dodecyl 4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside | 1337877-47-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dodecyl 4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside
• CAS: 1337877-47-0
• 化学式: C₃₂H₅₆O₁₀
• 分子量: 600.791
• InChiKey: QXQRAFLBZWEMSV-HBBFFOHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.77
• 重原子数：
  42.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  100.14
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  dodecyl 4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-α-L-rhamnopyranoside 在 溶剂黄146 作用下， 以 水 为溶剂， 以81%的产率得到dodecyl 4-O-acetyl-α-L-rhamnopyranosyl-(1->4)-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-2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside 、 1-O-dodecanyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 在 N-碘代丁二酰亚胺 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以74%的产率得到dodecyl 4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl-(1->4)-2,3-O-isopropylidene-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