Name | Toosendanin |
Synonyms | Toosendani TOOSENDANIN Toosendanin Chuanliansu Chuanliansu 28-Deacetylsendanin Toosendanin 58812-37-6 12-AcetoxyaMoorastatin |
CAS | 58812-37-6 |
InChI | InChI=1/C30H38O11/c1-13(31)39-20-10-19(34)29-12-38-25(36)26(20,3)17(29)9-18(33)28(5)23(29)22(35)24(40-14(2)32)27(4)16(15-6-7-37-11-15)8-21-30(27,28)41-21/h6-7,11,16-21,23-25,33-34,36H,8-10,12H2,1-5H3/t16-,17-,18+,19-,20?,21+,23-,24-,25?,26+,27+,28+,29+,30+/m0/s1 |
Molecular Formula | C30H38O11 |
Molar Mass | 574.62 |
Density | 1.2084 (rough estimate) |
Melting Point | 170-175°C |
Boling Point | 555.97°C (rough estimate) |
Specific Rotation(α) | -13.1°(c=1.75,acetone) |
Flash Point | 385.6°C |
Solubility | Easily soluble in pyridine, acetone, ethanol, methanol, slightly soluble in chloroform, benzene, almost insoluble in petroleum ether and water. |
Vapor Presure | 2.15E-21mmHg at 25°C |
Appearance | White crystalline powder |
Color | White to Pale Beige |
pKa | 12.15±0.70(Predicted) |
Storage Condition | Refrigerator |
Refractive Index | 1.5970 (estimate) |
MDL | MFCD00210564 |
Physical and Chemical Properties | Effective ingredients derived from the root bark and bark of Neem. |
In vivo study | Toosendanin (0.5 and 1 mg/kg, Intraperitoneal injection daily for 7 days) alleviates DSS-induced experimental colitis by inhibiting M1 macrophage polarization and regulating NLRP3 inflammasome and Nrf2/HO-1 signaling, and may provide a novel Chinese patent medicine for the treatment of murine colitis. Animal Model: Forty-eight male C57BL/6 mice weighing 20-22 g. Dosage: 0.5 and 1 mg/kg. Administration: Intraperitoneal injection daily for 7 days. Result: Protected against DSS-induced colitis in mice. Inhibited the expression of proinflammatory cytokines in DSS-induced UC and improved oxidative stress. |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
HS Code | 29389090 |
Reference Show more | 1. Ji from Lan, Gui, Shuangying, Zuojian. Comparative study on different processed products of fructus toosendan [J]. Modern Chinese medicine research and practice 2012 026(002):51-53. 2. Bai ruocen Liu Mei Zhang Xiaoqing Chen Yanfei Wang Miao Zhao Chunjie. Simultaneous determination of four components in Danyi Kangtai powder by HPLC with two-wavelength change [J]. Journal of Shenyang Pharmaceutical University 2017 34(12):1072-1076 1083. 3. Nieying, Li Zhiyu, Yao Weifeng. Analysis of chemical components of Azadirachta praeparata by liquid chromatography time-of-flight mass spectrometry [J]. Anhui Medical Journal, 2013(06):943-945. 4. Yu Jiaoyan, Wang Qingwei, Shi Lei, et al. Pharmacokinetics of toosendanin in the extract of fructus toosendan in rats [J]. China Medical leads, 2019, 016(030):21-25. 5. Niqi bin, Chen Ling, Chen Qian, etc. HPLC-TOF-MS analysis of chemical constituents in fructus toosendan decoction pieces [J]. Chinese Journal of Hospital Pharmacy, 2013, 33(023): 448-1951. 6. Shao Xiying, Cai Jinwei, Jin Hongchuan, etc. Inhibitory effect of toosendanin on proliferation of breast cancer MDA-MB-231 cells [J]. Jiangsu Medicine, 2015(11):1255-1257. 7. Cai Jinwei, Tang Haibiao, Shao Xiying, et al. Inhibitory effect of toosendanin on the growth of breast cancer cells [J]. Chinese Journal of Cancer, 2014, 23(004):342-345. 8. Li Shaoru, Li Yan, Hu Ruili, etc. Toosendanin inhibits ovarian cancer growth and promotes tumor cell apoptosis in nude mice [J]. Basic & Clinical Medicine, 2019, 039(007):1031-1035. 9. Nieying, Yao Weifeng. Optimization of ultrasonic-assisted extraction of toosendanin from fructus toosendan by orthogonal design [J]. Jilin Traditional Chinese Medicine, 2012, 32(010):1054-1056. 10. [IF = 5.34] Fan Yang et al."Identification of serum microRNAs as potential biological biomarkers for toosendanin-induced liver injury in mice." Phytopedicine. 2019 May;58:152867 11. [IF = 4.667] Ge Wang et al."Toosendanin Shows Potent Efficacy Against Human Ovarian Cancer through Caspase-Dependent Mitochondrial Apoptotic Pathway."Am J Chinese Med. 2021 Sep;49(07):1757-1772 12. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950 13. [IF=5.192] Jingnan Zhang et al.Toosendanin and isotoosendanin suppress triple-negative breast cancer growth via inducing necrosis, apoptosis and autophagy.Chem-Biol Interact. 2021 Nov;:109739 14. [IF=6.576] Mei Yang et al."Chemical Variation of Chenpi (Citrus Peels) and Corresponding Correlated Bioactive Compounds by LC-MS Metabolomics and Multibioassay Analysis."Front Nutr. 2022; 9: 825381 |
It is present in the bark and seed nuclei of Melia Azadirachta and Melia Azadirachta. Technological process: the bark of Melia azedarach is crushed, extracted, vacuum concentrated, spray dried, and the crude extract is extracted with a compound solvent to make toosendanin insecticidal emulsifiable concentrate (or processed into toosendanin wettable powder insecticide).
plant-derived insecticides, mainly for the insect Antifeedant, avoid, interfere with growth and development and poison the role of a variety of pests have a high activity, can be used to control a variety of lepidopteran pests such as Brassica rapa, Spodoptera litura, diamondback moth, rape moth larvae. Most with other pesticides such as fenvalerate, urea and other mixtures for the control of pests such as cabbage.
low toxicity to higher animals, mice acute oral LD50 >lOOOOmg/kg