2-Pyrocatechuic acid (BioDeep_00000001192)

 

Secondary id: BioDeep_00000400086, BioDeep_00000405262, BioDeep_00000870598

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


1,2-Dihydroxybenzene-3-carboxylic acid

化学式: C7H6O4 (154.0266)
中文名称: 2,3-二羟基苯甲酸
谱图信息: 最多检出来源 Homo sapiens(plant) 14.48%

分子结构信息

SMILES: C1=CC(=C(C(=C1)O)O)C(=O)O
InChI: InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)

描述信息

2-Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma (PMID 16351159), and is normally found with increased levels after consumption of many nutrients and drugs, i.e.: cranberry juice (PMID 14733499), aspirin ingestion. (PMID 3342084) It has been found associated with idiopathic oro-facial pain due to stress (oxidative stress might enhance the production of free radicals); it has been suggested that OH radicals are responsible for the production of many systemic and local tissue injury diseases which may initially manifest as pain syndrome, and 2-Pyrocatechuic acid is a biological marker for the detection and quantification of OH radicals, and patients had significantly increased circulating levels of 2-Pyrocatechuic acid after aspirin ingestion than control subjects. (PMID 7748148).
D064449 - Sequestering Agents > D002614 - Chelating Agents > D007502 - Iron Chelating Agents
Occurs in Gentiana lutea (yellow gentian)
Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma, and has increased levels after aspirin ingestion.
Pyrocatechuic acid is a normal human benzoic acid metabolite found in plasma, and has increased levels after aspirin ingestion.

同义名列表

26 个代谢物同义名

1,2-Dihydroxybenzene-3-carboxylic acid; 2-Pyrocatechuic acid, sodium salt; Ferri-2,3-dihydroxybenzoic acid; Catechol-3-carboxylic acid; 2,3-Dihydroxy benzoic acid; 2,3-DIHYDROXY-benzoIC ACID; 2,3-Dihydroxybenzoic acid; Catecholcarboxylic acid; 3-Hydroxysalicylic acid; Catechol-3-carboxylate; 2,3-DIHYDROXY-benzoate; 2,3-Dihydroxybenzoate; o-Pyrocatechuic acid; 2-Pyrocatechuic acid; Catecholcarboxylate; 3-Hydroxysalicylate; Pyrocatechuic acid; 2-Pyrocatechuate; O-Pyrocatechuate; Pyrocatechuate; 2,3 DHB; DOBK; DHBA; 2-Pyrocatechuic acid; NSC 27435; 2,3-Dihydroxybenzoate



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

6 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(6)

PharmGKB(0)

