p-tolyl 4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->3)-4-O-acetyl-2-O-levulinyl-1-thio-α-L-rhamnopyranoside | 1337877-41-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-tolyl 4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->3)-4-O-acetyl-2-O-levulinyl-1-thio-α-L-rhamnopyranoside
• CAS: 1337877-41-4
• 化学式: C₃₁H₄₂O₁₂S
• 分子量: 638.733
• InChiKey: OWJJSMBUDZKQEU-YJUHUOHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  44.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  142.12
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  p-tolyl 4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->3)-4-O-acetyl-2-O-levulinyl-1-thio-α-L-rhamnopyranoside 在 4-二甲氨基吡啶 、 乙酸肼 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 14.5h， 生成 dodecyl tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-acetyl-α-L-rhamnopyranosyl-(1->4)-2,3-di-O-acetyl-α-L-rhamnopyranoside
  参考文献：
  名称：

  Synthesis and antibacterial evaluation of a series of oligorhamnoside derivatives

  摘要：

  A series of novel oligorhamnoside derivatives (1-10) and naturally occurring cleistrioside-5 were synthesized and evaluated for their in vitro antibacterial activities. Among them, dirhamnoside derivative 7 and cleistrioside-5 displayed similar antibacterial profiles and exhibited moderate to good inhibitory activities on bacterial growth against a panel of Gram-positive bacteria (MICs <= 4-32 mu g/mL). The results revealed that these two compounds showed selectivity towards bacterial species strictly, without being affected by the antibiotic-resistant/susceptible properties of one species, which suggested that they might have the potential to avoid antibiotic cross-resistance. In addition, the preliminary SARs of this type of oligorhamnoside derivatives on the antibacterial activities were determined. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.07.028
• 作为产物：
  描述：

  p-tolyl 4-O-acetyl-3-O-(p-methoxybenzyl)-2-O-levulinoyl-1-thio-α-L-rhamnopyranoside 在 三氟甲磺酸三甲基硅酯 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 p-tolyl 4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->3)-4-O-acetyl-2-O-levulinyl-1-thio-α-L-rhamnopyranoside
  参考文献：
  名称：

  Synthesis and antibacterial evaluation of a series of oligorhamnoside derivatives

  摘要：

  A series of novel oligorhamnoside derivatives (1-10) and naturally occurring cleistrioside-5 were synthesized and evaluated for their in vitro antibacterial activities. Among them, dirhamnoside derivative 7 and cleistrioside-5 displayed similar antibacterial profiles and exhibited moderate to good inhibitory activities on bacterial growth against a panel of Gram-positive bacteria (MICs <= 4-32 mu g/mL). The results revealed that these two compounds showed selectivity towards bacterial species strictly, without being affected by the antibiotic-resistant/susceptible properties of one species, which suggested that they might have the potential to avoid antibiotic cross-resistance. In addition, the preliminary SARs of this type of oligorhamnoside derivatives on the antibacterial activities were determined. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.07.028