Acetic acid 4-acetoxy-2-((2E,6E,10E,14E,18Z,22E,26E)-19-hydroxymethyl-3,7,11,15,23,27,31-heptamethyl-dotriaconta-2,6,10,14,18,22,26,30-octaenyl)-phenyl ester | 438620-63-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Acetic acid 4-acetoxy-2-((2E,6E,10E,14E,18Z,22E,26E)-19-hydroxymethyl-3,7,11,15,23,27,31-heptamethyl-dotriaconta-2,6,10,14,18,22,26,30-octaenyl)-phenyl ester
• CAS: 438620-63-4
• 化学式: C₅₀H₇₄O₅
• 分子量: 755.135
• InChiKey: VNNGTYLXCUFSFE-NYWCYNHGSA-N

反应信息

• 作为反应物：
  描述：

  Acetic acid 4-acetoxy-2-((2E,6E,10E,14E,18Z,22E,26E)-19-hydroxymethyl-3,7,11,15,23,27,31-heptamethyl-dotriaconta-2,6,10,14,18,22,26,30-octaenyl)-phenyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以99%的产率得到Acetic acid 4-acetoxy-2-(19-hydroxymethyl-3,7,11,15,23,27,31-heptamethyl-dotriacontyl)-phenyl ester
  参考文献：
  名称：

  Antioxidant Potential of Natural and Synthesised Polyprenylated Hydroquinones

  摘要：

  The metabolites 2-octaprenyl-1,4-hydroquinone (1) and 2-(24-hydroxy)-octaprenyl-1,4-hydroquinone (2), isolated from the sponge Ircinia spinosula. along with a series of synthetic derivatives, were evaluated for their antioxidant capacity, in order to establish a potential relationship between structural characteristics and antioxidant activity. The antioxidant potential of both natural and synthesised compounds was evaluated in vitro by their ability: (1) to interact with the stable free 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and (2) to inhibit the peroxidation, induced by the Fe++/ascorbate system, of heat inactivated hepatic microsomal membrane lipids. Metabolite 1 presented a strong interaction with DPPH and had a moderate effect on lipid peroxidation. while metabolite 2 interacted extensively with DPPH and exhibited a significant effect against lipid peroxidation. All derivatives retaining the free 1,4-hydroquinone system maintained fully or partly the free radical scavenging capacity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00346-7
• 作为产物：
  描述：

  2-[24-hydroxy]-octaprenyl-1,4-hydroquinone 、 乙酸酐 在 吡啶 作用下， 以71%的产率得到Acetic acid 4-acetoxy-2-((2E,6E,10E,14E,18Z,22E,26E)-19-hydroxymethyl-3,7,11,15,23,27,31-heptamethyl-dotriaconta-2,6,10,14,18,22,26,30-octaenyl)-phenyl ester
  参考文献：
  名称：

  Antioxidant Potential of Natural and Synthesised Polyprenylated Hydroquinones

  摘要：

  The metabolites 2-octaprenyl-1,4-hydroquinone (1) and 2-(24-hydroxy)-octaprenyl-1,4-hydroquinone (2), isolated from the sponge Ircinia spinosula. along with a series of synthetic derivatives, were evaluated for their antioxidant capacity, in order to establish a potential relationship between structural characteristics and antioxidant activity. The antioxidant potential of both natural and synthesised compounds was evaluated in vitro by their ability: (1) to interact with the stable free 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and (2) to inhibit the peroxidation, induced by the Fe++/ascorbate system, of heat inactivated hepatic microsomal membrane lipids. Metabolite 1 presented a strong interaction with DPPH and had a moderate effect on lipid peroxidation. while metabolite 2 interacted extensively with DPPH and exhibited a significant effect against lipid peroxidation. All derivatives retaining the free 1,4-hydroquinone system maintained fully or partly the free radical scavenging capacity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00346-7