9 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
Cytoplasm 8 CA1, CASP3, CAT, HELB, MAP3K7, MAPK14, PRKX, XDH
Peripheral membrane protein 2 CYP1B1, MAP3K7
Endosome membrane 2 FLT3, MAP3K7
Endoplasmic reticulum membrane 4 CYP1B1, HMGCR, HSP90B1, MAP3K7
Nucleus 7 CASP3, HELB, HSP90B1, MAP3K7, MAPK14, MPO, PRKX
cytosol 10 CA1, CASP3, CAT, COMT, HELB, HSP90B1, MAP3K7, MAPK14, NRK, XDH
dendrite 1 COMT
nuclear body 1 HELB
nucleoplasm 5 CASP3, HELB, MAPK14, MPO, PRKX
Cell membrane 3 COMT, MAP3K7, TNF
Cytoplasmic side 1 MAP3K7
Multi-pass membrane protein 1 HMGCR
Synapse 1 COMT
cell surface 1 TNF
glutamatergic synapse 2 CASP3, MAPK14
Golgi membrane 1 INS
neuronal cell body 2 CASP3, TNF
smooth endoplasmic reticulum 1 HSP90B1
Lysosome 1 MPO
plasma membrane 4 COMT, FLT3, MAP3K7, TNF
Membrane 7 CAT, COMT, CYP1B1, FLT3, HMGCR, HSP90B1, NRK
axon 1 COMT
extracellular exosome 6 CA1, CAT, COMT, HSP90B1, LCN2, MPO
endoplasmic reticulum 3 FLT3, HMGCR, HSP90B1
extracellular space 7 IL10, IL6, INS, LCN2, MPO, TNF, XDH
perinuclear region of cytoplasm 1 HSP90B1
mitochondrion 4 CAT, CYP1B1, HELB, MAPK14
protein-containing complex 2 CAT, HSP90B1
intracellular membrane-bounded organelle 4 CAT, COMT, CYP1B1, MPO
Microsome membrane 1 CYP1B1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 FLT3
Secreted 4 IL10, IL6, INS, LCN2
extracellular region 9 CAT, HSP90B1, IL10, IL6, INS, LCN2, MAPK14, MPO, TNF
mitochondrial matrix 1 CAT
Extracellular side 1 COMT
Cytoplasmic vesicle lumen 1 LCN2
external side of plasma membrane 1 TNF
midbody 1 HSP90B1
recycling endosome 1 TNF
Single-pass type II membrane protein 2 COMT, TNF
Membrane raft 1 TNF
focal adhesion 2 CAT, HSP90B1
Peroxisome 2 CAT, XDH
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 2 CAT, HMGCR
collagen-containing extracellular matrix 1 HSP90B1
secretory granule 1 MPO
nuclear speck 1 MAPK14
receptor complex 1 FLT3
phagocytic cup 1 TNF
Chromosome 1 HELB
spindle pole 1 MAPK14
site of double-strand break 1 HELB
endosome lumen 1 INS
Melanosome 1 HSP90B1
sperm plasma membrane 1 HSP90B1
Peroxisome membrane 1 HMGCR
azurophil granule 1 MPO
ficolin-1-rich granule lumen 2 CAT, MAPK14
secretory granule lumen 3 CAT, INS, MAPK14
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 FLT3, HSP90B1, IL6, INS
specific granule lumen 1 LCN2
transport vesicle 1 INS
azurophil granule lumen 1 MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Sarcoplasmic reticulum lumen 1 HSP90B1
phagocytic vesicle lumen 1 MPO
death-inducing signaling complex 1 CASP3
ATAC complex 1 MAP3K7
endocytic vesicle lumen 1 HSP90B1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
endoplasmic reticulum chaperone complex 1 HSP90B1
[Isoform Soluble]: Cytoplasm 1 COMT
[Isoform Membrane-bound]: Cell membrane 1 COMT
Cytoplasmic granule lumen 1 LCN2
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Mengqian Lu, Yifan Zhao, Yingying Feng, Xiaoyan Tang, Wei Zhao, Keke Yu, Yuting Pan, Qiang Wang, Jilai Cui, Mengting Zhang, Jieyang Jin, Jingming Wang, Mingyue Zhao, Wilfried Schwab, Chuankui Song. 2,4-Dihydroxybenzoic Acid, a Novel SA Derivative, Controls Plant Immunity via UGT95B17-Mediated Glucosylation: A Case Study in Camellia Sinensis. Advanced science (Weinheim, Baden-Wurttemberg, Germany). 2023 Dec; ?(?):e2307051. doi: 10.1002/advs.202307051. [PMID: 38063804]
  • Przemysław Mielczarek, Piotr Suder, Paulina Kret, Tymoteusz Słowik, Ewa Gibuła-Tarłowska, Jolanta Helena Kotlińska, Igor Kotsan, Anna Bodzon-Kulakowska. MALDI Mass Spectrometry Imaging sample preparation with wet-interface matrix deposition for lipid analysis. Rapid communications in mass spectrometry : RCM. 2023 May; ?(?):e9531. doi: 10.1002/rcm.9531. [PMID: 37122262]
  • Kaitlin C Lesco, Steven M Rowland, S Kim Ratanathanawongs Williams, Lieve M L Laurens. Single-Filament Imaging Mass Spectrometry Lipidomics in Arthrospira platensis. Rapid communications in mass spectrometry : RCM. 2023 Apr; ?(?):e9525. doi: 10.1002/rcm.9525. [PMID: 37062938]
  • Fuhao Tang, Qiqi Cao, Baoyao Wei, Jianwen Teng, Li Huang, Ning Xia. Screening strategy for predominant phenolic components of digestive enzyme inhibitors in passion fruit peel extracts on simulated gastrointestinal digestion. Journal of the science of food and agriculture. 2022 Oct; ?(?):. doi: 10.1002/jsfa.12302. [PMID: 36317249]
  • Esther García-Díez, María Elvira López-Oliva, Jara Pérez-Jiménez, María Angeles Martín, Sonia Ramos. Metabolic regulation of (-)-epicatechin and the colonic metabolite 2,3-dihydroxybenzoic acid on the glucose uptake, lipid accumulation and insulin signalling in cardiac H9c2 cells. Food & function. 2022 May; 13(10):5602-5615. doi: 10.1039/d2fo00182a. [PMID: 35502961]
