25406-64-8
Morroniside
CAS: 25406-64-8
Molecular Formula: C17H26O11
25406-64-8 - Names and Identifiers
25406-64-8 - Physico-chemical Properties
| Molecular Formula | C17H26O11 |
| Molar Mass | 406.38 |
| Density | 1.52 |
| Melting Point | 133 - 140°C |
| Boling Point | 635.6±55.0 °C(Predicted) |
| Specific Rotation(α) | -98°(c=1，water) |
| Flash Point | 226.9°C |
| Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents |
| Vapor Presure | 7.9E-19mmHg at 25°C |
| Appearance | White crystalline powder |
| Color | White to Off-White |
| pKa | 12.54±0.70(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Stability | Hygroscopic |
| Sensitive | Easily absorbing moisture |
| Refractive Index | 1.596 |
| MDL | MFCD23105644 |
| Physical and Chemical Properties | Dried and mature pulp from Cornus Cornus officinalis Sieb. et Zucc. |
25406-64-8 - Risk and Safety
| HS Code | 29389090 |
25406-64-8 - Reference
| Reference Show more | 1. Lu Jing, Chen Tianchao, Ma Yanjiang, et al. Effect of processing on the content of effective ingredients in Cornus officinalis [J]. Traditional Chinese Medicine Information, 2020, v.37;No.212(02):49-52. 2. Zhou Qing, Hou Feng, Dong Bin, et al. Simultaneous Determination of Loganin and Monoside in Cornus officinalis by Ultra-high Speed Liquid Chromatography [J]. Pharmaceutical Services and Research, 2012, 12(006):441,446,457. 3. Bai Yujie, Tang Shiqi, Wu Liuxin, et al. Protective Effect and Possible Mechanism of Monoside on Myocardial Ischemia Reperfusion Injury in Rats [J]. Chinese General Medicine, 2017, 09(v.17):18-20. 4. Zhou Yuyan, Sun Yu, Li Ping, et al. Monoside protects hepatocyte apoptosis caused by triptolide through antioxidant stress [J]. Journal of Southern Medical University, 2018, 038(008):949-955. 5. Zou Kaiping, Wang Peng, Liu Shun, et al. Study on biotransformation process of Monoside by Elegant Acanthomycete [J]. Zhongnan Pharmacy, 2020, Volume 18, Issue 6, 942-947, ISTIC CA, 2020. 6. Liu Fang, Wu Yong. Study on the accumulation of fruit biomass and the dynamic changes of monoloside and loganin contents of Cornus officinalis [J]. Journal of Changzhi Medical College, 2020(3):169-172. 7. Su Yanying, Lei Xiaoxiao, Guihui, etc. star point design-effect surface methodology to optimize the preparation process of cornus officinalis total iridoid glycoside liposome [J]. China Pharmacy, 2018, 29(19):25-29. 8. Li Fuxin, Yu Beibei, Liu Jin, et al. Study on the quality standard of Fuhuang Granules [J]. Western Chinese Medicine, 2019, 032(002):P.44-48. 9. Liu Kai, xu Huiqin, Wu Jialei, et al. Effects of loganin and Monoside on Proliferation of HUVEC Damaged by AGEs [J]. Pharmacology and Clinic of Traditional Chinese Medicine, 2014, 030(003):53-57. 10. Bai Yuyang, Chen Qiang, Liang Lina, et al. Effects of Qufeng and Resilient-inducing Meridian-inducing Drugs on Intraocular Distribution of Effective Components of Liuwei Dihuang Pills [J]. Chinese Journal of Ophthalmology of Traditional Chinese Medicine, 2017. 11. Han Genli, Liu Hongsheng, Wang Shusen, et al. Simultaneous Determination of Monoside, Loganin, Cornus Neosides Oleanolic Acid and Ursolic Acid in Cornus officinalis Terpenoids by RP-HPLC Method [J]. Chinese Herbal Medicine 2017 48(024):5168-5173. 12. Tao Han Yu, Xu Huiqin, Li Li, Nong Weihu, Li Wei. Study on the Effect Components of Rhizoma Radix and Cornus officinalis in Inhibiting and Scavenging Glycosylation Products [J]. Pharmacology and Clinical of Traditional Chinese Medicine, 2013,29(04):30-33. 13. Zhu Junping, Wei Jiaming, Liu Ruilian, et al. Analysis of "Point-Line-Face" Quality Standard of Yangjingzhongyu Decoction [J]. Chinese Journal of Experimental Prescribes 2019(21):12-18. 14. Bai Yidan, Qiao Zhou, Xue Jingwei, et al. Simultaneous determination and methodological verification of multiple components of Shensong Yangxin Capsule [J]. Journal of Pharmaceutical Analysis 2018 v.38(08):80-90. 15. Wang Mingyang, Niu Hongmei, Zhang Li, Li Yali, Li Lin, Zhang Lan. Effects of Monoside on Mitochondrial Quality Control System in Rat Primary Cortical Neurons Oxygen-glucose Deprivation Model [J]. Chinese pharmacological bulletin, 2020,36(09):1221-1227. 