1,2,3-Trihydroxybenzene (BioDeep_00000000233)

 

Secondary id: BioDeep_00000859385

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


2,3-Dihydroxyphenol; Benzene-1,2,3-triol; NSC 5035

化学式: C6H6O3 (126.0317)
中文名称: 邻苯三酚, 焦性没食子酸
谱图信息: 最多检出来源 Homo sapiens(blood) 24.21%

分子结构信息

SMILES: C1=CC(=C(C(=C1)O)O)O
InChI: InChI=1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H

描述信息

1,2,3-trihydroxybenzene, also known as pyrogallic acid or 1,2,3-benzenetriol, is a member of the class of compounds known as 5-unsubstituted pyrrogallols. 5-unsubstituted pyrrogallols are pyrrogallols that are unsubstituted at th5-position of the benzene ring. 1,2,3-trihydroxybenzene is soluble (in water) and a very weakly acidic compound (based on its pKa). 1,2,3-trihydroxybenzene can be found in arabica coffee, beer, cocoa powder, and coffee, which makes 1,2,3-trihydroxybenzene a potential biomarker for the consumption of these food products. 1,2,3-trihydroxybenzene can be found primarily in blood, feces, and urine. 1,2,3-trihydroxybenzene is an organic compound with the formula C6H3(OH)3. It is a white water-soluble solid although samples are typically brownish because of its sensitivity toward oxygen. It is one of three isomeric benzenetriols .
Pyrogallic acid is an odorless white to gray solid. Sinks and mixes with water. (USCG, 1999)
Pyrogallol is a benzenetriol carrying hydroxy groups at positions 1, 2 and 3. It has a role as a plant metabolite. It is a phenolic donor and a benzenetriol.
Pyrogallol is a natural product found in Gunnera perpensa, Nigella glandulifera, and other organisms with data available.
A trihydroxybenzene or dihydroxy phenol that can be prepared by heating GALLIC ACID.
See also: Stevia rebaudiuna Leaf (part of); Alchemilla monticola whole (part of); Agrimonia eupatoria flowering top (part of).
1,2,3-Trihydroxybenzene, or pyrogallol is a benzenetriol. It is a white crystalline powder and a powerful reducing agent. It was first prepared by Scheele 1786 by heating gallic acid. An alternate preparation is heating para-chlorophenoldisulphonic acid with potassium hydroxide. 1,2,3-Trihydroxybenzene has been found to be a metabolite of Aspergillus (https://www.tandfonline.com/doi/pdf/10.1080/00021369.1982.10865473).
A benzenetriol carrying hydroxy groups at positions 1, 2 and 3.
D020011 - Protective Agents > D000975 - Antioxidants
Pyrogallol is a polyphenol compound, which has anti-fungal and anti-psoriatic properties. Pyrogallol is a reductant that is able to generate free radicals, in particular superoxide anions.
Pyrogallol is a polyphenol compound, which has anti-fungal and anti-psoriatic properties. Pyrogallol is a reductant that is able to generate free radicals, in particular superoxide anions.

同义名列表

68 个代谢物同义名

2,3-Dihydroxyphenol; Benzene-1,2,3-triol; NSC 5035; InChI=1/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9; 4-06-00-07327 (Beilstein Handbook Reference); Pyrogallol, JIS special grade, >=99.0\\%; Pyrogallol, SAJ first grade, >=98.0\\%; Pyrogallol, Vetec(TM) reagent grade; Pyrogallol, purum, >=98.0\\% (HPLC); 1,2,3-Benzenetriol (ACD/Name 4.0); Benzene-1,2,3-triol (Pyrogallol); Pyrogallol, analytical standard; Pyrogallol, ACS reagent, >=99\\%; 1,2,3-Trihydroxybenzen [Czech]; 1,2,3-Trihydroxybenzen (CZECH); Pyrogallol, p.a., ACS reagent; 1,2,3-Trihydroxybenzene, XIV; Benzene, 1,2,3-trihydroxy-; Pyrogallol, >=98\\% (HPLC); 1,2,3-TRIHYDROXY-BENZENE; 1,2,3-trihydroxybenzene; Pyrogallol, ACS reagent; Benzene,2,3-trihydroxy-; 1,2,3-Trihydroxybenzen; C.I. Oxidation Base 32; 1,3-Trihydroxybenzene; Pyrogallol ACS grade; 1,3-Trihydroxybenzen; CI Oxidation Base 32; 2,3-Dihydroxyphenol; Pyrogallic Acid,(S); benzene-1,2-3-triol; PYROGALLOL [WHO-DD]; benzene-1,2,3-triol; PYROGALLOL [VANDF]; PYROGALLOL [MART.]; Fouramine Brown AP; 1,2,3-benzenetriol; PYROGALLOL (MART.); fouramine base ap; PYROGALLOL [HSDB]; PYROGALLOL [INCI]; trihydroxybenzene; acid, Pyrogallic; Pyrogallol, 98\\%; 1,3-Benzenetriol; Pyrogallol [NF]; UNII-01Y4A2QXY0; PYROGALLOL [MI]; PYROGALLOL, ACS; pyrogallic acid; WLN: QR BQ CQ; Benzenetriol; Tox21_202373; Tox21_111143; fourrine PG; Pyrogallate; CAS-87-66-1; fourrine 85; Pyrogallol;; 01Y4A2QXY0; Pyrogallol; AI3-00709; Phenol; PYROP; Piral; Pyro; PYG; GMN; Pyrogallol