  • David Álvarez Cilleros, María Elvira López-Oliva, María Ángeles Martín, Sonia Ramos. (-)-Epicatechin and the colonic metabolite 2,3-dihydroxybenzoic acid protect against high glucose and lipopolysaccharide-induced inflammation in renal proximal tubular cells through NOX-4/p38 signalling. Food & function. 2020 Oct; 11(10):8811-8824. doi: 10.1039/d0fo01805h. [PMID: 32959859]
  • Denilson F Oliveira, Viviane A Costa, Willian C Terra, Vicente P Campos, Pacelli M Paula, Samuel J Martins. Impact of phenolic compounds on Meloidogyne incognita in vitro and in tomato plants. Experimental parasitology. 2019 Apr; 199(?):17-23. doi: 10.1016/j.exppara.2019.02.009. [PMID: 30790574]
  • David Álvarez-Cilleros, Sonia Ramos, Luis Goya, María Ángeles Martín. Colonic metabolites from flavanols stimulate nitric oxide production in human endothelial cells and protect against oxidative stress-induced toxicity and endothelial dysfunction. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 May; 115(?):88-97. doi: 10.1016/j.fct.2018.03.006. [PMID: 29530637]
  • Xu-Xu Huang, Guo-Qing Zhu, Qian Liu, Lu Chen, Yan-Jie Li, Bing-Kai Hou. Modulation of Plant Salicylic Acid-Associated Immune Responses via Glycosylation of Dihydroxybenzoic Acids. Plant physiology. 2018 04; 176(4):3103-3119. doi: 10.1104/pp.17.01530. [PMID: 29483147]
  • Kaori Taniguchi, Mariko Funasaki, Akio Kishida, Samir K Sadhu, Firoj Ahmed, Masami Ishibashi, Ayumi Ohsaki. Two new coumarins and a new xanthone from the leaves of Rhizophora mucronata. Bioorganic & medicinal chemistry letters. 2018 04; 28(6):1063-1066. doi: 10.1016/j.bmcl.2018.02.022. [PMID: 29475587]
  • Erfei Song, Sofhia V Ramos, Xiaojing Huang, Ying Liu, Amy Botta, Hye Kyoung Sung, Patrick C Turnbull, Michael B Wheeler, Thorsten Berger, Derek J Wilson, Christopher G R Perry, Tak W Mak, Gary Sweeney. Holo-lipocalin-2-derived siderophores increase mitochondrial ROS and impair oxidative phosphorylation in rat cardiomyocytes. Proceedings of the National Academy of Sciences of the United States of America. 2018 02; 115(7):1576-1581. doi: 10.1073/pnas.1720570115. [PMID: 29378951]
  • David Álvarez-Cilleros, María Ángeles Martín, Sonia Ramos. (-)-Epicatechin and the Colonic 2,3-Dihydroxybenzoic Acid Metabolite Regulate Glucose Uptake, Glucose Production, and Improve Insulin Signaling in Renal NRK-52E Cells. Molecular nutrition & food research. 2018 02; 62(4):. doi: 10.1002/mnfr.201700470. [PMID: 29205863]
  • Richard A Meurer, Steffen Kemper, Sandra Knopp, Thomas Eichert, Felix Jakob, Heiner E Goldbach, Ulrich Schwaneberg, Andrij Pich. Biofunctional Microgel-Based Fertilizers for Controlled Foliar Delivery of Nutrients to Plants. Angewandte Chemie (International ed. in English). 2017 06; 56(26):7380-7386. doi: 10.1002/anie.201701620. [PMID: 28524364]
  • Wataru Nabeyama, Kenji Ishihara, Hyun Seung Ban, Hiroshi Wada, Hiroyuki Nakamura. Discovery of (2-aminophenyl)methanol as a new molecular chaperone that rescues the localization of P123S mutant pendrin stably expressed in HEK293 cells. Bioorganic & medicinal chemistry. 2017 05; 25(9):2601-2608. doi: 10.1016/j.bmc.2017.03.024. [PMID: 28341401]
  • Yong Seong Lee, Xuan Hoa Nguyen, Jeong-Yong Cho, Jae-Hak Moon, Kil Yong Kim. Isolation and antifungal activity of methyl 2,3-dihydroxybenzoate from Paenibacillus elgii HOA73. Microbial pathogenesis. 2017 May; 106(?):139-145. doi: 10.1016/j.micpath.2016.01.007. [PMID: 26796297]
  • Han-Yi Chen, Xu Li. Identification of a residue responsible for UDP-sugar donor selectivity of a dihydroxybenzoic acid glycosyltransferase from Arabidopsis natural accessions. The Plant journal : for cell and molecular biology. 2017 01; 89(2):195-203. doi: 10.1111/tpj.13271. [PMID: 27411741]
  • Meruva Purushotham, Pankaj Gupta, Rajendra N Goyal. Graphene modified glassy carbon sensor for the determination of aspirin metabolites in human biological samples. Talanta. 2015 Oct; 143(?):328-334. doi: 10.1016/j.talanta.2015.04.082. [PMID: 26078167]
  • Chia-Ti Wang, Hung-Jung Lin, Bor-Chih Cheng, Mao-Tsun Lin, Ching-Ping Chang. Attenuating systemic inflammatory markers in simulated high-altitude exposure by heat shock protein 70-mediated hypobaric hypoxia preconditioning in rats. Journal of the Formosan Medical Association = Taiwan yi zhi. 2015 Apr; 114(4):328-38. doi: 10.1016/j.jfma.2012.11.015. [PMID: 25839766]
  • Yan Wang, Li Yuan, Ping Liu, Min Zhao. Delayed hyperoxic ventilation attenuates oxygen-induced free radical accumulation during early reperfusion after global brain ischemia. Neuroreport. 2015 Feb; 26(3):131-8. doi: 10.1097/wnr.0000000000000314. [PMID: 25569795]
  • Xu Li, Elisabeth Svedin, Huaping Mo, Susanna Atwell, Brian P Dilkes, Clint Chapple. Exploiting natural variation of secondary metabolism identifies a gene controlling the glycosylation diversity of dihydroxybenzoic acids in Arabidopsis thaliana. Genetics. 2014 Nov; 198(3):1267-76. doi: 10.1534/genetics.114.168690. [PMID: 25173843]