16. Xiao Han, Jia Liu, Yingfeng Bai, Aiwu Hang, Tulin Lu, Chunqin Mao,An iridoid glycoside from Cornus officinalis balances intestinal microbiome disorder and alleviates alcohol-induced liver injury,Journal of Functional Foods,Volume 82,2021,104488,ISSN 17. Gao, X., Liu, Y., Wang, L., Sai, N., Liu, Y., & Ni, J. (2020). Morroniside Inhibits H2O2-Induced Podocyte Apoptosis by Down-Regulating NOX4 Expression Controlled by Autophagy In Vitro. Frontiers in pharmacology, 11, 533809. https://doi.org/10.3389/fphar.20 18. Lv, Gaohong, et al. "Effect of morroniside on glomerular mesangial cells through AGE-RAGE pathway." Human cell 29.4 (2016): 148-154.https://doi.org/10.1007/s13577-015-0128-0 19. Hengqiang Zhao, Changjiangsheng Lai, Minmin Zhang, Siduo Zhou, Qian Liu, Daijie Wang, Yanling Geng, Xiao Wang, an improved 2D-HPLC-UF-ESI-TOF/MS approach for enrichment and comprehensive characterization of minor neuraminidase inhibitors from Flos Lonicera 20. Hengqiang Zhao, Changjiangsheng Lai, Minmin Zhang, Siduo Zhou, Qian Liu, Daijie Wang, Yanling Geng, Xiao Wang, an improved 2D-HPLC-UF-ESI-TOF/MS approach for enrichment and comprehensive characterization of minor neuraminidase inhibitors from Flos Lonicera 21. [IF = 4.759] Wenhua Ji et al. "Water-compatible micron-sized monodisperse molecularly imprinted beats for selective extraction of five iridoid glycosides from Cornus officinalis fructus." J Chromatogr A. 2017 Jun;1504:1 22. [IF = 4.472] Yang Cui-cui et al. "Morroniside-Induced PP2A Activation Antagonizes Tau Hyperphosphorylation in a Cellular Model of Neurodegeneration." J Alzheimers Dis. 2016 Jan;51(1):33-44 23. [IF = 4.174] Lv Gaohong et al. "Effect of morroniside on glomerular mesangial cells through AGE-RAGE pathway." Hum Cell. 2016 Oct;29(4): 148-154 24. [IF = 4.142] Ji Wenhua et al. "Superhydrophilic molecularly imprinted polymers based on a single cross-linking monomer for the recognition of iridoid glycosides in Di-huang pills." Anal Bioanal Chem. 2018 Oct;410(25):6539-6548 25. [IF = 5.396] Binkai Han et al. "Ultrasound-assisted enzymatic extraction of Corni Fructus alpha-glucosidase inhibitors improves insulin resistance in HepG2 cells." Food Funct. 2021 Oct;12(20):9808-9819 26. [IF = 4.451] Xiao Han et al. "An iridoid glycoside from Cornus officinalis balances intestinal microbiome disorder and alleviates alcohol-induced liver injury." J Funct Foods. 2021 Jul;82:104488 27. [IF = 4.225] Xue Gao et al. "Morroniside Inhibits H2O2-Induced Podocyte Apoptosis by Down-Regulating NOX4 Expression Controlled by Autophagy In Vitro." Front Pharmacol. 2020; 11: 533809 28. [IF = 3.935] Hengqiang Zhao et al. "An improved 2D-HPLC-UF-ESI-TOF/MS approach for enrichment and comprehensive characterization of minor neuraminidase inhibitors from Flos Lonicerae Japonicae." J Pharmaceut Biomed. 2019 Oct;175:112758 29. [IF = 3] Hui-Qin PAN et al. "Plant metabolomics for studying the effect of two insecticides on comprehensive constituents of Lonicerae Japonicae Flos." Chin J Nat Medicines. 2021 Jan;19:70 30. [IF = 6.53] Pan Sun et al."Jiangu granule ameliorated OVX rats bone loss by modulating gut microbiota-SCFAs-Treg/Th17 axis."BIOMEDICINE & PHARMACOTHERAPY. 2022 Jun;150:112975 31. [IF=3.935] Yi-Jie Qian et al."Quality evaluation of raw and processed Corni Fructus by UHPLC-QTOF-MS and HPLC coupled with color determination."JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS. 2022 Sep;218:114842 |
25406-64-8 - Reference Information
| Overview | mornoside, a kind of iridoid glycoside compound, is mainly found in Fructus Corni and elderberry. With antioxidant, anti-apoptotic, increase neurotrophic, promote nerve growth, reduce blood viscosity, anticoagulant, anti-platelet aggregation, protect endothelial cells and myocardial cells, inhibit melanin formation, promote fracture healing, hypoglycemic and other pharmacological effects, commonly used in the treatment or prevention of major brain diseases, such as stroke, cerebral ischemia reperfusion injury, dementia, Parkinson's disease. |
