JBIR-15 | 1198588-57-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: JBIR-15
• 英文别名: (2E,4E,6E)-N-[(3S,6S,9S)-3,7-dimethyl-2,5,8-trioxo-6-propan-2-yl-1,4,7-triazacyclododec-9-yl]octa-2,4,6-trienamide
• CAS: 1198588-57-6
• 化学式: C₂₂H₃₄N₄O₄
• 分子量: 418.536
• InChiKey: IBQPLRWXHSRNAW-VUOPYGPLSA-N

物化性质

• 沸点：
  761.6±60.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  4

制备方法与用途

JBIR-15是一种新的阿匹曲辛衍生物，它源自一种名为核盘曲霉Huber Sp080903f04的海绵来源真菌。

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	sclerotiotide D	1232889-40-5	C22H34N4O4	418.536

反应信息

• 作为反应物：
  描述：

  JBIR-15 以 甲醇 、 水 为溶剂， 反应 24.0h， 生成 sclerotiotide D
  参考文献：
  名称：

  Cyclic Tripeptides from the Halotolerant Fungus Aspergillus sclerotiorum PT06-1

  摘要：

  Eleven new aspochracin-type cyclic tripeptides, sclerotiotides A-K (1-11), together with three known compounds, JBIR-15 (12), aspochracin (13), and penicillic acid, were isolated from the ethyl acetate extract of the fermentation broth of the halotolerant Aspergillus sclerotiorum PT06-1 in a hypersaline nutrient-rich medium. Their structures were elucidated by spectroscopic analysis and chemical methods. Chemical transformations of 12 and 13 proved that sclerotiotides D K (4-11) were artifacts probably formed during the fermentation or subsequent isolation steps. All 13 cyclic tripeptides have been evaluated for their antimicrobial and cytotoxic effects. Only sclerotiotides A (1), 13 (2), F (6), and I (9) and JBIR-15 (12) showed selective antifungal activity against Candida albicans with MIC values of 7.5, 3.8, 30, 6.7, and 30 mu M, respectively.

  DOI：

  10.1021/np100198h

文献信息

• Cyclic Tripeptides from the Halotolerant Fungus <i>Aspergillus sclerotiorum</i> PT06-1
  作者：Jinkai Zheng、Zhihong Xu、Yi Wang、Kui Hong、Peipei Liu、Weiming Zhu

  DOI：10.1021/np100198h

  日期：2010.6.25

  Eleven new aspochracin-type cyclic tripeptides, sclerotiotides A-K (1-11), together with three known compounds, JBIR-15 (12), aspochracin (13), and penicillic acid, were isolated from the ethyl acetate extract of the fermentation broth of the halotolerant Aspergillus sclerotiorum PT06-1 in a hypersaline nutrient-rich medium. Their structures were elucidated by spectroscopic analysis and chemical methods. Chemical transformations of 12 and 13 proved that sclerotiotides D K (4-11) were artifacts probably formed during the fermentation or subsequent isolation steps. All 13 cyclic tripeptides have been evaluated for their antimicrobial and cytotoxic effects. Only sclerotiotides A (1), 13 (2), F (6), and I (9) and JBIR-15 (12) showed selective antifungal activity against Candida albicans with MIC values of 7.5, 3.8, 30, 6.7, and 30 mu M, respectively.