Lycorine
Lycorine
CAS: 476-28-8
Molecular Formula: C16H17NO4
Lycorine - Names and Identifiers
Lycorine - Physico-chemical Properties
| Molecular Formula | C16H17NO4 |
| Molar Mass | 287.31 |
| Density | 1.53 |
| Melting Point | 253-255℃ (dec.) |
| Boling Point | 429.61°C (rough estimate) |
| Specific Rotation(α) | D16 -129° (c = 0.16 in 98% alc) |
| Solubility | Soluble in dilute acid, hardly soluble in alcohol, chloroform and petroleum ether, almost water soluble in water and alkali |
| Appearance | prismatic macrocrystalline |
| pKa | 13.55±0.40(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.5500 (estimate) |
| MDL | MFCD00221746 |
| Physical and Chemical Properties | prismatic large crystals. Melting point 275-280 ℃ (decomposition). Soluble in dilute acid, hardly soluble in alcohol, chloroform and petroleum ether, almost water soluble in water and alkali, and alkaline reaction to litmus. Its hydrochloride is a long needle-like crystal with a melting point of 217 ℃ (decomposition), and the melting point of lycorine hydrochloride with one molecule of crystal water is 206 ℃. Soluble in 20 parts of water. |
Lycorine - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | 25 - Toxic if swallowed |
| Safety Description | 45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
Lycorine - Reference
| Reference Show more | 1. Zhao Yinan, Song Ke, Peng Sheng, etc. Adsorption and separation of lycorine in sudden laughing with Zeolite molecular sieve [J]. Natural product research and development, 2016, 028(002):289-292,299. 2. Yang Lingzhi, Peng Xinyu, Zhang Hongwei, Chen Qinqin, Liu Guosheng, Zhu Dongyang. Effect of lycorine and its combination with albendazole on protoscolex of Echinococcus granulosus [J]. Chinese Journal of pathogenic biology, 2020,15(03):265-268 273. 3. Pan Xiaohang, Xu Chengfei, Yan Ling, etc. Effects of lycorine on proliferation and apoptosis of colon cancer HT29 cells and its mechanism [J]. Department of colorectal and anal surgery, 2019, 025(001):34-38. 4. Huang Yiqiang, Zhang Yiming, Jin Zhong, etc. Lycorine has obvious anti-tumor effect on renal cell carcinoma cell line ACHN [J]. Journal of Southern Medical University, 2016, 36(006):857-862. 5. Wear wisdom, Long Jun, Yu Lei Min, etc. Determination of main components in the bulbs of wild crenomata in Ningbo [J]. Natural product research and development, 2016, 25 (8):1238-1243. 6. Liu Xia, long Yuqing, Zeng Juan, Li can, Lang Peilei, Liu Xiangdan, Zhou Ribao. Simultaneous determination of three alkaloids in different parts of Lycoris aurea by HPLC [J]. Chinese traditional medicines, 2021,43(01):132-136. 7. Yu, Haiyang, et al. "Lycorine promotes autophagy and apoptosis via TCRP1/Akt/mTOR axis inactivation in human hepatocellular carcinoma." Molecular cancer therapeutics 16.12 (2017): 2711-2723. 8. Jiang, Qun-Qun, and Wei-Bing Liu. "Lycorine inhibits melanoma A375 cell growth and metastasis through the inactivation of the PI3K/AKT signaling pathway." médecine/sciences 34 (2018): 33-38.https://doi.org/10.1051/medsci/201834f106 9. Li, Li, et al." Lycorine inhibited the cell growth of non-small cell lung cancer by modulating the miR-186/CDK1 axis." Life sciences 231 (2019): 116528.https://doi.org/10.1016/j.lfs.2019.06.003 10. Wang, Chongshan, et al. "Lycorine induces apoptosis of bladder cancer T24 cells by inhibiting phospho-Akt and activating the intrinsic apoptotic cascade." Biochemical and biophysical research communications 483.1 (2017): 197-202.https://doi.org/10.1016/j. B 11. [IF=4.856] Haiyang Yu et al."Lycorine Promotes Autophagy and Apoptosis via TCRP1/Akt/mTOR Axis Inactivation in Human Hepatocellular Carcinoma."Mol Cancer Ther. 2017 Dec;16(12):2711-2723 12. [IF=2.985] Chongshan Wang et al."Lycorine induces apoptosis of bladder cancer T24 cells by inhibiting phospho-Akt and activating the intrinsic apoptotic cascade."Biochem Bioph Res Co. 2017 Jan;483:197 13. [IF=5.858] Shuangshuang Yin et al."Cyclin-dependent kinase 1 as a potential target for lycorine against hepatocellular carcinoma."Biochem Pharmacol. 2021 Nov;193:114806 14. [IF=5.491] Jiayu Zhou et al."Fungal endophytes promote the accumulation of Amaryllidaceae alkaloids in Lycoris radiata."Environ Microbiol. 2020 Apr;22(4):1421-1434 |
Lycorine - Reference Information
| biological activity | Lycorine is a natural alkaloid extracted from the family of golden Ophthalmic plants. Lycorine is a potent orally active SCAP inhibitor with a Kd value of 15.24 nM. Lycorine down-regulates SCAP protein levels without altering their transcription. Lycorine is also an inhibitor of melanoma angiogenesis. Lycorine has potential for the study of prostate cancer and metabolic diseases. |
| Target | Kd: 15.24 nM (SCAP) |
| Cell Line: | HL-7702/SRE-Luc cells HL-7702/SRE-Luc cells C8161 cells |
| Concentration: | 16 hours 2 hours, 4 hours, 8 hours, 12 hours, 16 hours 0 μM, 1.56 μM, 3.13 μM, 6.25 μM, 12.5 μM, 25 μM |
| Incubation Time: | 5 μM; 10 μM; 20 μM; 40 μM 10 μM; 20 μM 48 hours |
| Result: | Had no cytotoxicity on HL-7702 cells. Decreased p-SREBF1, m-SREBF1, p-SREBF2 and p-SREBF1 protein expression. Markedly suppressed the expression of VE-cadherin in a dose-dependent manner and also slightly diminished the expression of Sema4D in C8161 cells. Ameliorated high-fat diet-induced hyperlipidemia, hepatic steatosis, and insulin resistance in mice. |
| Animal Model: | High-fat diet (HFD)-fed C57BL/6J mice |
| Dosage: | 15 mg/kg, 30 mg/kg |
| Administration: | Oral chow; once daily |
| Use | oral administration or subcutaneous injection of lycorine has the effects of salivation, sub-heart and increased tracheal secretion, therefore, its preparation has been used as an expectorant in some cases. Lycorine has significant emetic effect. The potency is stronger than that of the root of the root, but not as good as the opioid morphine. After hydrogenation, lycorine produces dihydrolycorine, which has strong anti-amoebic dysentery effect and less toxicity, and has been used in clinic. The enamine salt made of lycorine showed anti-seed tumor effect in animals. Traditional Chinese Medicine iron color arrow, black garlic has expectorant effect, the reason is containing lycorine. |
| production method | This product is an isoquinoline alkaloid widely found in plants of the family Lycoris, which can be obtained from Lycoris radiata. Etc. The bulbs were extracted. |
| category | toxic substances |
| toxicity grade | poisoning |
| Acute toxicity | oral-mouse LD50: 10700 mg/kg; Subcutaneous-mouse LD50:145 mg/kg |
| flammability hazard characteristics | flammability; Toxic NOx smoke from combustion |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| extinguishing agent | dry powder, foam, sand, carbon dioxide, water mist |
Last Update：2024-04-10 22:29:15
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