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fucoxanthin | 3351-86-8

中文名称
——
中文别名
——
英文名称
fucoxanthin
英文别名
all-trans-Fucoxanthin
fucoxanthin化学式
CAS
3351-86-8
化学式
C42H58O6
mdl
——
分子量
658.919
InChiKey
SJWWTRQNNRNTPU-BWRPRJLXSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    166-168°C
  • 比旋光度:
    D18 +72.5 ±9° (chloroform)
  • 沸点:
    590.43°C (rough estimate)
  • 密度:
    1.09
  • 闪点:
    14℃
  • 溶解度:
    乙醇,
  • 最大波长(λmax):
    λ: 444-454 nm Amax
  • LogP:
    7.830 (est)
  • 物理描述:
    Solid

计算性质

  • 辛醇/水分配系数(LogP):
    8.1
  • 重原子数:
    48
  • 可旋转键数:
    12
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.55
  • 拓扑面积:
    96.4
  • 氢给体数:
    2
  • 氢受体数:
    6

安全信息

  • WGK Germany:
    1

SDS

SDS:08b58720502a1a8944b0f85643909426
查看

制备方法与用途

根据提供的信息,我将对海藻色素(岩藻黄质)进行简要概述,并提炼其主要特点和应用领域。

一、概述

定义: 海藻色素是一种从褐藻中提取的天然色素。最常见的是岩藻黄质(fucoxanthin),它赋予了海藻独特的黄色或绿色。

来源与特性:

  • 来源广泛,尤其是褐藻门。
  • 化学性质稳定,在pH值和热处理下相对耐受。
  • 在光照条件下可逆性地吸收蓝光并将其转化为化学能。
二、功能特性
  1. 促进减肥: 能激活UCP1蛋白,增加脂肪分解;同时刺激肝脏生成DHA(一种降低胆固醇的物质)。
  2. 抗肿瘤作用:
    • 抑制皮肤癌、结肠癌、前列腺癌及肝癌等多种癌症细胞生长。
    • 通过诱导DNA断裂和凋亡相关蛋白表达下调来实现。
  3. 抗氧化功能: 超过维生素E和C的抗氧化能力,能保护皮肤纤维细胞免受紫外线伤害。
  4. 抗炎作用: 抑制由内毒素引发的小鼠炎症介质渗出(NO、PGE2、TNF-α),效果与皮质醇相当。
三、应用领域
  1. 食品行业:
    • 用作烘焙食品(如黄油、馅饼、绿茶酥)的着色剂。
    • 增加产品天然色泽和功能性成分。
  2. 美容护理:
    • 美容产品中加入岩藻黄质有助于改善皮肤健康,减少炎症。
  3. 医药领域:
    • 在开发针对肥胖症、癌症等疾病的药物方面展现出潜力。
四、结论