  • Bernhard H J Juurlink, Haya J Azouz, Alaa M Z Aldalati, Basmah M H AlTinawi, Paul Ganguly. Hydroxybenzoic acid isomers and the cardiovascular system. Nutrition journal. 2014 Jun; 13(?):63. doi: 10.1186/1475-2891-13-63. [PMID: 24943896]
  • Jayesh J Ahire, Leon M T Dicks. 2,3-dihydroxybenzoic acid-containing nanofiber wound dressings inhibit biofilm formation by Pseudomonas aeruginosa. Antimicrobial agents and chemotherapy. 2014; 58(4):2098-104. doi: 10.1128/aac.02397-13. [PMID: 24449781]
  • Qifang Pan, Yuntao Dai, Tri Rini Nuringtyas, Natali Rianika Mustafa, Anna Elisabeth Schulte, Robert Verpoorte, Young Hae Choi. Investigation of the chemomarkers correlated with flower colour in different organs of Catharanthus roseus using NMR-based metabolomics. Phytochemical analysis : PCA. 2014 Jan; 25(1):66-74. doi: 10.1002/pca.2464. [PMID: 24151112]
  • Chun-Ting Liu, Rajasekaran Raghu, Shu-Hsi Lin, San-Yuan Wang, Ching-Hua Kuo, Yufeng J Tseng, Lee-Yan Sheen. Metabolomics of ginger essential oil against alcoholic fatty liver in mice. Journal of agricultural and food chemistry. 2013 Nov; 61(46):11231-40. doi: 10.1021/jf403523g. [PMID: 24171385]
  • Kewei Zhang, Rayko Halitschke, Changxi Yin, Chang-Jun Liu, Su-Sheng Gan. Salicylic acid 3-hydroxylase regulates Arabidopsis leaf longevity by mediating salicylic acid catabolism. Proceedings of the National Academy of Sciences of the United States of America. 2013 Sep; 110(36):14807-12. doi: 10.1073/pnas.1302702110. [PMID: 23959884]
  • Chian-Yuh Lin, Chuan-Chih Hsu, Mao-Tsun Lin, Sheng-Hsien Chen. Flutamide, an androgen receptor antagonist, improves heatstroke outcomes in mice. European journal of pharmacology. 2012 Aug; 688(1-3):62-7. doi: 10.1016/j.ejphar.2012.05.002. [PMID: 22609231]
  • J Montonen, R Landberg, A Kamal-Eldin, P Åman, H Boeing, A Steffen, T Pischon. Reliability of fasting plasma alkylresorcinol metabolites concentrations measured 4 months apart. European journal of clinical nutrition. 2012 Aug; 66(8):968-70. doi: 10.1038/ejcn.2012.66. [PMID: 22713774]
  • Wen-shiann Wu, Ming-ting Chou, Chien-ming Chao, Chen-kuei Chang, Mao-tsun Lin, Ching-ping Chang. Melatonin reduces acute lung inflammation, edema, and hemorrhage in heatstroke rats. Acta pharmacologica Sinica. 2012 Jun; 33(6):775-82. doi: 10.1038/aps.2012.29. [PMID: 22609835]
  • Rikard Landberg, Mary K Townsend, Nithya Neelakantan, Qi Sun, Laura Sampson, Donna Spiegelman, Rob M van Dam. Alkylresorcinol metabolite concentrations in spot urine samples correlated with whole grain and cereal fiber intake but showed low to modest reproducibility over one to three years in U.S. women. The Journal of nutrition. 2012 May; 142(5):872-7. doi: 10.3945/jn.111.156398. [PMID: 22437553]
  • Raquel Conde-Álvarez, Vilma Arce-Gorvel, Maite Iriarte, Mateja Manček-Keber, Elías Barquero-Calvo, Leyre Palacios-Chaves, Carlos Chacón-Díaz, Esteban Chaves-Olarte, Anna Martirosyan, Kristine von Bargen, María-Jesús Grilló, Roman Jerala, Klaus Brandenburg, Enrique Llobet, José A Bengoechea, Edgardo Moreno, Ignacio Moriyón, Jean-Pierre Gorvel. The lipopolysaccharide core of Brucella abortus acts as a shield against innate immunity recognition. PLoS pathogens. 2012; 8(5):e1002675. doi: 10.1371/journal.ppat.1002675. [PMID: 22589715]
  • Saskia Floerl, Andrzej Majcherczyk, Mareike Possienke, Kirstin Feussner, Hella Tappe, Christiane Gatz, Ivo Feussner, Ursula Kües, Andrea Polle. Verticillium longisporum infection affects the leaf apoplastic proteome, metabolome, and cell wall properties in Arabidopsis thaliana. PloS one. 2012; 7(2):e31435. doi: 10.1371/journal.pone.0031435. [PMID: 22363647]
  • Reina Aoki, Tatsurou Yagami, Hiroyuki Sasakura, Ken-Ichi Ogura, Yasuhiro Kajihara, Masakazu Ibi, Takeaki Miyamae, Fumio Nakamura, Taro Asakura, Yoshikatsu Kanai, Yoshimi Misu, Yuichi Iino, Marina Ezcurra, William R Schafer, Ikue Mori, Yoshio Goshima. A seven-transmembrane receptor that mediates avoidance response to dihydrocaffeic acid, a water-soluble repellent in Caenorhabditis elegans. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2011 Nov; 31(46):16603-10. doi: 10.1523/jneurosci.4018-11.2011. [PMID: 22090488]
  • Päivi P Söderholm, Johan E Lundin, Anja H Koskela, Matti J Tikkanen, Herman C Adlercreutz. Pharmacokinetics of alkylresorcinol metabolites in human urine. The British journal of nutrition. 2011 Oct; 106(7):1040-4. doi: 10.1017/s0007114511001383. [PMID: 21481288]
  • Maurice Henquet, Jochem Eigenhuijsen, Thamara Hesselink, Holger Spiegel, Mariëlle Schreuder, Esther van Duijn, Jan Cordewener, Ann Depicker, Alexander van der Krol, Dirk Bosch. Characterization of the single-chain Fv-Fc antibody MBP10 produced in Arabidopsis alg3 mutant seeds. Transgenic research. 2011 Oct; 20(5):1033-42. doi: 10.1007/s11248-010-9475-5. [PMID: 21188635]
