LICOCHALCONE-A
(2E)-3-[5-(1,1-dimethylprop-2-en-1-yl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
CAS: 58749-22-7
Molecular Formula: C21H22O4
LICOCHALCONE-A - Names and Identifiers
LICOCHALCONE-A - Physico-chemical Properties
| Molecular Formula | C21H22O4 |
| Molar Mass | 338.4 |
| Density | 1.171±0.06 g/cm3(Predicted) |
| Melting Point | 100° |
| Boling Point | 532.6±50.0 °C(Predicted) |
| Flash Point | 186.9°C |
| Solubility | Soluble in DMSO, methanol |
| Vapor Presure | 5.88E-12mmHg at 25°C |
| Appearance | Yellow crystalline powder |
| BRN | 4534154 |
| pKa | 7.82±0.15(Predicted) |
| Storage Condition | -20°C |
| Refractive Index | 1.61 |
| MDL | MFCD01417903 |
| Physical and Chemical Properties | Yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the root of licorice. |
LICOCHALCONE-A - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | 36/37 - Wear suitable protective clothing and gloves. |
| WGK Germany | 3 |
| RTECS | UB8755000 |
LICOCHALCONE-A - Reference
| Reference Show more | 1. Wang Liming, fan Zhihao, Fan Xiaoli, etc. Effects of Glycyrrhiza chalcone A on proliferation and apoptosis of human osteosarcoma cells and its mechanism [J]. Guangxi Medical Journal, 2019, 41(012):1528-1531. 2. Guo Wanyi, Yuan Bei, Wang Qian, Su Xiaohui. Licorice chalcone A inhibits proliferation and induces apoptosis of MH7A cells by regulating MAPK signaling pathway [J]. Chinese Journal of Experimental prescriptions, 2020,26(24):68-74. 3. Yang, Zhenzhong, et al. "Decsame biological composition of complex natural products by tandem mass spectral molecular networking combined with an aggregation-induced emission based probe." Journal of Pharmaceutical Analysis (2020).https://doi.org/10.1016/ 4. Tian D-D, Wang W, Wang H-N, Sze SCW, Zhang Z-J. Pharmacokinetic Evaluation of Clozapine in Concomitant Use of Radix Rehmanniae, Fructus Schisandrae, Radix Bupleuri, or Fructus Gardeniae in Rats. Molecules. 2016; 21(6):696. https://doi.org/10.3390/molecules 5. [IF=2.896] Tian-Ming Wang et al."Simultaneous determination of 14 major components in Longhu Rendan pills by ultra-high-performance liquid chromatography coupled with electrospray ionisation tandem mass spectrometry."Anal Methods-Uk. 2014 Apr;6(9):2923-2929 6. [IF=4.769] Zhenzhong Yang et al."Deciphering bioactive compounds of complex natural products by tandem mass spectral molecular networking combined with an aggregation-induced emission based probe."J Pharm Anal. 2020 Nov;: 7. [IF=4.451] Zijian Wang et al."Licorice flavonoids nanoparticles prepared by liquid antisolvent re-crystallization exhibit higher oral bioavailability and antioxidant activity in rat."J Funct Foods. 2019 Jun;57:190 8. [IF=2.629] Li Tingting et al."Quality Assessment of Licorice Based on Quantitative Analysis of Multicomponents by Single Marker Combined with HPLC Fingerprint."Evid-Based Compl Alt. 2021;2021:8834826 9. [IF=5.545] Yuxuan Han et al."Multi-dimensional "projection" - the impact of abiotic stresses on the content of seven active compounds and expression of related genes in Glycyrrhiza uralensis Fisch."Environ Exp Bot. 2022 May;197:104846 10. [IF=6.244] Yalei Wang et al."Exploration of the Potential Mechanism of Qi Yin San Liang San Decoction in the Treatment of EGFRI-Related Adverse Skin Reactions Using Network Pharmacology and In Vitro Experiments.."Front Oncol. 2022 Mar;12:790713-790713 11. [IF=1.978] Chen Ming-jun et al."Composite Sophora Colon-Soluble Capsule Ameliorates DSS-Induced Ulcerative Colitis in Mice via Gut Microbiota-Derived Butyric Acid and NCR ILC3."Chin J Integr Med. 2022 Apr;:1-10 |
LICOCHALCONE-A - Reference Information
| overview | licorice chakerone, also known as licorice chalcone A, is mainly found in leguminous plants licorice, licorice glandrum, and licorice. Modern studies have shown that Glycyrrhiza chalcone A has anti-inflammatory, anti-tumor, anti-microbial, anti-HIV, anti-allergic and other effects, and it is also used as a raw material for the synthesis of other active derivatives. |
| physical and chemical properties | yellow needle-like crystals, insoluble in water, soluble in ether, chloroform, etc., inhibit monoamine oxidase, inhibit aldose reductase, eliminate free radicals, and resist oxidation. Inhibit the formation of melanin, whitening effect is better than arbutin, especially for acne (acne) has obvious effect. The general usage is 0.1-1%. |
| parasite | licorice chalcone A is a flavonoid extracted from the root of the leguminous plant licorice. It is an important active ingredient of licorice. The activity of licorice chalcone A is very rich, it has been reported to have antibacterial (Bacillus, Streptococcus suis, Candida, Legionella and drug-resistant Staphylococcus aureus), anti-tumor (breast cancer, cervical cancer, gastric cancer, oral squamous cell carcinoma), anti-inflammatory, antioxidant activities. In addition, recent studies have shown that licorice chalcone A has good antiparasitic activity. |
