CT2108A

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂非酮类
• 英文名称: CT2108A
• 英文别名: (7S)-3-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-7-methyl-6,8-dioxo-7,8-dihydro-6H-oxireno[j]isochromen-7-yl (3S)-3-hydroxybutanoate；[(7S)-3-[(1E,3E,5E)-hepta-1,3,5-trienyl]-7-methyl-6,8-dioxo-1aH-oxireno[2,3-j]isochromen-7-yl] (3S)-3-hydroxybutanoate
• 化学式: C₂₁H₂₂O₇
• 分子量: 386.401
• InChiKey: DHOBWLDZMMCUPR-QBINLZOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  CT2108A 在 正丁基锂 、 六氯化钨 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以41%的产率得到CT-2108-B
  参考文献：
  名称：

  CT2108A and B:  New Fatty Acid Synthase Inhibitors as Antifungal Agents

  摘要：

  A systematic screen for new natural products that displayed antifungal activity by inhibition of fungal fatty acid synthase (FAS) led to the discovery of two new fungal metabolites, designated CT2108A (1) and CT2108B (2). The metabolites were produced by Penicillium solitum (Westling) strain CT2108 and were classified as azaphilones. The structures of these new metabolites were determined using a variety of 1D and 2D NMR experiments, including COSY, HMQC, and HMBC. The chemical conversion of CT2108A to CT2108B was effected using WCl6. The related metabolite, patulodin (3), was also isolated from the fermentation culture of this P. solitum isolate. Both new compounds inhibited fungal FAS, and neither was found to significantly inhibit human FAS activity.

  DOI：

  10.1021/np030046g

文献信息

• CT2108A and B:  New Fatty Acid Synthase Inhibitors as Antifungal Agents
  作者：Jodi A. Laakso、Robert Raulli、Gail E. McElhaney-Feser、Paul Actor、Ted L. Underiner、Brian J. Hotovec、Ursula Mocek、Ronald L. Cihlar、Sheldon E. Broedel

  DOI：10.1021/np030046g

  日期：2003.8.1

  A systematic screen for new natural products that displayed antifungal activity by inhibition of fungal fatty acid synthase (FAS) led to the discovery of two new fungal metabolites, designated CT2108A (1) and CT2108B (2). The metabolites were produced by Penicillium solitum (Westling) strain CT2108 and were classified as azaphilones. The structures of these new metabolites were determined using a variety of 1D and 2D NMR experiments, including COSY, HMQC, and HMBC. The chemical conversion of CT2108A to CT2108B was effected using WCl6. The related metabolite, patulodin (3), was also isolated from the fermentation culture of this P. solitum isolate. Both new compounds inhibited fungal FAS, and neither was found to significantly inhibit human FAS activity.