叶黄素环氧化物 | 28368-08-3

• 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
• 中文名称: 叶黄素环氧化物
• 中文别名: 2,4,6(1H,3H,5H)-嘧啶三酮,5,5-二甲基-,盐(1:1)钠
• 英文名称: lutein 5,6-epoxide
• 英文别名: (3S,5R,6S,3'R,6'R)-lutein-5,6-epoxide；(3S, 5R, 6S, 3'R, 6'R)-5,6-epoxy-5,6-dihydro-β,ε-carotene-3,3'-diol；taraxanthin；(1R,3S,6S)-6-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
• CAS: 28368-08-3
• 化学式: C₄₀H₅₆O₃
• 分子量: 584.883
• InChiKey: DYUUPIKEWLHQGQ-FJOIUHRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  53
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  叶黄素环氧化物 、 氧气 生成 all-trans lutein
  参考文献：
  名称：

  KRONING, RELEF;BOSCHETTI, ARMINIO, CHIMIA, 45,(1991) N-2, C. 41-43

  摘要：

  DOI：
• 作为产物：
  描述：

  (3S)-6-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol 、 氧气 生成 叶黄素环氧化物
  参考文献：
  名称：

  KRONING, RELEF;BOSCHETTI, ARMINIO, CHIMIA, 45,(1991) N-2, C. 41-43

  摘要：

  DOI：

文献信息

• Pharmaceutical compositions including carotenoid analogs or derivatives for the inhabition and amelioration of disease
  申请人：Lockwood Fournier Samuel

  公开号：US20050075337A1

  公开（公告）日：2005-04-07

  A method for inhibiting and/or ameliorating the occurrence of diseases associated with reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals in a subject whereby a subject is administered a carotenoid analog or derivative, either alone or in combination with another carotenoid analog or derivative, or co-antioxidant formulation. The analog or derivative is administered such that the subject's risk of experiencing diseases associated with reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals may be thereby reduced. The analog or analog combination may be administered to a subject for the inhibition and/or amelioration of any disease that involves production of reactive oxygen species, reactive nitrogen species, radicals and/or non-radicals. In some embodiments, the invention may include a pharmaceutical composition including an analog or derivative of a carotenoid. The carotenoid analog or derivative may be synthetic. The carotenoid analog may include a conjugated polyene with between 7 to 14 double bonds. The conjugated polyene may include an acyclic alkene including at least one substituent and/or a cyclic ring including at least one substituent. In some embodiments, a carotenoid analog or derivative may include at least one substituent. The substituent may enhance the solubility of the carotenoid analog or derivative such that the carotenoid analog or derivative at least partially dissolves in water. In some embodiments, a pharmaceutical composition may include a biologically inactive carrier. The pharmaceutical composition may be adapted to be administered to a human subject.

  一种抑制和/或改善与反应性氧化物种、反应性氮物种、自由基和/或非自由基有关的疾病在受试者中发生的方法，其中向受试者单独或与另一种类胡萝卜素类似物或衍生物或共同抗氧化剂制剂联合使用的类胡萝卜素类似物或衍生物，以减少受试者经历与反应性氧化物种、反应性氮物种、自由基和/或非自由基有关的疾病的风险。类胡萝卜素类似物或类似物组合可用于抑制和/或改善涉及产生反应性氧化物种、反应性氮物种、自由基和/或非自由基的任何疾病。在某些实施例中，本发明可能包括包括类胡萝卜素的类似物或衍生物的制药组合物。类胡萝卜素类似物或衍生物可以是合成的。类胡萝卜素类似物可以包括具有7到14个双键的共轭多烯。共轭多烯可以包括至少一个取代基的非环烯烃和/或包括至少一个取代基的环状环。在某些实施例中，类胡萝卜素类似物或衍生物可以包括至少一个取代基。取代基可以增强类胡萝卜素类似物或衍生物的溶解度，使其至少部分溶解在水中。在某些实施例中，制药组合物可以包括生物学上不活性的载体。制药组合物可适用于人类受试者。
• Synthese von optisch aktiven Carotinoiden mit 3,5,6-Trihydroxy-5-6-dihydro-?-Endgruppen
  作者：Richard Buchecker、Urs Marti、Conrad Hans Eugster