海藻色素以其独特的生物活性和广泛的应用前景受到越来越多的关注。随着科学研究的深入,未来有望在更多领域发挥重要作用。

文献信息

  • Carotenoid analogs or derivatives for controlling connexin 43 expression
    申请人:Lockwood Fournier Samuel
    公开号:US20050009930A1
    公开(公告)日:2005-01-13
    A method of controlling (e.g., influencing or affecting) connexin 43 expression in a subject may include administering to the subject an effective amount of a pharmaceutically acceptable formulation. In some embodiments, controlling connexin 43 expression in a subject may effectively treat cardiac arrhythmia and/or cancerous and pre-cancerous cells in a subject. The pharmaceutically acceptable formulation may include a synthetic analog or derivative of a carotenoid. The subject may be administered a carotenoid analog or derivative, either alone or in combination with another carotenoid analog or derivative, or co-antioxidant formulation. 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.
    在一个主体中控制(例如,影响或影响)连接蛋白43表达的方法可能包括向该主体施用有效量的药学上可接受的配方。在某些实施例中,控制主体中连接蛋白43的表达可能有效治疗心律失常和/或癌症和癌前细胞。药学上可接受的配方可能包括类胡萝卜素的合成类似物或衍生物。可以向主体施用类胡萝卜素类似物或衍生物,单独或与另一类胡萝卜素类似物或衍生物或共抗氧化剂配方结合使用。类胡萝卜素类似物可能包括具有7到14个双键的共轭聚烯。共轭聚烯可能包括至少一个取代基的非环烯烃和/或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能包括至少一个取代基。
  • Carotenoid analogs or derivatives for the inhibition and amelioration of liver disease
    申请人:Lockwood Fournier Samuel
    公开号:US20050004235A1
    公开(公告)日:2005-01-06
    A method of treating liver disease in a subject. The method may include administering to the subject an effective amount of a pharmaceutically acceptable formulation. The pharmaceutically acceptable formulation may include a synthetic analog or derivative of a carotenoid. The subject may be administered a carotenoid analog or derivative, either alone or in combination with another carotenoid analog or derivative, or co-antioxidant formulation. 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.
    一种治疗主体肝病的方法。该方法可能包括向主体施用有效量的药学上可接受的配方。药学上可接受的配方可能包括类胡萝卜素的合成类似物或衍生物。可以向主体施用类胡萝卜素类似物或衍生物,单独或与另一种类胡萝卜素类似物或衍生物或共抗氧化剂配方结合。类胡萝卜素类似物可能包括具有7到14个双键的共轭聚烯烃。共轭聚烯烃可能包括至少一个取代基的无环烯烃和/或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能包括至少一个取代基。
  • Carotenoid ether analogs or derivatives for the inhibition and amelioration of disease
    申请人:Lockwood Fournier Samuel
    公开号:US20050009758A1
    公开(公告)日:2005-01-13
    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 chemical compound including an at least partially water soluble carotenoid analog or derivative. The carotenoid analog may include a conjugated polyene with between 7 to 14 double bonds. The conjugated polyene may include a cyclic ring including at least one substituent. In some embodiments, a cyclic ring of a carotenoid analog or derivative may include at least one substituent. The substituent may be coupled to the cyclic ring with an ether functionality.
    一种抑制和/或改善与主体中的活性氧化物种、活性氮物种、自由基和/或非自由基相关疾病发生的方法,其中向主体施用类胡萝卜素类似物或衍生物,单独或与另一类胡萝卜素类似物或衍生物或共抗氧化剂配方结合。类似物或衍生物的施用使得主体发生与活性氧化物种、活性氮物种、自由基和/或非自由基相关疾病的风险可能降低。类似物或类似物组合可用于抑制和/或改善涉及活性氧化物种、活性氮物种、自由基和/或非自由基产生的任何疾病。在某些实施例中,该发明可能包括一种包括至少部分水溶性类胡萝卜素类似物或衍生物的化合物。类胡萝卜素类似物可能包括具有7到14个双键的共轭聚烯。共轭聚烯可能包括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的环状环可能包括至少一个取代基。该取代基可能通过醚功能基与环状环相耦合。
  • Carotenoid ether analogs or derivatives for controlling C-reactive protein levels
    申请人:Lockwood Fournier Samuel
    公开号:US20050049248A1
    公开(公告)日:2005-03-03
    A method of controlling (e.g., influencing or affecting) C-reactive protein levels in a subject may include administering to the subject an effective amount of a pharmaceutically acceptable formulation. The pharmaceutically acceptable formulation may include a synthetic analog or derivative of a carotenoid. The subject may be administered a carotenoid analog or derivative, either alone or in combination with another carotenoid analog or derivative, or co-antioxidant formulation. The carotenoid analog may include a conjugated polyene with between 7 to 14 double bonds. The conjugated polyene may include a cyclic ring including at least one substituent. In some embodiments, a cyclic ring of a carotenoid analog or derivative may include at least one j e substituent. The substituent may be coupled to the cyclic ring with an ether functionality.
    一种控制(例如,影响或影响)主体中C-反应蛋白水平的方法可能包括向主体施用有效量的药用可接受的配方。药用可接受的配方可能包括类胡萝卜素的合成类似物或衍生物。可以向主体施用类胡萝卜素类似物或衍生物,单独或与另一种类胡萝卜素类似物或衍生物或共抗氧化剂配方结合。类胡萝卜素类似物可能包括具有7到14个双键的共轭聚烯。共轭聚烯可能包括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的环状环可能包括至少一个取代基。取代基可能通过醚功能与环状环偶联。
  • Carotenoid analogs or derivatives for controlling C-reactive protein levels
    申请人:Lockwood Fournier Samuel
    公开号:US20050059659A1
    公开(公告)日:2005-03-17
    A method of controlling (e.g., influencing or affecting) C-reactive protein levels in a subject may include administering to the subject an effective amount of a pharmaceutically acceptable formulation. The pharmaceutically acceptable formulation may include a synthetic analog or derivative of a carotenoid. The subject may be administered a carotenoid analog or derivative, either alone or in combination with another carotenoid analog or derivative, or co-antioxidant formulation. 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.
    一种控制(例如影响或影响)主体中C-反应蛋白水平的方法可能包括向主体施用有效量的药用可接受配方。药用可接受配方可能包括类胡萝卜素的合成类似物或衍生物。可以向主体施用类胡萝卜素类似物或衍生物,单独或与另一种类胡萝卜素类似物或衍生物或共抗氧化剂配方结合使用。类胡萝卜素类似物可能包括具有7到14个双键的共轭聚烯。共轭聚烯可能包括至少一个取代基的无环烯烃和/或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能包括至少一个取代基。
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同类化合物

