Neocuproine (BioDeep_00000271599)

   


代谢物信息卡片


Neocuproine

化学式: C14H12N2 (208.1)
中文名称: 新亚铜试剂
谱图信息: 最多检出来源 Viridiplantae(plant) 90.91%

分子结构信息

SMILES: CC1=NC2=C(C=C1)C=CC1=C2N=C(C)C=C1
InChI: InChI=1S/C14H12N2/c1-9-3-5-11-7-8-12-6-4-10(2)16-14(12)13(11)15-9/h3-8H,1-2H3

描述信息

D064449 - Sequestering Agents > D002614 - Chelating Agents
D000970 - Antineoplastic Agents
Annotation level-1

同义名列表

2 个代谢物同义名

Neocuproine; Neocuproine



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Govigerel Bayarsaikhan, Aslı Neslihan Avan, Sema Demirci Çekiç, Reşat Apak. Use of modified CUPRAC and dinitrophenylhydrazine colorimetric methods for simultaneous measurement of oxidative protein damage and antioxidant defense against oxidation. Talanta. 2019 Nov; 204(?):613-625. doi: 10.1016/j.talanta.2019.06.049. [PMID: 31357343]
  • Mustafa Bener, Furkan Burak Şen, Reşat Apak. Heparin-stabilized gold nanoparticles-based CUPRAC colorimetric sensor for antioxidant capacity measurement. Talanta. 2018 Sep; 187(?):148-155. doi: 10.1016/j.talanta.2018.05.021. [PMID: 29853028]
  • Saman Khan, Atif Zafar, Imrana Naseem. Copper-redox cycling by coumarin-di(2-picolyl)amine hybrid molecule leads to ROS-mediated DNA damage and apoptosis: A mechanism for cancer chemoprevention. Chemico-biological interactions. 2018 Jun; 290(?):64-76. doi: 10.1016/j.cbi.2018.05.010. [PMID: 29803612]
  • Kevser Sözgen Başkan, Esma Tütem, Esin Akyüz, Seda Özen, Reşat Apak. Spectrophotometric total reducing sugars assay based on cupric reduction. Talanta. 2016 Jan; 147(?):162-8. doi: 10.1016/j.talanta.2015.09.049. [PMID: 26592591]
  • Mani Ganeshpandian, Sethu Ramakrishnan, Mallayan Palaniandavar, Eringathodi Suresh, Anvarbatcha Riyasdeen, Mohammad Abdulkadher Akbarsha. Mixed ligand copper(II) complexes of 2,9-dimethyl-1,10-phenanthroline: tridentate 3N primary ligands determine DNA binding and cleavage and cytotoxicity. Journal of inorganic biochemistry. 2014 Nov; 140(?):202-12. doi: 10.1016/j.jinorgbio.2014.07.021. [PMID: 25151036]
  • S Esin Çelik, Mustafa Özyürek, Kubilay Güçlü, Esra Çapanoğlu, Reşat Apak. Identification and anti-oxidant capacity determination of phenolics and their glycosides in elderflower by on-line HPLC-CUPRAC method. Phytochemical analysis : PCA. 2014 Mar; 25(2):147-54. doi: 10.1002/pca.2481. [PMID: 24408862]
  • Husain Yar Khan, Haseeb Zubair, Mohd Faisal, Mohd Fahad Ullah, Mohd Farhan, Fazlul H Sarkar, Aamir Ahmad, Sheikh Mumtaz Hadi. Plant polyphenol induced cell death in human cancer cells involves mobilization of intracellular copper ions and reactive oxygen species generation: a mechanism for cancer chemopreventive action. Molecular nutrition & food research. 2014 Mar; 58(3):437-46. doi: 10.1002/mnfr.201300417. [PMID: 24123728]
  • Radosław Starosta, Aleksandra Bykowska, Agnieszka Kyzioł, Michał Płotek, Magdalena Florek, Jarosław Król, Małgorzata Jeżowska-Bojczuk. Copper(I) (pseudo)halide complexes with neocuproine and aminomethylphosphines derived from morpholine and thiomorpholine - in vitro cytotoxic and antimicrobial activity and the interactions with DNA and serum albumins. Chemical biology & drug design. 2013 Nov; 82(5):579-86. doi: 10.1111/cbdd.12187. [PMID: 23841542]
