has pharmacological effects such as anti-inflammatory, analgesic, anti-tumor, anti-psoriasis, and promoting the growth of livestock. Gelsemium alkaloids include nearly a hundred monomers such as Gelsemium, Jia, Yin, and Mao. In recent years, a series of studies have found that Gelsemisin has significant analgesic and anti-anxiety effects, and has good industrial medicinal prospects. |
| biological activity | Koumine are alkaloids obtained from Gelsemium (Gelsemium elegans), which have high anti-tumor activity and can increase Bax/Bcl-2 protein ratio and caspase-3 expression in tumor cells. Koumine has anti-anxiety, anti-stress, anti-psoriasis and analgesic activities. In animal models of rheumatoid arthritis, Koumine can prevent the development of arthritis. |
| use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: It has a certain stimulating effect on the mental nerve, respiratory and cardiovascular system, and has potential value for the treatment of neuropathic pain. |
Last Update：2024-04-10 22:29:15
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Product Name: Koumine Visit Supplier Webpage Request for quotationCAS: 1358-76-5
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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