| physicochemical properties | α-body, white powder,[α]D16-98 °(c = 1, water); the pentacetylated product was colorless needle-like crystals (ethanol), melting point 149-150 ° c.,[α]D16-83 °(c = 1, chloroform). Β-body, pentacylated as crystalline (ethanol), melting point 127-128 °c. UV Max CH3OH nm (lg ε):240 (4.07). IRνmaxnujolcm-1:3350,1690,1640. 1H NMR (D2O)δ:7.57 (s,3-H),6.86,6.83,(dd,J = 9Hz,1-H),3.73(s,COOCH3),1.36,1.32 (dd,J = 7Hz,CH3). |
| determination of content | HPLC method (1) chromatographic conditions column: Kromasil-100C18 (46mm × 150mm); Mobile phase: 0.05mol/L sodium dihydrogen phosphate buffer-acetonitrile (6.4:1); Flow rate: 0.5/min; Detection wavelength: 240nm. (2) preparation of control solution an appropriate amount of the mornoside control was accurately weighed, and methanol was added to prepare a solution containing 0.3mg per ml as a control solution. (3) preparation of sample solution an injection solution was taken as a sample solution. (4) determination of accurate sample and control solution of 10 μL each sample, analysis, external standard method to calculate the content. (5) chromatogram Figure 1 is the HPLC chromatogram of Cornus officinalis injection. Results of determination of content in injection (n = 5,%) |
| pharmacological action | 1. Effects on SH-SY5Y neurons inflammation, apoptosis, oxidative stress injury, Ca2 overload, mitochondrial dysfunction and amino acid toxicity are the main causes of cerebral ischemia reperfusion injury. Therefore, it can prevent and treat cerebral ischemia reperfusion injury from inhibiting apoptosis, blocking glutamate receptors, scavenging free radicals, promoting the growth and repair of brain tissue, blocking Ca2 influx, reducing inflammatory response and so on. (1) The promotion of SH-SY5Y nerve cell growth the size of the cell area, the length of the axon length, the number of cells is an important indicator of cell growth. Mornoside can increase the MTT metabolic rate of nerve cells, increase the length of cell axon, increase the cell body area and cell count. Therefore, it can be inferred that the survival rate of SH-SY5Y cells can be increased, the number of cell growth is increased, and the growth of SH-SY5Y nerve cells is promoted. (2) inhibition of H2O2 induced oxidative damage of SH-SY5Y nerve cells, which can inhibit the production of intracellular reactive oxygen species and NO induced by H2O2, and increase the intracellular glutathione (GSH content, in order to play the role of small molecule antioxidant. Nerve growth factor (NGF) and brain-derived neurotrophic factor (BDNF) belong to the nerve growth factor family. NGF has the function of nourishing neurons and regulating their growth, development, differentiation and expression. BDNF is a protein synthesized in the brain, which plays an important role in the survival, differentiation, growth, development, injury resistance and repair of neurons. The effect of NGF and the expression of BNDF can be enhanced by mornoside. It is indicated that monoside can protect against H2O2 induced SH-SY5Y nerve cell injury, and the mechanism may be through promoting cell differentiation, regeneration, improving the pathological state of nerve cells, repair of damaged neurons and other ways to make part of the cell survival after stress injury. (3) effect on apoptosis of SH-SY5Y nerve cells mornoside can prevent the decrease of mitochondrial membrane potential of SH-SY5Y cells induced by H2O2 damage, reduce the release of cytochrome C(Cyt-c), and reduce the activity of caspase-3. (4) effects on intracellular calcium overload, cytotoxicity and cerebral cortex IL-1β during cerebral ischemia-reperfusion, monosine can inhibit the increase of intracellular free Ca2, Ca2 influx caused by H2O2, inhibit the release of LDH and the increase of IL-1β in brain tissue, and reduce brain tissue damage. It can be seen that when cerebral ischemia reperfusion injury occurs, mornoside reduces and counteracts the injury induced by ischemia by inhibiting calcium overload, inflammatory response and anti cytotoxicity. 