  • M F Ullah, Aamir Ahmad, Husain Y Khan, H Zubair, Fazlul H Sarkar, S M Hadi. The prooxidant action of dietary antioxidants leading to cellular DNA breakage and anticancer effects: implications for chemotherapeutic action against cancer. Cell biochemistry and biophysics. 2013 Nov; 67(2):431-8. doi: 10.1007/s12013-011-9303-4. [PMID: 22038302]
  • Esin Kondakçı, Mustafa Özyürek, Kubilay Güçlü, Reşat Apak. Novel pro-oxidant activity assay for polyphenols, vitamins C and E using a modified CUPRAC method. Talanta. 2013 Oct; 115(?):583-9. doi: 10.1016/j.talanta.2013.06.006. [PMID: 24054636]
  • Mustafa Bener, Mustafa Özyürek, Kubilay Güçlü, Reşat Apak. Novel optical fiber reflectometric CUPRAC sensor for total antioxidant capacity measurement of food extracts and biological samples. Journal of agricultural and food chemistry. 2013 Sep; 61(35):8381-8. doi: 10.1021/jf402327x. [PMID: 23926895]
  • H Zubair, H Y Khan, A Sohail, S Azim, M F Ullah, A Ahmad, F H Sarkar, S M Hadi. Redox cycling of endogenous copper by thymoquinone leads to ROS-mediated DNA breakage and consequent cell death: putative anticancer mechanism of antioxidants. Cell death & disease. 2013 Jun; 4(?):e660. doi: 10.1038/cddis.2013.172. [PMID: 23744360]
  • Saliha Esin Celik, Mustafa Ozyürek, Kubilay Güçlü, Reşat Apak. Determination of antioxidants by a novel on-line HPLC-cupric reducing antioxidant capacity (CUPRAC) assay with post-column detection. Analytica chimica acta. 2010 Jul; 674(1):79-88. doi: 10.1016/j.aca.2010.06.013. [PMID: 20638503]
  • S Nazeem, Asfar S Azmi, Sarmad Hanif, Aamir Ahmad, Ramzi M Mohammad, S M Hadi, K Sateesh Kumar. Plumbagin induces cell death through a copper-redox cycle mechanism in human cancer cells. Mutagenesis. 2009 Sep; 24(5):413-8. doi: 10.1093/mutage/gep023. [PMID: 19505895]
  • Antonios Perdikaris, Nikos Alexandropoulos, Spiridon Kintzios. Development of a Novel, Ultra-rapid Biosensor for the Qualitative Detection of Hepatitis B Virus-associated Antigens and Anti-HBV, Based on 'Membrane-engineered' Fibroblast Cells with Virus-Specific Antibodies and Antigens. Sensors (Basel, Switzerland). 2009; 9(3):2176-86. doi: 10.3390/s90302176. [PMID: 22574007]
  • Uzma Shamim, Sarmad Hanif, M F Ullah, Asfar S Azmi, Showket H Bhat, S M Hadi. Plant polyphenols mobilize nuclear copper in human peripheral lymphocytes leading to oxidatively generated DNA breakage: implications for an anticancer mechanism. Free radical research. 2008 Aug; 42(8):764-72. doi: 10.1080/10715760802302251. [PMID: 18661438]
  • Sarmad Hanif, Uzma Shamim, M F Ullah, Asfar S Azmi, Showket H Bhat, S M Hadi. The anthocyanidin delphinidin mobilizes endogenous copper ions from human lymphocytes leading to oxidative degradation of cellular DNA. Toxicology. 2008 Jul; 249(1):19-25. doi: 10.1016/j.tox.2008.03.024. [PMID: 18486296]
  • Katherine A Price, Gulay Filiz, Aphrodite Caragounis, Tai Du, Katrina M Laughton, Colin L Masters, Robyn A Sharples, Andrew F Hill, Qiao-Xin Li, Paul S Donnelly, Kevin J Barnham, Peter J Crouch, Anthony R White. Activation of epidermal growth factor receptor by metal-ligand complexes decreases levels of extracellular amyloid beta peptide. The international journal of biochemistry & cell biology. 2008; 40(9):1901-17. doi: 10.1016/j.biocel.2008.01.033. [PMID: 18346929]