  • Marion Sander, Maike Petersen. Distinct substrate specificities and unusual substrate flexibilities of two hydroxycinnamoyltransferases, rosmarinic acid synthase and hydroxycinnamoyl-CoA:shikimate hydroxycinnamoyl-transferase, from Coleus blumei Benth. Planta. 2011 Jun; 233(6):1157-71. doi: 10.1007/s00425-011-1367-2. [PMID: 21318289]
  • Moriah Sandy, Alison Butler. Chrysobactin siderophores produced by Dickeya chrysanthemi EC16. Journal of natural products. 2011 May; 74(5):1207-12. doi: 10.1021/np200126z. [PMID: 21545171]
  • W Walter Lorenz, Rob Alba, Yuan-Sheng Yu, John M Bordeaux, Marta Simões, Jeffrey F D Dean. Microarray analysis and scale-free gene networks identify candidate regulators in drought-stressed roots of loblolly pine (P. taeda L.). BMC genomics. 2011 May; 12(?):264. doi: 10.1186/1471-2164-12-264. [PMID: 21609476]
  • A Alavi, O Fraser, E Tarelli, M Bland, J Axford. An open-label dosing study to evaluate the safety and effects of a dietary plant-derived polysaccharide supplement on the N-glycosylation status of serum glycoproteins in healthy subjects. European journal of clinical nutrition. 2011 May; 65(5):648-56. doi: 10.1038/ejcn.2010.263. [PMID: 21224866]
  • Cheng-Hsing Kao, Wu-Tein Huang, Mao-Tsun Lin, Wen-Shiann Wu. Central interleukin-10 attenuated lipopolysaccharide-induced changes in core temperature and hypothalamic glutamate, hydroxyl radicals and prostaglandin-E(2). European journal of pharmacology. 2011 Mar; 654(2):187-93. doi: 10.1016/j.ejphar.2010.12.038. [PMID: 21237148]
  • Tomoko Nozoye, Seiji Nagasaka, Takanori Kobayashi, Michiko Takahashi, Yuki Sato, Yoko Sato, Nobuyuki Uozumi, Hiromi Nakanishi, Naoko K Nishizawa. Phytosiderophore efflux transporters are crucial for iron acquisition in graminaceous plants. The Journal of biological chemistry. 2011 Feb; 286(7):5446-54. doi: 10.1074/jbc.m110.180026. [PMID: 21156806]
  • Lifang Hu, Wanqi Liang, Changsong Yin, Xiao Cui, Jie Zong, Xing Wang, Jianping Hu, Dabing Zhang. Rice MADS3 regulates ROS homeostasis during late anther development. The Plant cell. 2011 Feb; 23(2):515-33. doi: 10.1105/tpc.110.074369. [PMID: 21297036]
  • Mathew B Sonier, Harold G Weger. Plasma membrane ferric reductase activity of iron-limited algal cells is inhibited by ferric chelators. Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine. 2010 Dec; 23(6):1029-42. doi: 10.1007/s10534-010-9348-7. [PMID: 20508972]
  • Tsai-Hsiu Yang, Mei-Fen Shih, Yi-Szu Wen, Wen-Yueh Ho, Kuen-Lin Leu, Mei-Ying Wang, Chia-Chyuan Liu. Attenuation of circulatory shock and cerebral ischemia injury in heat stroke by combination treatment with dexamethasone and hydroxyethyl starch. Experimental & translational stroke medicine. 2010 Oct; 2(1):19. doi: 10.1186/2040-7378-2-19. [PMID: 20937119]
  • Susana Tárraga, Purificación Lisón, María Pilar López-Gresa, Cristina Torres, Ismael Rodrigo, José María Bellés, Vicente Conejero. Molecular cloning and characterization of a novel tomato xylosyltransferase specific for gentisic acid. Journal of experimental botany. 2010 Oct; 61(15):4325-38. doi: 10.1093/jxb/erq234. [PMID: 20729481]
  • Prontipa Nokthai, Vannajan Sanghiran Lee, Lalida Shank. Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison. International journal of molecular sciences. 2010 Sep; 11(9):3266-76. doi: 10.3390/ijms11093266. [PMID: 20957092]
  • Blanca P Lazalde-Ramos, Ismael Lares-Asseff, Ignacio Villanueva-Fierro, Martha Sosa-Macías, Patricia Yahuaca-Mendoza, Ana Zamora-Perez. HPLC method for quantification of oxidative stress by salicilate hydroxylation in human plasma. Journal of chromatographic science. 2010 Sep; 48(8):675-9. doi: 10.1093/chromsci/48.8.675. [PMID: 20819298]
  • Vishnu Kumar, Mohammad Mubin Khan, Ashok Kumar Khanna, Ranjana Singh, Sushma Singh, Ramesh Chander, Farzana Mahdi, Abbas Ali Mahdi, Jitendra Kumar Saxena, Raj Kumar Singh. Lipid Lowering Activity of Anthocephalus indicus Root in Hyperlipidemic Rats. Evidence-based complementary and alternative medicine : eCAM. 2010 Sep; 7(3):317-22. doi: 10.1093/ecam/nen001. [PMID: 18955320]
  • Michael Bartsch, Paweł Bednarek, Pedro D Vivancos, Bernd Schneider, Edda von Roepenack-Lahaye, Christine H Foyer, Erich Kombrink, Dierk Scheel, Jane E Parker. Accumulation of isochorismate-derived 2,3-dihydroxybenzoic 3-O-beta-D-xyloside in arabidopsis resistance to pathogens and ageing of leaves. The Journal of biological chemistry. 2010 Aug; 285(33):25654-65. doi: 10.1074/jbc.m109.092569. [PMID: 20538606]
  • Takeshi Ishii, Taiki Mori, Tatsuya Ichikawa, Maiko Kaku, Koji Kusaka, Yoshinori Uekusa, Mitsugu Akagawa, Yoshiyuki Aihara, Takumi Furuta, Toshiyuki Wakimoto, Toshiyuki Kan, Tsutomu Nakayama. Structural characteristics of green tea catechins for formation of protein carbonyl in human serum albumin. Bioorganic & medicinal chemistry. 2010 Jul; 18(14):4892-6. doi: 10.1016/j.bmc.2010.06.021. [PMID: 20598557]