2. The influence of blood viscosity, coagulation function and platelet aggregation on blood viscosity, that is, blood viscosity, is often used as an index to prevent thrombosis such as brain stroke in clinic. The blood viscosity is proportional to the blood flow resistance, the higher the viscosity, the greater the resistance, the greater the effect on microcirculation perfusion. It was found that monosine could effectively reduce the increase of blood viscosity caused by focal cerebral ischemia model. It can antagonize the coagulation function of focal cerebral ischemia-reperfusion rats, improve blood viscosity and inhibit platelet aggregation. 3. Effects on myocardial cells high blood sugar easily lead to myocardial cell damage, increased levels of oxidative stress, lactate dehydrogenase isoenzyme (LDH), serum aspartate aminotransferase (GOT) two kinds of myocardial enzymes from the rupture of the cell membrane outflow into the blood, reduce the antioxidant function of SOD induced free radical metabolism disorder, increase MDA (malondialdehyde) content, increase cell membrane damage. Mornoside can resist the changes of cell morphology caused by high glucose, improve the survival rate of myocardial cells, reduce the content of LDH, GOT, MDA, and improve the activity of SOD. From this, it is presumed that mornoside can protect against damage caused by hyperglycemia by increasing the antioxidant capacity of cardiomyocytes. Inhibition of melanin synthesis melasma is a pigmented disease, the formation of which is mainly related to the excessive synthesis of melanin, and the oxidation of tyrosine is the source of melanin formation. Tyrosinase is the main rate-limiting enzyme in the melanin biosynthesis pathway, and its activity determines the rate of melanin synthesis. Mornoside can inhibit tyrosinase activity and is presumed to inhibit melanin synthesis by inhibiting tyrosinase activity. It can promote the release of intracellular calcium and promote the proliferation, differentiation and mineralization of osteoblasts. It is concluded that monocroside can promote the healing of fracture. 6. Diabetic nephropathy is a serious complication of diabetes, advanced glycation end-stage products (AGEs) reduce protein function and aging, glomerular endothelial cell injury easily lead to prolonged insulin action, lead to glomerular sclerosis and Tubulointerstitial fibrosis, destruction of glomerular filtration barrier and so on. Therefore, AGEs and glomerular endothelial cell injury play a crucial role in the pathogenesis of diabetic nephropathy. It can reduce the generation of AGEs, protect human umbilical vein endothelial cells (HUVEC) from injury induced by high glucose, and reduce the levels of blood glucose, urine protein, serum albumin and total protein in diabetic rats. 7. Other pharmacological activities: mornoside can improve the abnormal differentiation of adipocytes; Significantly promote the proliferation of lymphocytes; Inhibit PTP-1B; It is also one of the pharmacodynamic material basis of Liuwei Dihuang pill for tonifying kidney. |
| Application | is commonly used in the treatment or prevention of major brain diseases, such as stroke, cerebral ischemia reperfusion injury, dementia, Parkinson's disease, etc. The physical and chemical properties, pharmacological effects and applications of monoside are the editing and finishing of Ding Hong. (2016-01-13) |
| Chemical properties | derived from Corni Cornus official Sieb. et Zucc. The drying of the mature pulp. |
| Use | for content determination/identification/pharmacological experiments. Pharmacological Efficacy: it can protect cells from H2O2 induced cytotoxicity and apoptosis, so it can be used as a neuroprotective drug. |
Last Update：2024-04-10 22:29:15
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Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
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Product Name: Morroniside Visit Supplier Webpage Request for quotationCAS: 25406-64-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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