curcumin

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: curcumin
• 英文别名: diferuloylmethane；1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione；Curcumin I；1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione；1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-hepta-dien-3,5-dion；1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3,5-dione；(1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione)
• 化学式: C₂₁H₂₀O₆
• 分子量: 368.386
• InChiKey: VFLDPWHFBUODDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  姜黄素	curcumin	458-37-7	C21H20O6	368.386

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	1,7-bis(3,4-dimethoxyphenyl)-1,6-heptadiene-3,5-dione	55094-77-4	C23H24O6	396.44
  ——	4,4'-diacetyl curcumin	297179-80-7	C25H24O8	452.461
  ——	2-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenoxy}acetic acid	——	C23H22O8	426.423
  ——	di-O-chloroacetylcurcumin	——	C25H22Cl2O8	521.351
  ——	dihydrocurcumin	917909-26-3	C21H22O6	370.402
  阿魏酸	3-(4-hydroxy-3-methoxyphenyl)acrylic acid	1135-24-6	C10H10O4	194.187
  ——	1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-diol	151986-94-6	C21H24O6	372.418
  ——	monocarboxy curcumin	——	C26H26O9	482.487
  ——	di-O-heptanoylcurcumin	——	C35H44O8	592.73
  ——	1,7-bis(4-(3-(2-chloroethylamino)propionyloxy)-3-methoxyphenyl)-1,6-heptadiene-3,5-dione	——	C31H36Cl2N2O8	635.541

反应信息

• 作为反应物：
  描述：

  curcumin 在 platinum(IV) oxide 作用下， 生成 四氢姜黄素
  参考文献：
  名称：

  四氢姜黄素对海马 HT22 细胞中谷氨酸诱导的氧化应激的神经保护作用

  摘要：

  在中枢神经系统中，谷氨酸是一种主要的可兴奋神经递质，负责许多细胞功能。然而，在急性脑损伤和慢性神经退行性疾病期间，过量的谷氨酸会通过氧化应激诱导神经元细胞死亡。本研究旨在检查姜黄素的主要次生代谢物四氢姜黄素 (THC) 的作用及其对抗谷氨酸诱导细胞死亡的可能机制。我们使用从姜黄（姜黄）中分离的姜黄素制备了 THC，并证明了 THC 对 HT22 细胞中谷氨酸诱导的氧化应激的保护作用。THC 消除了谷氨酸诱导的 HT22 细胞死亡，并显示出强大的抗氧化作用。THC 还显着降低了由谷氨酸盐增加的细胞内钙离子。此外，THC 显着减少了谷氨酸诱导的细胞内氧化应激的积累。此外，THC 显着减少了 HT22 细胞中膜联蛋白 V 阳性所指示的凋亡细胞死亡。蛋白质印迹分析表明，用 THC 处理显着降低了谷氨酸对丝裂原活化蛋白激酶（包括 c-Jun N 末端激酶、细胞外信号相关激酶 1/2 和 p38）的磷酸化。总之，THC

  DOI：

  10.3390/molecules25010144
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 、 丙酮 作用下， 生成 curcumin
  参考文献：
  名称：

  Lampe, Chemische Berichte, 1918, vol. 51, p. 1351

  摘要：

  DOI：
• 作为试剂：
  描述：

  L-天冬酰胺 在 葡萄糖 、 curcumin 作用下， 反应 1.0h， 生成 丙烯酰胺
  参考文献：
  名称：

  Role of curcumin in the conversion of asparagine into acrylamide during heating

  摘要：

  This study aimed to investigate the ability of curcumin to convert asparagine into acrylamide during heating at different temperatures. Binary and ternary model systems of asparagine-curcumin and asparagine-curcumin-fructose were used to determine the role of curcumin on acrylamide formation in competitive and uncompetitive reaction conditions. The results indicated that curcumin could potentially contribute to acrylamide formation under long-term heating conditions as long as asparagine was present in the medium. The amount of acrylamide formed in the ternary system was slightly higher than in the binary system during heating (p < 0.05), because of the higher concentrations of carbonyl compounds initially available. The kinetic trends were similar in both model systems evidencing that fructose reacted with asparagine more rapidly than curcumin. The data reveal that acrylamide formation in the temperature range of 150-200A degrees C obeys Arrhenius law with activation energy of 79.1 kJ/mole. Data of this work showed the possibility that antioxidants having a carbonyl compound can react directly with ASN leading to acrylamide. The addition of antioxidants to foods may increase the formation of acrylamide upon long-term heating if free sugar concentration is low and ASN concentration is relatively high.

  DOI：

  10.1007/s00726-011-1179-5

文献信息

• Eflornithine Prodrugs, Conjugates and Salts, and Methods of Use Thereof
  申请人：Xu Feng

  公开号：US20100120727A1

  公开（公告）日：2010-05-13

  In one aspect, the present invention provides a composition of a covalent conjugate of an eflornithine analog with an anti-inflammatory drug. In another aspect, the present invention provides a composition of an eflornithine prodrug. In another aspect, the present invention provides a composition of an eflornithine or its derivatives aspirin salt. In another aspect, the present invention provides methods for treating or preventing cancer using the conjugates or salts of eflornithine analogs or eflornithine prodrugs.