| antimalarial activity | Plasmodium is a kind of parasite that endangers human health, among which malaria caused by Plasmodium falciparum is referred to as falciparum malaria. The clinical symptoms of falciparum malaria are the most serious, and its infection rate and fatality rate are also the first among all kinds of malaria parasites. In recent years, the domestic floating population has increased sharply, coupled with the continuous import of foreign sources of infection, so that the prevalence of vicious abuse and the proportion of the disease have been expanding. In Asia and Africa, malaria remains one of the most serious parasitic diseases that threaten and endanger people's health. Glycyrrhiza chalcone A anti-Plasmodium falciparum IC50 is 1.43mg · L-1, which can inhibit the activities of plasmodium falciparum mitochondrial panthenol-cytochrome C reductase and respiratory chain complex II (succinic acid-ubiquinone reductase) at lower concentrations, suggesting that its antimalarial activity may be related by inhibiting the plasmodium mitochondrial respiratory chain, and the combined application of artemisinin can enhance the antimalarial activity of artemisinin. Glycyrrhiza chalcone A is a powerful membrane active agent, which can convert normal red blood cells into acanthocytes, thereby inhibiting the growth of Plasmodium falciparum. In vitro synchronous culture test results show that its inhibitory mechanism is mainly to inhibit invasion. The modification of erythrocyte membrane can also be observed by injecting glycyrrhiza chalcone A in mice. |
| anti-Leishmania activity | Leishmania is caused by various protozoa of Leishmania A parasite disease mainly caused by chronic passage. The pathological features of this disease are irregular high fever, weight loss, anemia, leukopenia, liver and spleen lymph node enlargement, and the formation of hypertrophy or ulcer disease in the skin and mucosa. Its susceptible objects include dogs, cats, cattle, horses, sheep, etc., and experimental animals such as rats, dolphins and monkeys are also susceptible. People are mainly affected by infants and have a high mortality rate. Glycyrrhiza chalcone A significantly inhibited the growth of Leishmania, changed the ultrastructure of the preflagellate and non-flagellate mitochondria, but did not affect the organelles and phagocytic activity of macrophages. Glycyrrhiza chalcone A changes the ultrastructure of parasite mitochondria may be related to its inhibition of parasite mitochondrial dehydrogenase and other respiratory-related enzymes. Glycyrrhiza chalcone A can inhibit the parasite respiratory chain and significantly inhibit the activity of Leishmania proflagellates and mitochondrial fumarate reductase. |
| anti-toxoplasma activity | toxoplasma gondii is a zoonotic parasitic disease that occurs all over the world. it is caused by toxoplasma gondii infection and can cause human and animal miscarriage, teratogenesis, fetal development defects, blocked growth, death and other hazards to varying degrees, and aggravate the condition of AIDS patients and tumor patients. Toxoplasma gondii has a wide range of hosts, including humans, pigs, horses, cattle, sheep, dogs, cats, mice and other mammals and chickens, ducks, geese, birds and other birds. Among them, cats and cats are Toxoplasma gondii The final host, humans and dogs are intermediate hosts. In recent years, the number of pets in our country has increased sharply, and people have closer contact with dogs and cats, which has increased the chances of dogs and cats spreading Toxoplasma gondii to humans. Glycyrrhiza chalcone A has a very good ability to resist tachyzoites (life form of Toxoplasma gondii in the rapid propagation stage) to invade HFF cells. It can completely prevent Toxoplasma gondii from invading HFF cells at a concentration of 1 μg/mL, and is dose-dependent. After the tachyzoites in HFF cells are treated with licorice chalcone A, the internal ultrastructure of the tachyzoites has undergone significant changes: dense particles disappear; a large number of lipids with low electron density appear in lipids; the surface of the cell membrane becomes Rough; the tachyzoites are obviously smaller; the entire membrane system of the tachyzoites is disordered, the cytoplasm disintegrates, and the worm body dies. |
| chemical properties | yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from licorice rhizome. |
| use | licorice chalcone A has anti-tumor, anti-inflammatory and antioxidant effects. An estrogen-like flavanol originally derived from licorice. In vivo, it shows the ability to reduce bcl-2 protein expression and induce apoptosis. It can also induce cell differentiation and has antibacterial, anti-inflammatory and anti-tumor effects |
Last Update：2024-04-09 21:31:57
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Product Name: Licochalcone A Visit Supplier Webpage Request for quotationCAS: 58749-22-7
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: Licochalcone A Visit Supplier Webpage Request for quotationCAS: 58749-22-7
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
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