| Identification | More | [Name]
Matrine | [CAS]
519-02-8 | [Synonyms]
MATRENE
MATRIDIN-15-ONE
(+)-MATRINE
MATRINE
MATRINIUM
PAEONOL
SOPHOCARPIDINE
alpha-matrine
Alkaloids Sophora Flavescen
Matrines
MATRINE, 98.0% BY HPLC
MATRINE(P)
MASSMARK 1621
Matrine，Sophocarpidine
(7aα,13aR,13bα,13cα)-Dodecahydro-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridine-10-one
(7aα,13aβ,13bα,13cα)-2,3,6,7,7a,12,13,13a,13b,13c-Decahydro-1H,5H,8H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridine-10(11H)-one | [EINECS(EC#)]
209-012-2 | [Molecular Formula]
C15H24N2O | [MDL Number]
MFCD00210527 | [Molecular Weight]
248.36 | [MOL File]
519-02-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
77 C | [alpha ]
D20 +38° (alc) | [Boiling point ]
86-88C/2,5Torr | [density ]
1,191g/cm | [refractive index ]
1,536 | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Soluble in Water (up to 25 mg/ml) | [form ]
solid | [pka]
9.47±0.20(Predicted) | [color ]
White | [Merck ]
14,5759 | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months. | [LogP]
1.440 (est) | [CAS DataBase Reference]
519-02-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Matrine(519-02-8) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R48:Danger of serious damage to health by prolonged exposure. | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [WGK Germany ]
3 | [RTECS ]
OQ1754000 | [HS Code ]
29399900 |
| Hazard Information | Back Directory | [Description]
Matrine(519-02-8) is an alkaloid isolated from the traditional Chinese medicine Sophora flavescens Aiton. The extraction process involves the use of organic solvents on dry roots, plants, and fruits of kushen 苦参 (Sophora flavescens Ait). Matrine is also present in S. alopecuroides L. and S. subprostrata Chun et T. Chen.
Chinese medicine Radix Sophora flavescentis have dampness eliminating insecticide and diuretic effects. Sophora flavescens is used for heat dysentery, hemafecia, jaundice and anuria, red leukorrhea, vulva pruritus, eczema, wet sores, skin itching, scabies, ringworm, and trichomonas vaginitis. Sophora flavescens is recorded in the ancient Materia Medica. “Southern Yunnan Materia Medica” also recorded the effects of Saphora flavescens. | [Chemical Properties]
Matrine is a white crystal or powder in the form of needles, which can turn yellow with prolonged exposure to air. It is soluble in water, benzene, chloroform, and methanol, but only slightly soluble in petroleum ether. Matrine has a melting point of 76°C (α-matrine), 87°C (β-matrine), 223°C (γ-matrine), and 84°C (δ-matrine), and a specific optical rotation of +31 to +36°.
| [History]
As early as the 1930s, the Soviet Union began to study Sophora flavescens, and the china research began in 1972. Sophora flavescens in the chemical composition are divided into two major categories of alkaloids and flavonoids. Global research efforts are currently concentrated on studying alkaloids. So far, there are 23 species of alkaloids isolated and identified in roots, stems, leaves, and flowers of Sophora flavescens. The main components of Sophora flavescens have obvious anti-cancer effects, and oxymatrine has anti-cancer and antiaging effects. | [Uses]
(+)-Matrine is an alkaloid compound extracted from the roots of Sophora species which maintain anti-inflammatory, anti-cancer and a host of other positive pharmacological effects. Apoptotic agent. | [Definition]
ChEBI: Matrine is an alkaloid. | [Indications]
In clinical settings, matrine injection was used for chronic active hepatitis, and suppository was used for trichomoniasis or Candida vaginitis and chronic cervicitis and
can also be used for senile vaginitis and pelvic inflammatory disease. | [Biological Activity]
matrine is an alkaloid found in plants from the sophora genus. it has a variety of pharmacological effects, including anti-cancer effects, and action as a kappa opioid receptor and ?-receptor agonist. | [Pharmacology]
Matrine has antiarrhythmic, anti-inflammatory, anti-fibrosis, and anti-tumor effects. It has significant effects of negative frequency and positive inotropic action, which can enhance myocardial contractility, slow down the heart rate, and extend the PR and QTC interval. Matrine can promote the expression of the bcl-2 gene and can improve the ratio of bcl-2/Bax to inhibit apoptosis of myocardial cell caused by myocardial ischemia reperfusion and then reduce myocardial deficiency caused by coronary atherosclerotic heart disease and myocardial infarction to achieve the role of antiarrhythmic. In addition, matrine can also play an anti-pulmonary fibrosis effect by inhibiting the proliferation of lung fibroblasts and the expression of pulmonary interstitial fibroblasts (FN). | [Clinical Use]
Matrine(519-02-8) has multiple pharmacological effects and can treat a variety of diseases in clinical setting. At present, the researches on matrine are mainly focused on antiliver injury and liver fibrosis and anti-tumor and anti-cardiovascular diseases. It was worthy of attention that matrine has other pharmacological activities, such as leukocyte-elevating effects and anti-virus effects, and these effects were necessary for further development and utilization. The pharmacological effects of matrine stayed in the experimental phase, and they need further development and research to promote the development of clinical practice. Improvements in the modern formulation of matrine can improve their clinical application. | [in vitro]
mtt assay showed that the matrine was able to inhibit gastric cancer cell line mnk45 in a dose-dependent manner. the concentration required for 50% inhibition (ic50) was found to be 540 μg/ml. this anti-tumor function was achieved through modulation of the nf-κb, xiap, ciap, and p-erk proteins expression in cell line mnk45. matrine induces apoptosis of human nsclc cells with anti-apoptotic factors inhibited and dependent on caspase activity. in addition, we found that matrine increases the phosphorylation of p38 but not its total protein, and inhibition of the p38 pathway with sb202190 partially prevents matrine-induced apoptosis. furthermore, matrine generates reactive oxygen species (ros) in a dose- and time-dependent manner, which is reversed by pretreatment with n-acetyl-l-cysteine (nac) [2]. | [in vivo]
oral administration of matrine (200, 100 and 50 mg/kg) significantly attenuated isoproterenol-induced cardiac necrosis and left ventricular dysfunction [3]. high dose of matrine significantly reduced the mortality rate of mice with lps administration. treatment with matrine improved lps-induced lung histopathologic changes, alleviated pulmonary edema and lung vascular leak, inhibited mpo and mda activity,and reduced the production of inflammatory mediators including tnf-α, il-6 and hmgb1 [4]. | [References]
Inotropic effects and mechanisms of matrine, a main alkaloid from Sophora flavescens AIT DOI: 10.1248/bpb.31.2057
The alkaloid matrine of the root of Sophora flavescens prevents arrhythmogenic effect of ouabain DOI: 10.1016/j.phymed.2014.02.008
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9010661/
https://www.sigmaaldrich.com/SG/en/product/sigma/m5319 |
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