新霉胺
| 中文名称 | 新霉胺 |
|---|---|
| 中文同义词 | 硫酸新霉素杂质 A;新黴素A;工厂已不再生产;新霉胺;硫酸新霉素EP杂质A;新霉素杂质A(EP);新霉素杂质A;新霉素 EP标准品 |
| 英文名称 | (1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL |
| 英文同义词 | 5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL;NEAMINE;U-5214;2-deoxy-4-o-(2,6-diamino-2,6-dideoxy-alpha-d-glucopyranosyl)-d-streptamin;(1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL;5-amino-2-(aminomethyl)-6-(4,6-diamino-2,3-dihydroxycyclohexyl)oxyoxane-3,4-diol;dekamycinv;neamin |
| CAS号 | 3947-65-7 |
| 分子式 | C12H26N4O6 |
| 分子量 | 322.36 |
| EINECS号 | |
| 相关类别 | 对照品-杂质对照品;Intermediates |
| Mol文件 | 3947-65-7.mol |
| 结构式 |  |
新霉胺 性质
| 熔点 | 225.5°C (rough estimate) |
|---|---|
| 比旋光度 | D25+112.8° (c = 1) |
| 沸点 | 460.98°C (rough estimate) |
| 密度 | 1.1885 (rough estimate) |
| 折射率 | 1.6120 (estimate) |
| 储存条件 | Hygroscopic, Refrigerator, Under inert atmosphere |
| 溶解度 | 可溶于酸性水溶液轻微）、甲醇（轻微、加热）、水（轻微） |
| 形态 | Solid |
| 酸度系数(pKa) | 13.24±0.70(Predicted) |
| 颜色 | 白色至浅黄色 |
| 稳定性 | 吸湿性 |
| 主要应用 | pharmaceutical small molecule |
| InChI | InChI=1/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/s3 |
| InChIKey | SYJXFKPQNSDJLI-CLPOQDAFNA-N |
| SMILES | [C@@H]1(O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O)[C@H](N)[C@@H](O)[C@H](O)[C@@H](CN)O1 |&1:0,2,3,6,8,10,12,14,16,18,r| |
新霉胺是新霉素的降解产物，是一种广谱氨基糖苷类抗生素。
Neamine 是一种 Neomycin 的无毒衍生物，也是一种广谱氨基糖苷类抗生素。Neamine 是靶向血管生成素 (angiogenin) 的抗血管生成剂。Neamine 具有有效的抗菌，抗肿瘤和神经保护活性。
Neamine (0.625-25 μM; 48 hours; AsPC-1 cells) treatment inhibits ANG-mediated AsPC-1 cell proliferation in a dose-dependent manner in the range of 0.625-25 μM.
Neamine (100 μM) also blocks the nuclear translocation of ANG effectively.
Cell Proliferation Assay
| Cell Line: | AsPC-1 cells |
| Concentration: | 0.625 µM, 1.25 µM, 2.5 µM, 5 µM, 10 µM, 25 µM |
| Incubation Time: | 48 hours |
| Result: | Inhibited angiogenin (ANG)-induced AsPC-1 cells proliferation. |
Neamine (30-60 mg/kg; subcutaneous injection; daily; for 14 days; male Balb/c nude mice) has anti-tumor effects on AsPC-1 xenograft models. Neamine reduces the expression levels of ANG, Ki-67 and CD31 in tumor xenografts.
| Animal Model: | Male Balb/c nude mice (4 weeks old) injected with AsPC-1 cells |
| Dosage: | 30 mg/kg, 60 mg/kg |
| Administration: | Subcutaneous injection; daily; for 14 days |
| Result: | Had anti-tumor effects on AsPC-1 xenograft models. |