  • Demetrio Raldúa, Patrick J Babin. BLT-1, a specific inhibitor of the HDL receptor SR-BI, induces a copper-dependent phenotype during zebrafish development. Toxicology letters. 2007 Dec; 175(1-3):1-7. doi: 10.1016/j.toxlet.2007.08.007. [PMID: 17890024]
  • Aphrodite Caragounis, Tai Du, Gulay Filiz, Katrina M Laughton, Irene Volitakis, Robyn A Sharples, Robert A Cherny, Colin L Masters, Simon C Drew, Andrew F Hill, Qiao-Xin Li, Peter J Crouch, Kevin J Barnham, Anthony R White. Differential modulation of Alzheimer's disease amyloid beta-peptide accumulation by diverse classes of metal ligands. The Biochemical journal. 2007 Nov; 407(3):435-50. doi: 10.1042/bj20070579. [PMID: 17680773]
  • S H Bhat, A S Azmi, S M Hadi. Prooxidant DNA breakage induced by caffeic acid in human peripheral lymphocytes: involvement of endogenous copper and a putative mechanism for anticancer properties. Toxicology and applied pharmacology. 2007 Feb; 218(3):249-55. doi: 10.1016/j.taap.2006.11.022. [PMID: 17208261]
  • Sruti Shiva, Xunde Wang, Lorna A Ringwood, Xueying Xu, Susan Yuditskaya, Vidhya Annavajjhala, Hiroaki Miyajima, Neil Hogg, Zena Leah Harris, Mark T Gladwin. Ceruloplasmin is a NO oxidase and nitrite synthase that determines endocrine NO homeostasis. Nature chemical biology. 2006 Sep; 2(9):486-93. doi: 10.1038/nchembio813. [PMID: 16906150]
  • Reşat Apak, Kubilay Güçlü, Mustafa Ozyürek, Saliha Esin Karademir, Erol Erçağ. The cupric ion reducing antioxidant capacity and polyphenolic content of some herbal teas. International journal of food sciences and nutrition. 2006 Aug; 57(5-6):292-304. doi: 10.1080/09637480600798132. [PMID: 17135020]
  • Asfar Sohail Azmi, Showket Hussain Bhat, Sarmad Hanif, S M Hadi. Plant polyphenols mobilize endogenous copper in human peripheral lymphocytes leading to oxidative DNA breakage: a putative mechanism for anticancer properties. FEBS letters. 2006 Jan; 580(2):533-8. doi: 10.1016/j.febslet.2005.12.059. [PMID: 16412432]
  • Showket Hussain Bhat, Asfar Sohail Azmi, Sarmad Hanif, S M Hadi. Ascorbic acid mobilizes endogenous copper in human peripheral lymphocytes leading to oxidative DNA breakage: a putative mechanism for anticancer properties. The international journal of biochemistry & cell biology. 2006; 38(12):2074-81. doi: 10.1016/j.biocel.2006.05.017. [PMID: 16861029]
  • Reşat Apak, Kubilay Güçlü, Mustafa Ozyürek, Saliha Esin Karademir, Mehmet Altun. Total antioxidant capacity assay of human serum using copper(II)-neocuproine as chromogenic oxidant: the CUPRAC method. Free radical research. 2005 Sep; 39(9):949-61. doi: 10.1080/10715760500210145. [PMID: 16087476]
  • Kenneth Kam-Wing Lo, Keith Hing-Kit Tsang, Wai-Ki Hui, Nianyong Zhu. Synthesis, characterization, crystal structure, and electrochemical, photophysical, and protein-binding properties of luminescent rhenium(I) diimine indole complexes. Inorganic chemistry. 2005 Aug; 44(17):6100-10. doi: 10.1021/ic050531u. [PMID: 16097831]
  • Wei Jian Zhang, Balz Frei. Intracellular metal ion chelators inhibit TNFalpha-induced SP-1 activation and adhesion molecule expression in human aortic endothelial cells. Free radical biology & medicine. 2003 Mar; 34(6):674-82. doi: 10.1016/s0891-5849(02)01375-8. [PMID: 12633744]