  DOI：10.1002/hlca.19840670804

  日期：1984.12.19

  Syntheses of Optically Active Carotenoids with 3,5,6-Trihydroxy-5,6-dihydro β-End Groups

  具有3,5,6-三羟基-5,6-二氢β-端基的旋光类胡萝卜素的合成
• Determination of the geometrical configuration of naturally occurring mono-cis-lutein epoxides
  作者：Jo´zsef Deli、Pe´ter Molna´r、Gyula To´th、Jo´zsef Szabolcs、Lajos Radics

  DOI：10.1016/0031-9422(88)83139-x

  日期：1988.1

  By high-field two-dimensional 1 H NMR methods, the stereochemistry of the polyene chain has been assigned to four naturally occurring, isomeric mono- cis -lutein epoxides. The assignments corroborate our earlier suggestions according to which in Helianthus annuus the 9- cis isomer occurs without its 9′- cis counterpart. The stereomutation of natural lutein epoxide has also been studied.

  摘要 通过高场二维 1 H NMR 方法，多烯链的立体化学已被指定为四种天然存在的异构单顺式叶黄素环氧化物。这些分配证实了我们之前的建议，即在向日葵中，9-顺式异构体出现而没有其 9'-顺式对应物。还研究了天然叶黄素环氧化物的立体突变。
• METHOD OF OBTAINING NOVEL LUTEIN-BASED FORMULATIONS
  申请人：Antibioticos, S.A.

  公开号：EP1460060A1

  公开（公告）日：2004-09-22

  A method of obtaining new formulations based on lutein. The present invention describes a method of preparation of formulations of microcrystalline lutein, particularly in the form of esters, which are resistant to oxidation and are soluble in hydrophilic and/or lipophilic media. For these formulations, the esters of lutein are mixed with antioxidants, vegetable oils and/or organic solvents, and this initial mixture is submitted to various stages depending on the type of final formulation required. These formulations are suitable for direct application as colourants in the pharmaceutical, food and cosmetics fields. They can also be used as diet supplements.

  一种获得基于叶黄素的新制剂的方法。 本发明描述了一种制备微晶叶黄素制剂的方法，尤其是以酯类形式制备的制剂，这种制剂具有抗氧化性，可溶于亲水性和/或亲脂性介质。在配制这些制剂时，叶黄素酯与抗氧化剂、植物油和/或有机溶剂混合，然后根据最终制剂的不同要求，对初始混合物进行不同阶段的处理。这些配方适合直接用作医药、食品和化妆品领域的着色剂。它们还可用作膳食补充剂。
• Method for obtaining novel lutein-based formulations
  申请人：Estrella De Castro Antonio

  公开号：US20050079223A1

  公开（公告）日：2005-04-14

  The present invention describes a method of preparation of formulations of microcrystalline lutein, particularly in the form of esters, which are resistant to oxidation and are soluble in hydrophilic and/or lipophilic media. For these formulations, the esters of lutein are mixed with antioxidants, vegetable oils and/or organic solvents, and this initial mixture is submitted to various stages depending on the type of final formulation required. These formulations are suitable for direct application as colourants in the pharmaceutical, food and cosmetics fields. They can also be used as diet supplements.

  本发明描述了一种制备微晶叶黄素制剂的方法，特别是以酯类形式制备的制剂，这种制剂具有抗氧化性，可溶于亲水性和/或亲脂性介质。在配制这些制剂时，叶黄素酯与抗氧化剂、植物油和/或有机溶剂混合，然后根据最终制剂的不同要求，对初始混合物进行不同阶段的处理。这些配方适合直接用作医药、食品和化妆品领域的着色剂。它们还可用作膳食补充剂。