(S)-2-amino-N-(2-(N'-tert-butyloxycarbonylamino)ethyl)-3-(1H-indol-3-yl)propanamide | 938053-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (S)-2-amino-N-(2-(N'-tert-butyloxycarbonylamino)ethyl)-3-(1H-indol-3-yl)propanamide
• CAS: 938053-41-9
• 化学式: C₁₈H₂₆N₄O₃
• 分子量: 346.429
• InChiKey: IGVHMBDAFGMTFV-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  109.24
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-2-amino-N-(2-(N'-tert-butyloxycarbonylamino)ethyl)-3-(1H-indol-3-yl)propanamide 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 N¹,N³,N⁵-tris((S)-1-(2-aminoethyl)-2-(1H-indol-3-yl)ethyl)benzene-1,3,5-tricarboxamide
  参考文献：
  名称：

  Design of antimicrobial compounds based on peptide structures

  摘要：

  New antimicrobial compounds are of major importance because of the growing problem of bacterial resistance and antimicrobial peptides have been gaining a lot of interest. Their mechanism of action, however, is often obscure. Here a set of non-peptidic compounds with antimicrobial activity are presented that have been designed based on criteria derived from three-dimensional structures of antimicrobial peptides. Even though only a small set of compounds has been designed, the activity immediately matches that of the original peptides, supporting the proposed criteria for activity, i.e. not the peptidic nature of antimicrobial peptides is responsible for their activity but rather the proper arrangement of the relevant functional groups. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.075
• 作为产物：
  描述：

  N-苄氧羰基-L-色氨酸 在 palladium on activated charcoal 氢气 、 1-羟基苯并三唑一水物 、 N,N'-二异丙基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、500.01 kPa 条件下， 反应 4.5h， 生成 (S)-2-amino-N-(2-(N'-tert-butyloxycarbonylamino)ethyl)-3-(1H-indol-3-yl)propanamide
  参考文献：
  名称：

  Design of antimicrobial compounds based on peptide structures

  摘要：

  New antimicrobial compounds are of major importance because of the growing problem of bacterial resistance and antimicrobial peptides have been gaining a lot of interest. Their mechanism of action, however, is often obscure. Here a set of non-peptidic compounds with antimicrobial activity are presented that have been designed based on criteria derived from three-dimensional structures of antimicrobial peptides. Even though only a small set of compounds has been designed, the activity immediately matches that of the original peptides, supporting the proposed criteria for activity, i.e. not the peptidic nature of antimicrobial peptides is responsible for their activity but rather the proper arrangement of the relevant functional groups. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.075

文献信息

• Antiviral Activity of Anthranilamide Peptidomimetics against Herpes Simplex Virus 1 and a Coronavirus
  作者：Umme Laila Urmi、Samuel Attard、Ajay Kumar Vijay、Mark D. P. Willcox、Naresh Kumar、Salequl Islam、Rajesh Kuppusamy

  DOI：10.3390/antibiotics12091436

  日期：——

  compounds against two viruses: Murine hepatitis virus 1 (MHV-1) which is a surrogate of human coronaviruses and herpes simplex virus 1 (HSV-1). The half-maximal inhibitory concentration (IC50) values of these compounds were determined in vitro to assess their potency as antiviral agents. Compounds 11 and 14 displayed the most potent inhibitory effects with IC50 values of 2.38 μM, and 6.3 μM against MHV-1

  开发有效的抗病毒药物对于对抗全球病毒感染负担至关重要。传统的抗病毒药物开发涉及针对特定的病毒蛋白，这可能导致耐药菌株的出现。为了探索替代策略，我们研究了抗菌拟肽化合物的抗病毒潜力。在这项研究中，我们评估了 17 种基于邻氨基苯甲酰胺的短肽模拟化合物针对两种病毒的抗病毒潜力：鼠肝炎病毒 1 (MHV-1)（人类冠状病毒的替代品）和单纯疱疹病毒 1 (HSV-1)。在体外测定这些化合物的半最大抑制浓度（IC50）值，以评估它们作为抗病毒剂的效力。化合物11和14对MHV-1表现出最有效的抑制作用，IC50值为2.38μM和6.3μM，而化合物9和14对HSV-1表现出的IC50值为14.8μM和13μM。多项抗病毒评估和通过透射电子显微镜（TEM）获得的显微图像共同证明这些化合物对病毒包膜产生直接影响。基于这一结果，可以得出结论，拟肽化合物可以为开发有效的抗病毒药物提供新方法。