  • Paulo Filipe, Josiane Haigle, João Freitas, Afonso Fernandes, Jean-Claude Mazière, Cécile Mazière, René Santus, Patrice Morlière. Anti- and pro-oxidant effects of urate in copper-induced low-density lipoprotein oxidation. European journal of biochemistry. 2002 Nov; 269(22):5474-83. doi: 10.1046/j.1432-1033.2002.03245.x. [PMID: 12423345]
  • Kenneth Kam-Wing Lo, Wai-Ki Hui, Dominic Chun-Ming Ng, Kung-Kai Cheung. Synthesis, characterization, photophysical properties, and biological labeling studies of a series of luminescent rhenium(I) polypyridine maleimide complexes. Inorganic chemistry. 2002 Jan; 41(1):40-6. doi: 10.1021/ic010602z. [PMID: 11782142]
  • I Pinchuk, S Gal, D Lichtenberg. The dose-dependent effect of copper-chelating agents on the kinetics of peroxidation of low-density lipoprotein (LDL). Free radical research. 2001 Apr; 34(4):349-62. doi: 10.1080/10715760100300301. [PMID: 11328672]
  • C Hu, D D Kitts. Evaluation of antioxidant activity of epigallocatechin gallate in biphasic model systems in vitro. Molecular and cellular biochemistry. 2001 Feb; 218(1-2):147-55. doi: 10.1023/a:1007220928446. [PMID: 11330830]
  • L Guo, G Liu, Z Zhang, S Liu, L Wang. [Study on color reaction of copper(II)-neocuprine-glutathione-alcohol system]. Guang pu xue yu guang pu fen xi = Guang pu. 2000 Jun; 20(3):412-4. doi: ". [PMID: 12958974]
  • A M al-Obaid, S A al-Tamrah, F A Aly, A A Alwarthan. Determination of (S)(-)-cathinone by spectrophotometric detection. Journal of pharmaceutical and biomedical analysis. 1998 Jun; 17(2):321-6. doi: 10.1016/s0731-7085(97)00203-3. [PMID: 9638585]
  • M L Vöhringer, T W Becker, G Krieger, H Jacobi, I Witte. Synergistic DNA damaging effects of malondialdehyde/Cu(II) in PM2 DNA and in human fibroblasts. Toxicology letters. 1998 Feb; 94(3):159-66. doi: 10.1016/s0378-4274(98)00002-2. [PMID: 9609318]
  • J A Simpson, S P Gieseg, R T Dean. Free radical and enzymatic mechanisms for the generation of protein bound reducing moieties. Biochimica et biophysica acta. 1993 Feb; 1156(2):190-6. doi: 10.1016/0304-4165(93)90135-u. [PMID: 8381303]
  • H F Pierson. Enhancement of tumorigenicity of B16 melanoma in heterogenetic mice by administration of copper chelates. Cancer treatment reports. 1985 Nov; 69(11):1283-91. doi: NULL. [PMID: 4092191]
  • S Tsuji, K Nakagawa, T Fukushima. Genetically controlled quantitative variation of ornithine transcarbamylase in the chick kidney. Biochemical genetics. 1983 Oct; 21(9-10):857-69. doi: 10.1007/bf00483945. [PMID: 6419722]
  • A Mohindru, J M Fisher, M Rabinovitz. Bathocuproine sulphonate: a tissue culture-compatible indicator of copper-mediated toxicity. Nature. 1983 May; 303(5912):64-5. doi: 10.1038/303064a0. [PMID: 6302514]
  • O Giampietro, A Pilo, G Buzzigoli, C Boni, R Navalesi. Four methods for glucose assay compared for various glucose concentrations and under different clinical conditions. Clinical chemistry. 1982 Dec; 28(12):2405-7. doi: . [PMID: 7139920]
  • L H van Riel, M J Mantel. Interferences in the continuous flow analysis of serum iron by the addition of neocuproine to the acid diluent. Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie. 1977 Mar; 15(3):139-40. doi: NULL. [PMID: 859005]
  • H H Borden, R W Harris, W E Mosher. A waterborne outbreak of gastroenteritis in western New York State. American journal of public health and the nation's health. 1970 Feb; 60(2):283-8. doi: 10.2105/ajph.60.2.283. [PMID: 5460971]