异浙贝甲素 | 23496-43-7

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: 异浙贝甲素
• 英文名称: isoverticine
• 英文别名: Dihydroimperialin；Dihydroverticine；(1R,2S,6S,9S,10S,11S,14S,15S,17R,18S,20S,23R,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosane-10,17,20-triol
• CAS: 23496-43-7
• 化学式: C₂₇H₄₅NO₃
• 分子量: 431.659
• InChiKey: IUKLSMSEHKDIIP-RZNVUHDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  63.9
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 储存条件：
  存储条件：2-8°C，密封保存，置于干燥处。

制备方法与用途

生物活性

Isoverticine 是从 Fritillaria pallidiflora 球茎中分离出的一种具有生物活性的等甾体生物碱，表现出显著的细胞毒性。

体外研究

Isoverticine 的半数抑制浓度（IC₅₀）分别为 49.56、31.63、61.91 和 108.8 µg/mL。

反应信息

• 作为反应物：
  描述：

  异浙贝甲素 、 1-萘甲酰氯 在 氯化亚砜 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以100.27%的产率得到isoverticine 3β,6β-bis(1-naphthoate)
  参考文献：
  名称：

  Prederivatization and High-Performance Liquid Chromatographic Analysis of Alkaloids of Bulbs of Fritillaria

  摘要：

  A method of prederivatization and HPLC with UV detection was developed for the simultaneous analysis of five major steroidal alkaloids of the Fritillaria species: verticine, verticinone, isoverticine, ebeiedine, and ebeiedinone. Derivatization was carried out by esterification of the hydroxyl-containing Fritillaria alkaloids to the corresponding naphthoates with 1-naphthoyl chloride. Reaction conditions were optimized and the yields of the derivatization were between 94 and 100% for all test alkaloids. Derivatized alkaloids were characterized by mass spectrometry and HPLC-MS. The validated HPLC-UV method demonstrated linear UV response at the sampling ranges used, and a test limit of 1 mu g/mL was determined for all analytes. This analytical method is simple, convenient, and readily reproducible. The developed method was applied to the analysis of the major pharmacologically active alkaloids in three medicinally used Fritillaria species: F. cirrhosa F. thunberghii, and F. hupehensis. Five major Fritillaria alkaloids were simultaneously analyzed qualitatively and quantitatively from crude extracts of each of these herbs.

  DOI：

  10.1021/js960211v
• 作为产物：
  描述：

  贝母素乙 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 异浙贝甲素
  参考文献：
  名称：

  Kaneko, Ko; Naruse, Nobuaki; Tanaka, Mikako, Chemical and pharmaceutical bulletin, 1980, vol. 28, # 12, p. 3711 - 3713

  摘要：

  DOI：