  • Maja Antoncic-Svetina, Davor Sentija, Ana Cipak, Davor Milicic, Andreas Meinitzer, Franz Tatzber, Luka Andrisic, Sieglinde Zelzer, Neven Zarkovic. Ergometry induces systemic oxidative stress in healthy human subjects. The Tohoku journal of experimental medicine. 2010 May; 221(1):43-8. doi: 10.1620/tjem.221.43. [PMID: 20448440]
  • Catalina March, Verónica Regueiro, Enrique Llobet, David Moranta, Pau Morey, Junkal Garmendia, José A Bengoechea. Dissection of host cell signal transduction during Acinetobacter baumannii-triggered inflammatory response. PloS one. 2010 Apr; 5(4):e10033. doi: 10.1371/journal.pone.0010033. [PMID: 20383325]
  • Carla C C R de Carvalho, Pedro Fernandes. Production of metabolites as bacterial responses to the marine environment. Marine drugs. 2010 Mar; 8(3):705-27. doi: 10.3390/md8030705. [PMID: 20411122]
  • Lijuan Gao, Jinyou Li, Jianhua Qi. Gentisides A and B, two new neuritogenic compounds from the traditional Chinese medicine Gentiana rigescens Franch. Bioorganic & medicinal chemistry. 2010 Mar; 18(6):2131-2134. doi: 10.1016/j.bmc.2010.02.004. [PMID: 20189814]
  • Ilkka Reenilä, Pekka Rauhala. Simultaneous analysis of catechol-O-methyl transferase activity, S-adenosylhomocysteine and adenosine. Biomedical chromatography : BMC. 2010 Mar; 24(3):294-300. doi: 10.1002/bmc.1288. [PMID: 19629963]
  • Maurice H J Selman, Liam A McDonnell, Magnus Palmblad, L Renee Ruhaak, André M Deelder, Manfred Wuhrer. Immunoglobulin G glycopeptide profiling by matrix-assisted laser desorption ionization Fourier transform ion cyclotron resonance mass spectrometry. Analytical chemistry. 2010 Feb; 82(3):1073-81. doi: 10.1021/ac9024413. [PMID: 20058878]
  • Ulrike Jakop, Beate Fuchs, Rosmarie Süss, Gudrun Wibbelt, Beate Braun, Karin Müller, Jürgen Schiller. The solubilisation of boar sperm membranes by different detergents - a microscopic, MALDI-TOF MS, (31)P NMR and PAGE study on membrane lysis, extraction efficiency, lipid and protein composition. Lipids in health and disease. 2009 Nov; 8(?):49. doi: 10.1186/1476-511x-8-49. [PMID: 19906304]
  • Angela Mehlert, Michael A J Ferguson. Proteomic scale high-sensitivity analyses of GPI membrane anchors. Glycoconjugate journal. 2009 Nov; 26(8):915-21. doi: 10.1007/s10719-008-9116-x. [PMID: 18330699]
  • Zhih-Cherng Chen, Wen-Shian Wu, Mao-Tsun Lin, Chuan-Chih Hsu. Protective effect of transgenic expression of porcine heat shock protein 70 on hypothalamic ischemic and oxidative damage in a mouse model of heatstroke. BMC neuroscience. 2009 Sep; 10(?):111. doi: 10.1186/1471-2202-10-111. [PMID: 19725984]
  • Xianmei Yu, Lin Chao, Fucong Zheng, Chunping He, Xiuguo Zhang. [Cloning, expression and functional analysis of the dhbC gene from the siderophore producing bacterium Bacillus subtilis CAS15]. Sheng wu gong cheng xue bao = Chinese journal of biotechnology. 2009 Jun; 25(6):819-25. doi: ". [PMID: 19777807]
  • Chuan-Chih Hsu, Chiang-Shan Niu, Mao-Tsun Lin. Decrease of heatstroke-induced multiorgan dysfunction by whole body cooling in streptozotocin-induced diabetic rats. The Chinese journal of physiology. 2009 Feb; 52(1):47-55. doi: 10.4077/cjp.2009.amh010. [PMID: 19764353]
  • Gustavo Orione Puntel, Nelson Rodrigues de Carvalho, Priscila Gubert, Aline Schwertner Palma, Cristiane Lenz Dalla Corte, Daiana Silva Avila, Maria Ester Pereira, Vanessa Santana Carratu, Leandro Bresolin, João Batista Teixeira da Rocha, Félix A Antunes Soares. Butane-2,3-dionethiosemicarbazone: an oxime with antioxidant properties. Chemico-biological interactions. 2009 Jan; 177(2):153-60. doi: 10.1016/j.cbi.2008.09.028. [PMID: 18950608]
  • Vladimír Vrkoslav, Radka Míková, Josef Cvacka. Characterization of natural wax esters by MALDI-TOF mass spectrometry. Journal of mass spectrometry : JMS. 2009 Jan; 44(1):101-10. doi: 10.1002/jms.1476. [PMID: 18821728]
  • Maria Stella Ritorto, Jürgen Borlak. A simple and reliable protocol for mouse serum proteome profiling studies by use of two-dimensional electrophoresis and MALDI TOF/TOF mass spectrometry. Proteome science. 2008 Sep; 6(?):25. doi: 10.1186/1477-5956-6-25. [PMID: 18789141]
  • Toh-Seok Kam, Shin-Jowl Tan, Seik-Weng Ng, Kanki Komiyama. Bipleiophylline, an unprecedented cytotoxic bisindole alkaloid constituted from the bridging of two indole moieties by an aromatic spacer unit. Organic letters. 2008 Sep; 10(17):3749-52. doi: 10.1021/ol801354s. [PMID: 18683934]
  • Long-Ze Lin, Pei Chen, Mustafa Ozcan, James M Harnly. Chromatographic profiles and identification of new phenolic components of Ginkgo biloba leaves and selected products. Journal of agricultural and food chemistry. 2008 Aug; 56(15):6671-9. doi: 10.1021/jf800488x. [PMID: 18598036]
  • Kun-Hung Shen, Chen-Kuei Chang, Mao-Tsun Lin, Ching-Ping Chang. Interleukin-1 receptor antagonist restores homeostatic function and limits multiorgan damage in heatstroke. European journal of applied physiology. 2008 Jul; 103(5):561-8. doi: 10.1007/s00421-008-0755-1. [PMID: 18458937]
