3-O-descladinosyl-6,11-di-O-methylerythromycin A | 176952-50-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-O-descladinosyl-6,11-di-O-methylerythromycin A
• 英文别名: (3R,4S,5S,6R,7R,9R,11R,12R,13R,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-4,13-dihydroxy-7,12-dimethoxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
• CAS: 176952-50-4
• 化学式: C₃₁H₅₇NO₁₀
• 分子量: 603.794
• InChiKey: LMLQTQKUVRHMGN-ALGKBVCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  144
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  3-O-descladinosyl-6,11-di-O-methylerythromycin A 、 乙酸酐 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以93%的产率得到2'-O-acetyl-3-O-descladinosyl-6,11-di-O-methylerythromycin A
  参考文献：
  名称：

  Synthesis and antibacterial activity of 3-O-carbamoyl derivatives of 6,11-di-O-methylerythromycin A: A novel class of acylides

  摘要：

  A novel series of acylides, 3-O-carbamoyl derivatives of 6,11-di-O-methylerythromycin A, were synthesized and evaluated for their antibacterial activity. These compounds have significant antibacterial activity against Gram-positive pathogens, including erythromycin-resistant but methicillin-susceptible Staphylococcus aureus, erythromycin-resistant and methicillin-resistant S. aureus, erythromycin-resistant Streptococcus pneumoniae, and Gram-negative pathogens, such as Haemophilus influenzae. Among the derivatives tested, compounds 4p, 4r, 4w, 4x and 4z were found to have potent activity against most susceptible and resistant bacteria. Compound 4p exhibited excellent antibacterial activity in comparison to the others. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.009
• 作为产物：
  描述：

  6,11-Di-O-methylerythromycin A 在 盐酸 、 水 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 24.0h， 以78%的产率得到3-O-descladinosyl-6,11-di-O-methylerythromycin A
  参考文献：
  名称：

  Synthesis and antibacterial activity of 3-O-carbamoyl derivatives of 6,11-di-O-methylerythromycin A: A novel class of acylides

  摘要：

  A novel series of acylides, 3-O-carbamoyl derivatives of 6,11-di-O-methylerythromycin A, were synthesized and evaluated for their antibacterial activity. These compounds have significant antibacterial activity against Gram-positive pathogens, including erythromycin-resistant but methicillin-susceptible Staphylococcus aureus, erythromycin-resistant and methicillin-resistant S. aureus, erythromycin-resistant Streptococcus pneumoniae, and Gram-negative pathogens, such as Haemophilus influenzae. Among the derivatives tested, compounds 4p, 4r, 4w, 4x and 4z were found to have potent activity against most susceptible and resistant bacteria. Compound 4p exhibited excellent antibacterial activity in comparison to the others. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.009

文献信息

• Synthesis and antibacterial activity of 3-O-carbamoyl derivatives of 6,11-di-O-methylerythromycin A: A novel class of acylides
  作者：Zhongyuan Wu、Yong Lu、Ming Luo、Xianran He、Yuling Xiao、Jin Yang、Yuanhu Pan、Guofu Qiu、Hao Guo、Hao Hu

  DOI：10.1016/j.ejmech.2010.05.009

  日期：2010.9

  A novel series of acylides, 3-O-carbamoyl derivatives of 6,11-di-O-methylerythromycin A, were synthesized and evaluated for their antibacterial activity. These compounds have significant antibacterial activity against Gram-positive pathogens, including erythromycin-resistant but methicillin-susceptible Staphylococcus aureus, erythromycin-resistant and methicillin-resistant S. aureus, erythromycin-resistant Streptococcus pneumoniae, and Gram-negative pathogens, such as Haemophilus influenzae. Among the derivatives tested, compounds 4p, 4r, 4w, 4x and 4z were found to have potent activity against most susceptible and resistant bacteria. Compound 4p exhibited excellent antibacterial activity in comparison to the others. (C) 2010 Elsevier Masson SAS. All rights reserved.