sclerotiotide A | 1232889-28-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: sclerotiotide A
• 英文别名: (2E,4E,6E)-cyclo-[(NMe-L-Ala)-L-Val-(Nα-octa-2,4,6-trienoyl-L-Orn)]；(2E,4E,6E)-N-[(3S,6S,9S)-3,4-dimethyl-2,5,8-trioxo-6-propan-2-yl-1,4,7-triazacyclododec-9-yl]octa-2,4,6-trienamide
• CAS: 1232889-28-9
• 化学式: C₂₂H₃₄N₄O₄
• 分子量: 418.536
• InChiKey: ZRECDKRYGORPRG-VUOPYGPLSA-N

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

反应信息

• 作为反应物：
  描述：

  sclerotiotide A 在 盐酸 、 水 作用下， 反应 20.0h， 生成 N-甲基-L-丙氨酸 、 L-缬氨酸 、 L-鸟氨酸
  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.