  • Darren M Soanes, Intikhab Alam, Mike Cornell, Han Min Wong, Cornelia Hedeler, Norman W Paton, Magnus Rattray, Simon J Hubbard, Stephen G Oliver, Nicholas J Talbot. Comparative genome analysis of filamentous fungi reveals gene family expansions associated with fungal pathogenesis. PloS one. 2008 Jun; 3(6):e2300. doi: 10.1371/journal.pone.0002300. [PMID: 18523684]
  • Nagarajan Devipriya, Adluri Ram Sudheer, Venugopal P Menon. Caffeic acid protects human peripheral blood lymphocytes against gamma radiation-induced cellular damage. Journal of biochemical and molecular toxicology. 2008 May; 22(3):175-86. doi: 10.1002/jbt.20228. [PMID: 18561333]
  • Wendy R Russell, Lorraine Scobbie, Garry G Duthie, Andrew Chesson. Inhibition of 15-lipoxygenase-catalysed oxygenation of arachidonic acid by substituted benzoic acids. Bioorganic & medicinal chemistry. 2008 Apr; 16(8):4589-93. doi: 10.1016/j.bmc.2008.02.041. [PMID: 18314336]
  • Jong H Kim, Noreen Mahoney, Kathleen L Chan, Russell J Molyneux, Gregory S May, Bruce C Campbell. Chemosensitization of fungal pathogens to antimicrobial agents using benzo analogs. FEMS microbiology letters. 2008 Apr; 281(1):64-72. doi: 10.1111/j.1574-6968.2008.01072.x. [PMID: 18284447]
  • Marcos A Bezerra, Walter N L Dos Santos, Valfredo A Lemos, Maria das Graças A Korn, Sérgio L C Ferreira. On-line system for preconcentration and determination of metals in vegetables by inductively coupled plasma optical emission spectrometry. Journal of hazardous materials. 2007 Sep; 148(1-2):334-9. doi: 10.1016/j.jhazmat.2007.02.047. [PMID: 17412498]
  • Dan-qiao Wang, Wei Wang, Fu-chun Jing. [Effects of tetramethylpyrazine on brain oxidative damage induced by intracerebral perfusion of L-DOPA in rats with Parkinson's disease]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2007 Jul; 27(7):629-32. doi: . [PMID: 17717925]
  • Sheng-Huang Hsiao, Ching-Ping Chang, Tsai-Hsien Chiu, Mao-Tsun Lin. Resuscitation from experimental heatstroke by brain cooling therapy. Resuscitation. 2007 Jun; 73(3):437-45. doi: 10.1016/j.resuscitation.2006.11.003. [PMID: 17300862]
  • Elinor Scott, Francisc Peter, Johan Sanders. Biomass in the manufacture of industrial products--the use of proteins and amino acids. Applied microbiology and biotechnology. 2007 Jun; 75(4):751-62. doi: 10.1007/s00253-007-0932-x. [PMID: 17387469]
  • Bijan Naghibi, Taghi Ghafghazi, Valiollah Hajhashemi, Ardeshir Talebi, Diana Taheri. The effect of 2,3-dihydroxybenzoic acid and tempol in prevention of vancomycin-induced nephrotoxicity in rats. Toxicology. 2007 Apr; 232(3):192-9. doi: 10.1016/j.tox.2007.01.005. [PMID: 17296255]
  • Ching-Ping Chang, Wu-Tein Huang, Bor-Chih Cheng, Chuan-Chih Hsu, Mao-Tsun Lin. The flavonoid baicalin protects against cerebrovascular dysfunction and brain inflammation in experimental heatstroke. Neuropharmacology. 2007 Mar; 52(3):1024-33. doi: 10.1016/j.neuropharm.2006.10.018. [PMID: 17204294]
  • Xiaojun Xie, Jingguo Wang, Hongli Yuan. High-resolution analysis of catechol-type siderophores using polyamide thin layer chromatography. Journal of microbiological methods. 2006 Nov; 67(2):390-3. doi: 10.1016/j.mimet.2006.04.022. [PMID: 16806545]
  • Fang-Jung Wan, Che-Se Tung, I-Shin Shiah, Hui-Ching Lin. Effects of alpha-phenyl-N-tert-butyl nitrone and N-acetylcysteine on hydroxyl radical formation and dopamine depletion in the rat striatum produced by d-amphetamine. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology. 2006 Feb; 16(2):147-53. doi: 10.1016/j.euroneuro.2005.07.002. [PMID: 16061357]
  • Toshio Obata. Allopurinol suppresses 2-bromoethylamine and 1-methyl-4-phenylpyridinium ion (MPP(+))-induced hydroxyl radical generation in rat striatum. Toxicology. 2006 Jan; 218(1):75-9. doi: 10.1016/j.tox.2005.09.012. [PMID: 16271280]
  • A Y Chang, C H Wang, T H Chiu, J W Chi, C F Chen, L T Ho, A M Y Lin. Hypoxic preconditioning attenuated in kainic acid-induced neurotoxicity in rat hippocampus. Experimental neurology. 2005 Sep; 195(1):40-8. doi: 10.1016/j.expneurol.2004.09.014. [PMID: 15950222]
  • Hongyan Jiang, Su-Hua Sha, Jochen Schacht. NF-kappaB pathway protects cochlear hair cells from aminoglycoside-induced ototoxicity. Journal of neuroscience research. 2005 Mar; 79(5):644-51. doi: 10.1002/jnr.20392. [PMID: 15672440]
  • Tadashi Kitahara, Ha-Sheng Li, Carey D Balaban. Changes in transient receptor potential cation channel superfamily V (TRPV) mRNA expression in the mouse inner ear ganglia after kanamycin challenge. Hearing research. 2005 Mar; 201(1-2):132-44. doi: 10.1016/j.heares.2004.09.007. [PMID: 15721568]
  • Du Toit Loots, Ian J Wiid, Benedict J Page, Lodewyk J Mienie, Paul D van Helden. Melatonin prevents the free radical and MADD metabolic profiles induced by antituberculosis drugs in an animal model. Journal of pineal research. 2005 Mar; 38(2):100-6. doi: 10.1111/j.1600-079x.2004.00176.x. [PMID: 15683464]
