(E)-4-hydroxy-N'-((E)-3-(4-hydroxy-3-methoxyphenyl)allylidene)benzohydrazide | 1607472-33-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-4-hydroxy-N'-((E)-3-(4-hydroxy-3-methoxyphenyl)allylidene)benzohydrazide
• 英文别名: 4-hydroxy-N-[(E)-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enylidene]amino]benzamide
• CAS: 1607472-33-2
• 化学式: C₁₇H₁₆N₂O₄
• 分子量: 312.325
• InChiKey: ZUDOVWNPFYWPRA-MKBOCBPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  91.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Coniferaldehyde 、 4-羟基苯甲酰肼 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以70%的产率得到(E)-4-hydroxy-N'-((E)-3-(4-hydroxy-3-methoxyphenyl)allylidene)benzohydrazide
  参考文献：
  名称：

  Synthesis, antioxidant and photoprotection activities of hybrid derivatives useful to prevent skin cancer

  摘要：

  Chronic ultraviolet (UV) radiation exposure is a major cause of skin cancer. A novel series of hybrid derivatives (I-VIII) for use in sunscreen formulations were synthesized by molecular hybridization of t-resveratrol, avobenzone, and octyl methoxycinnamate, and were characterized. The antioxidant activity values for VIII were comparable than to those of t-resveratrol. Compounds I-III and VI demonstrated Sun Protector Factor superior to that of t-resveratrol. Compounds I and IV-VIII were identified as new, broad-spectrum UVA filters while II-III were UVB filters. In conclusion, novel hybrid derivatives with antioxidant effects have emerged as novel photoprotective agents for the prevention of skin cancer. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.03.017

文献信息

• Synthesis, antioxidant and photoprotection activities of hybrid derivatives useful to prevent skin cancer
  作者：Juliana Santana Reis、Marcos Antonio Corrêa、Man Chin Chung、Jean Leandro dos Santos

  DOI：10.1016/j.bmc.2014.03.017

  日期：2014.5

  Chronic ultraviolet (UV) radiation exposure is a major cause of skin cancer. A novel series of hybrid derivatives (I-VIII) for use in sunscreen formulations were synthesized by molecular hybridization of t-resveratrol, avobenzone, and octyl methoxycinnamate, and were characterized. The antioxidant activity values for VIII were comparable than to those of t-resveratrol. Compounds I-III and VI demonstrated Sun Protector Factor superior to that of t-resveratrol. Compounds I and IV-VIII were identified as new, broad-spectrum UVA filters while II-III were UVB filters. In conclusion, novel hybrid derivatives with antioxidant effects have emerged as novel photoprotective agents for the prevention of skin cancer. (C) 2014 Elsevier Ltd. All rights reserved.