3-Hydroxy-2,2-bis(hydroxymethyl)propyl 12-hydroxyoctadec-9-enoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-Hydroxy-2,2-bis(hydroxymethyl)propyl 12-hydroxyoctadec-9-enoate
• 英文别名: [3-hydroxy-2,2-bis(hydroxymethyl)propyl] 12-hydroxyoctadec-9-enoate
• 化学式: C₂₃H₄₄O₆
• 分子量: 416.599
• InChiKey: LWVWRVPXEAYXDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  季戊四醇 、 castor oil 在 lead(II) oxide 作用下， 以21.2%的产率得到3-Hydroxy-2,2-bis(hydroxymethyl)propyl 12-hydroxyoctadec-9-enoate
  参考文献：
  名称：

  Candidate Polyurethanes Based on Castor Oil (Ricinus communis), with Polycaprolactone Diol and Chitosan Additions, for Use in Biomedical Applications

  摘要：

  聚氨酯具有生物相容性、可降解性、无毒性和化学多功能性，因此被广泛用于医疗器械的开发。聚氨酯是由从蓖麻油和异佛尔酮二异氰酸酯中提取的多元醇以及聚己内酯二醇（15% w/w）和壳聚糖（3% w/w）制成的。这项研究的目的是评估多元醇的类型以及聚己内酯二醇和壳聚糖的掺入对聚氨酯的机械和生物特性的影响，从而找出最适合伤口敷料或组织工程等应用的聚氨酯。聚氨酯的特性包括应力应变、无梗液滴法接触角、热重分析、差示扫描量热仪、吸水性和酶促体外降解。使用比色法 MTT 和 LIVE/DEAD 试剂盒对细胞株 L-929（小鼠胚胎成纤维细胞）进行了 24 小时细胞毒性测试，以评估其体外生物特性。通过 MILLIPLEX® MAP 试剂盒在 THP-1 细胞等细胞模型中检测抗炎和促炎细胞因子的表达，对聚氨酯基材料可能产生的炎症效应进行了体外评估。对从蓖麻油中提取的多元醇进行改性，可提高其机械性能，适用于多种应用。所评估的聚氨酯不会对所评估的细胞系产生细胞毒性作用。由于所评估的聚氨酯具有更好的机械性能和生物相容性，建议将其作为伤口敷料的候选生物材料。

  DOI：

  10.3390/molecules24020237

文献信息

• Candidate Polyurethanes Based on Castor Oil (Ricinus communis), with Polycaprolactone Diol and Chitosan Additions, for Use in Biomedical Applications
  作者：Yomaira Uscátegui、Luis Díaz、José Gómez-Tejedor、Ana Vallés-Lluch、Guillermo Vilariño-Feltrer、María Serrano、Manuel Valero

  DOI：10.3390/molecules24020237

  日期：——

  Polyurethanes are widely used in the development of medical devices due to their biocompatibility, degradability, non-toxicity and chemical versatility. Polyurethanes were obtained from polyols derived from castor oil, and isophorone diisocyanate, with the incorporation of polycaprolactone-diol (15% w/w) and chitosan (3% w/w). The objective of this research was to evaluate the effect of the type of polyol and the incorporation of polycaprolactone-diol and chitosan on the mechanical and biological properties of the polyurethanes to identify the optimal ones for applications such as wound dressings or tissue engineering. Polyurethanes were characterized by stress-strain, contact angle by sessile drop method, thermogravimetric analysis, differential scanning calorimetry, water uptake and in vitro degradation by enzymatic processes. In vitro biological properties were evaluated by a 24 h cytotoxicity test using the colorimetric assay MTT and the LIVE/DEAD kit with cell line L-929 (mouse embryonic fibroblasts). In vitro evaluation of the possible inflammatory effect of polyurethane-based materials was evaluated by means of the expression of anti-inflammatory and proinflammatory cytokines expressed in a cellular model such as THP-1 cells by means of the MILLIPLEX® MAP kit. The modification of polyols derived from castor oil increases the mechanical properties of interest for a wide range of applications. The polyurethanes evaluated did not generate a cytotoxic effect on the evaluated cell line. The assessed polyurethanes are suggested as possible candidate biomaterials for wound dressings due to their improved mechanical properties and biocompatibility.

  聚氨酯具有生物相容性、可降解性、无毒性和化学多功能性，因此被广泛用于医疗器械的开发。聚氨酯是由从蓖麻油和异佛尔酮二异氰酸酯中提取的多元醇以及聚己内酯二醇（15% w/w）和壳聚糖（3% w/w）制成的。这项研究的目的是评估多元醇的类型以及聚己内酯二醇和壳聚糖的掺入对聚氨酯的机械和生物特性的影响，从而找出最适合伤口敷料或组织工程等应用的聚氨酯。聚氨酯的特性包括应力应变、无梗液滴法接触角、热重分析、差示扫描量热仪、吸水性和酶促体外降解。使用比色法 MTT 和 LIVE/DEAD 试剂盒对细胞株 L-929（小鼠胚胎成纤维细胞）进行了 24 小时细胞毒性测试，以评估其体外生物特性。通过 MILLIPLEX® MAP 试剂盒在 THP-1 细胞等细胞模型中检测抗炎和促炎细胞因子的表达，对聚氨酯基材料可能产生的炎症效应进行了体外评估。对从蓖麻油中提取的多元醇进行改性，可提高其机械性能，适用于多种应用。所评估的聚氨酯不会对所评估的细胞系产生细胞毒性作用。由于所评估的聚氨酯具有更好的机械性能和生物相容性，建议将其作为伤口敷料的候选生物材料。