  在一个方面，本发明提供了一种氟硝西汀类似物与抗炎药物的共价结合物的组合物。在另一个方面，本发明提供了一种氟硝西汀前药的组合物。在另一个方面，本发明提供了一种氟硝西汀或其衍生物水杨酸盐的组合物。在另一个方面，本发明提供了使用氟硝西汀类似物或氟硝西汀前药的共轭物或盐来治疗或预防癌症的方法。
• Curcumin derivatives with improved physicochemical properties and nanoliposomes surface-decorated with the derivatives with very high affinity for amyloid-beta1-42 peptide
  申请人：Niaraki, Anna

  公开号：EP2436673A1

  公开（公告）日：2012-04-04

  Amyloid β (Aβ) aggregates are considered as possible targets for therapy and/or diagnosis of Alzheimer disease (AD). It has been previously shown that curcumin targets Aβ plaques and interferes with their formation, suggesting a potential role for prevention or treatment of AD. In the present invention, curcumin-derivatives with improved physicochemical properties were synthesized and a "click chemistry" as well as a conventional liposome preparation method, were used to generate nanoliposomes decorated with the curcumin derivatives. These derivatives were designed to maintain the planar structure required for interaction with Aβ, as directly confirmed by Surface Plasmon Resonance experiments. Surface Plasmon Resonance experiments, measuring the binding of flowing liposomes to immobilized Aβ1-42, indicated that the liposomes exposing curcumin derivatives have extremely high affinity for Aβ1-42 fibrils (1-5 nM), likely because of the occurrence of multivalent interactions. The present invention describes the synthesis of the curcumin derivatives and the preparation and characterization of new nanoliposomes with a very high affinity for Aβ1-42 fibrils, to be exploited as vectors for the targeted delivery of new diagnostic and therapeutic molecules for AD.

  淀粉样蛋白β（Aβ）聚集物被认为是治疗和/或诊断阿尔茨海默病（AD）的可能靶点。先前已经显示姜黄素靶向Aβ斑块并干扰其形成，暗示了其在预防或治疗AD中的潜在作用。在本发明中，合成了具有改进的物理化学性质的姜黄素衍生物，并使用“点击化学”以及传统的脂质体制备方法，生成了装饰有姜黄素衍生物的纳米脂质体。这些衍生物被设计为保持与Aβ相互作用所需的平面结构，直接通过表面等离子共振实验证实。通过测量流动脂质体与固定的Aβ1-42的结合，表面等离子共振实验证明，暴露姜黄素衍生物的脂质体对Aβ1-42纤维具有极高的亲和力（1-5 nM），可能是由于多价相互作用的发生。本发明描述了姜黄素衍生物的合成以及具有极高亲和力的新型纳米脂质体的制备和表征，可作为用于靶向传递新的AD诊断和治疗分子的载体。
• P21-ACTIVATED KINASE INHIBITOR
  申请人：Biosystem Consulting Limited Company

  公开号：US20170349548A1

  公开（公告）日：2017-12-07

  The present invention addresses the problem of providing an inhibitor which has an excellent inhibitory activity on a p21-activated kinase. The present invention, by which has been solved the above-mentioned problem, is a p21-activated kinase 1 inhibitor containing, as an active ingredient, one or more compounds selected from the group consisting of dehydrokawain compounds, derivatives of dehydrokawain compounds, mimosine, derivatives of mimosine, and cucurbitacin compounds.

  本发明解决了提供一种对p21激活激酶具有优异抑制活性的抑制剂的问题。本发明解决了上述问题，是一种包含从去氢肉豆蔻化合物、去氢肉豆蔻化合物的衍生物、藜氨酸、藜氨酸的衍生物和葫芦巴碱化合物组成的群体中选择的一种或多种化合物作为活性成分的p21激活激酶1抑制剂。
• NOVEL CURCUMIN DERIVATIVE
  申请人：Sugimoto Hachiro

  公开号：US20110082295A1

  公开（公告）日：2011-04-07

  To develop a highly safe measure to treat Alzheimer's disease using a secretase-inhibiting substance, there is provided a compound represented by the following general formula (I) or a salt thereof: wherein A represents a phenyl group or the like, R 1 represents a chlorine atom, a bromine atom, or a nitro group or the like, R 2 , R 3 , R 4 , and R 5 each represent a hydrogen atom or the like, and L represents CH 2 —CH 2 or CH═CH.

  为了开发一种高度安全的措施来治疗阿尔茨海默病，提供了一种由以下一般式（I）或其盐表示的化合物： 其中A代表苯基或类似物，R1代表氯原子、溴原子或硝基团等，R2、R3、R4和R5各自代表氢原子或类似物，L代表CH2—CH2或CH═CH。
• IRAK DEGRADERS AND USES THEREOF
  申请人：Kymera Therapeutics, Inc.

  公开号：US20190192668A1

  公开（公告）日：2019-06-27

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。