  • Jui-Ling Wang, Der-Shin Ke, Mao-Tsun Lin. Heat shock pretreatment may protect against heatstroke-induced circulatory shock and cerebral ischemia by reducing oxidative stress and energy depletion. Shock (Augusta, Ga.). 2005 Feb; 23(2):161-7. doi: 10.1097/01.shk.0000150779.47107.d5. [PMID: 15665732]
  • Gernot Gronow, Wataru Kähler, Andreas Koch, Norbert Klause. Benzoate hydroxylation: a measure of oxidative stress in divers. Advances in experimental medicine and biology. 2005; 566(?):223-9. doi: 10.1007/0-387-26206-7_30. [PMID: 16594156]
  • T Kitahara, H S Li-Korotky, C D Balaban. Regulation of mitochondrial uncoupling proteins in mouse inner ear ganglion cells in response to systemic kanamycin challenge. Neuroscience. 2005; 135(2):639-53. doi: 10.1016/j.neuroscience.2005.06.056. [PMID: 16111824]
  • Markus M Forsberg, Risto O Juvonen, Petra Helisalmi, Jukka Leppänen, Joseph A Gogos, Maria Karayiorgou, Pekka T Männistö. Lack of increased oxidative stress in catechol-O-methyltransferase (COMT)-deficient mice. Naunyn-Schmiedeberg's archives of pharmacology. 2004 Oct; 370(4):279-89. doi: 10.1007/s00210-004-0967-9. [PMID: 15378229]
  • David M Pattwell, David M Patwell, Anne McArdle, Jennifer E Morgan, Terence A Patridge, Malcolm J Jackson. Release of reactive oxygen and nitrogen species from contracting skeletal muscle cells. Free radical biology & medicine. 2004 Oct; 37(7):1064-72. doi: 10.1016/j.freeradbiomed.2004.06.026. [PMID: 15336322]
  • K Winiarska, J Drozak, M Wegrzynowicz, T Fraczyk, J Bryla. Diabetes-induced changes in glucose synthesis, intracellular glutathione status and hydroxyl free radical generation in rabbit kidney-cortex tubules. Molecular and cellular biochemistry. 2004 Jun; 261(1-2):91-8. doi: 10.1023/b:mcbi.0000028742.83086.43. [PMID: 15362490]
  • Christine Rauca, Ingrid Wiswedel, Renate Zerbe, Gerburg Keilhoff, Manfred Krug. The role of superoxide dismutase and alpha-tocopherol in the development of seizures and kindling induced by pentylenetetrazol - influence of the radical scavenger alpha-phenyl-N-tert-butyl nitrone. Brain research. 2004 May; 1009(1-2):203-12. doi: 10.1016/j.brainres.2004.01.082. [PMID: 15120598]
  • Hui Li, Qingjiang Wang. Evaluation of free hydroxyl radical scavenging activities of some Chinese herbs by capillary zone electrophoresis with amperometric detection. Analytical and bioanalytical chemistry. 2004 Apr; 378(7):1801-5. doi: 10.1007/s00216-004-2509-1. [PMID: 14985912]
  • Olena Shakhman, Matthias Herkert, Christine Rose, Andreas Humeny, Cord-Michael Becker. Induction by beta-bungarotoxin of apoptosis in cultured hippocampal neurons is mediated by Ca(2+)-dependent formation of reactive oxygen species. Journal of neurochemistry. 2003 Nov; 87(3):598-608. doi: 10.1046/j.1471-4159.2003.02035.x. [PMID: 14535943]
  • Rao Muralikrishna Adibhatla, James F Hatcher, Robert J Dempsey. Phospholipase A2, hydroxyl radicals, and lipid peroxidation in transient cerebral ischemia. Antioxidants & redox signaling. 2003 Oct; 5(5):647-54. doi: 10.1089/152308603770310329. [PMID: 14580322]
  • Noriyuki Kato, Kiyoyuki Yanaka, Koji Hyodo, Kazuhiro Homma, Sohji Nagase, Tadao Nose. Stable nitroxide Tempol ameliorates brain injury by inhibiting lipid peroxidation in a rat model of transient focal cerebral ischemia. Brain research. 2003 Jul; 979(1-2):188-93. doi: 10.1016/s0006-8993(03)02918-4. [PMID: 12850585]
  • T Yamamoto, T Ohkuwa, H Itoh, Y Sato, M Naoi. Relation between voluntary physical activity and oxidant/antioxidant status in rats. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2003 Jun; 135(2):163-8. doi: 10.1016/s1532-0456(03)00087-5. [PMID: 12860055]
  • David Pattwell, Tony Ashton, Anne McArdle, Richard D Griffiths, Malcolm J Jackson. Ischemia and reperfusion of skeletal muscle lead to the appearance of a stable lipid free radical in the circulation. American journal of physiology. Heart and circulatory physiology. 2003 Jun; 284(6):H2400-4. doi: 10.1152/ajpheart.00931.2002. [PMID: 12543639]
  • Toshio Obata. Calcium overload enhances hydroxyl radical generation by 1-methyl-4 phenylpyridinium ion (MPP+) in rat striatum. Brain research. 2003 Mar; 965(1-2):287-9. doi: 10.1016/s0006-8993(02)04161-6. [PMID: 12591149]
  • Giuseppe M Campo, Angela Avenoso, Salvatore Campo, Alida Ferlazzo, Domenica Altavilla, Carmelo Micali, Alberto Calatroni. Aromatic trap analysis of free radicals production in experimental collagen-induced arthritis in the rat: protective effect of glycosaminoglycans treatment. Free radical research. 2003 Mar; 37(3):257-68. doi: 10.1080/1071576021000046640. [PMID: 12688421]
  • T Obata. Dopamine efflux by MPTP and hydroxyl radical generation. Journal of neural transmission (Vienna, Austria : 1996). 2002 Sep; 109(9):1159-80. doi: 10.1007/s00702-001-0683-2. [PMID: 12203043]