(5β,6α,8α,10α,13α)-6-羟基-15-氧代黄-9(11),16-二烯-18-油酸 (3S,3aR,8aR)-3,8a-二羟基-5-异丙基-3,8-二甲基-2,3,3a,4,5,8a-六氢-1H-天青-6-酮 (2Z)-2-(羟甲基)丁-2-烯酸乙酯 (2S,4aR,6aR,7R,9S,10aS,10bR)-甲基9-(苯甲酰氧基)-2-(呋喃-3-基)-十二烷基-6a,10b-二甲基-4,10-dioxo-1H-苯并[f]异亚甲基-7-羧酸盐 (+)顺式,反式-脱落酸-d6 龙舌兰皂苷乙酯 龙脑香醇酮 龙脑烯醛 龙脑7-O-[Β-D-呋喃芹菜糖基-(1→6)]-Β-D-吡喃葡萄糖苷 龙牙楤木皂甙VII 龙吉甙元 齿孔醇 齐墩果醛 齐墩果酸苄酯 齐墩果酸甲酯 齐墩果酸乙酯 齐墩果酸3-O-alpha-L-吡喃鼠李糖基(1-3)-beta-D-吡喃木糖基(1-3)-alpha-L-吡喃鼠李糖基(1-2)-alpha-L-阿拉伯糖吡喃糖苷 齐墩果酸 beta-D-葡萄糖酯 齐墩果酸 beta-D-吡喃葡萄糖基酯 齐墩果酸 3-乙酸酯 齐墩果酸 3-O-beta-D-葡吡喃糖基 (1→2)-alpha-L-吡喃阿拉伯糖苷 齐墩果酸 齐墩果-12-烯-3b,6b-二醇 齐墩果-12-烯-3,24-二醇 齐墩果-12-烯-3,21,23-三醇,(3b,4b,21a)-(9CI) 齐墩果-12-烯-3,11-二酮 齐墩果-12-烯-2α,3β,28-三醇 齐墩果-12-烯-29-酸,3,22-二羟基-11-羰基-,g-内酯,(3b,20b,22b)- 齐墩果-12-烯-28-酸,3-[(6-脱氧-4-O-b-D-吡喃木糖基-a-L-吡喃鼠李糖基)氧代]-,(3b)-(9CI) 鼠特灵 鼠尾草酸醌 鼠尾草酸 鼠尾草酚酮 鼠尾草苦内脂 黑蚁素 黑蔓醇酯B 黑蔓醇酯A 黑蔓酮酯D 黑海常春藤皂苷A1 黑檀醇 黑果茜草萜 B 黑五味子酸 黏黴酮 黏帚霉酸 黄黄质 黄钟花醌 黄质醛 黄褐毛忍冬皂苷A 黄蝉花素 黄蝉花定