网球花胺

网球花胺是一种来自石蒜科的具有文殊兰碱结构的生物鹼,化学式为C17H19NO4[1](+)-网球花胺可以D-葡萄糖为原料经多步反应合成得到。[2]它在吡啶存在下和乙酸酐反应,可以得到11-乙酰基网球花胺。[3]

网球花胺
IUPAC名
3β-Methoxy-1,2-didehydro-5α,13α,19α-crinan-11β-ol
系统名
(3S,4aS,5S,11bS,12R)-3-Methoxy-4,4a-dihydro-3H,6H,9H-5,11b-ethano[1,3]dioxolo[4,5-j]phenanthridin-12-ol
别名 Hemanthamine
识别
CAS号 466-75-1
PubChem 441593
SMILES
 
  • CO[C@H]1C[C@H]2[C@@]3(C=C1)[C@H](CN2CC4=CC5=C(C=C34)OCO5)O
KEGG C08527
性质
化学式 C17H19NO4
摩尔质量 301.34 g·mol−1
熔点 200~202 °C
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. . MeSH Database. National Center for Biotechnology Information. [2024-02-06]. (原始内容存档于2024-02-06).
  2. Total synthesis of Amaryllidaceae alkaloids, (+)-vittatine and (+)-haemanthamine, starting from d-glucose. Tetrahedron, 2007. doi:10.1016/j.tet.2007.05.041.
  3. Synthesis and antimalarial activity of new haemanthamine-type derivatives. Bioorganic & Medicinal Chemistry. 2012. doi:10.1016/j.bmc.2012.07.036.
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