数据库引用编号

25 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(3)

PlantCyc(0)

代谢反应

7 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(6)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

24 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 15 AKT1, ALB, ANXA5, BCL2, CASP3, CASP8, CAT, CCND1, CYP2E1, HPGDS, MAPK14, MAPK8, TLR4, TYR, XDH
Peripheral membrane protein 2 ANXA5, CYP2E1
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 3 BCL2, CALU, CYP2E1
Nucleus 8 AKT1, ALB, BCL2, CASP3, CASP8, CCND1, MAPK14, MAPK8
cytosol 14 AKT1, ALB, ANXA5, BCL2, CASP3, CASP8, CAT, CCND1, COMT, GSR, HPGDS, MAPK14, MAPK8, XDH
dendrite 1 COMT
centrosome 2 ALB, CCND1
nucleoplasm 7 AKT1, CASP3, CASP8, CCND1, HPGDS, MAPK14, MAPK8
Cell membrane 4 AKT1, COMT, TLR4, TNF
lamellipodium 2 AKT1, CASP8
Synapse 2 COMT, MAPK8
cell cortex 1 AKT1
cell surface 2 TLR4, TNF
glutamatergic synapse 3 AKT1, CASP3, MAPK14
Golgi apparatus 2 ALB, CALU
mitochondrial inner membrane 1 CYP2E1
neuronal cell body 2 CASP3, TNF
postsynapse 1 AKT1
sarcolemma 1 ANXA5
Lysosome 1 TYR
plasma membrane 4 AKT1, COMT, TLR4, TNF
Membrane 7 AKT1, ANXA5, BCL2, CALU, CAT, COMT, TLR4
axon 2 COMT, MAPK8
extracellular exosome 5 ALB, ANXA5, CAT, COMT, GSR
endoplasmic reticulum 3 ALB, BCL2, CALU
extracellular space 4 ALB, IL6, TNF, XDH
perinuclear region of cytoplasm 2 TLR4, TYR
bicellular tight junction 1 CCND1
mitochondrion 5 BCL2, CASP8, CAT, GSR, MAPK14
protein-containing complex 5 AKT1, ALB, BCL2, CASP8, CAT
intracellular membrane-bounded organelle 5 CAT, COMT, CYP2E1, HPGDS, TYR
Microsome membrane 1 CYP2E1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 TLR4, TYR
Secreted 3 ALB, CALU, IL6
extracellular region 7 ALB, ANXA5, CALU, CAT, IL6, MAPK14, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
mitochondrial matrix 2 CAT, GSR
Extracellular side 1 COMT
anchoring junction 1 ALB
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CCND1
external side of plasma membrane 4 ANXA5, GSR, TLR4, TNF
microtubule cytoskeleton 1 AKT1
Melanosome membrane 1 TYR
Early endosome 1 TLR4
cell-cell junction 1 AKT1
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 2 COMT, TNF
vesicle 1 AKT1
Cell projection, lamellipodium 1 CASP8
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 2 ANXA5, CAT
spindle 1 AKT1
Peroxisome 2 CAT, XDH
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 ANXA5
nuclear speck 1 MAPK14
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
Zymogen granule membrane 1 ANXA5
ciliary basal body 2 AKT1, ALB
phagocytic cup 2 TLR4, TNF
cytoskeleton 1 CASP8
centriole 1 ALB
spindle pole 2 ALB, MAPK14
blood microparticle 1 ALB
Melanosome 2 CALU, TYR
cell body 1 CASP8
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 2 CAT, MAPK14
secretory granule lumen 2 CAT, MAPK14
endoplasmic reticulum lumen 3 ALB, CALU, IL6
transcription repressor complex 1 CCND1
platelet alpha granule lumen 1 ALB
vesicle membrane 1 ANXA5
Sarcoplasmic reticulum lumen 1 CALU
basal dendrite 1 MAPK8
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
[Isoform Soluble]: Cytoplasm 1 COMT
[Isoform Membrane-bound]: Cell membrane 1 COMT
cyclin D1-CDK6 complex 1 CCND1
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Mohamed Hamed, Hamdy A M Soliman, Rashad E M Said, Christopher J Martyniuk, Alaa G M Osman, Alaa El-Din H Sayed. Oxidative stress, antioxidant defense responses, and histopathology: Biomarkers for monitoring exposure to pyrogallol in Clarias gariepinus. Journal of environmental management. 2024 Feb; 351(?):119845. doi: 10.1016/j.jenvman.2023.119845. [PMID: 38109825]
  • Ly Thi Huong Nguyen, Nhi Phuc Khanh Nguyen, Khoa Nguyen Tran, Heung-Mook Shin, In-Jun Yang. Intranasal administration of the essential oil from Perillae Folium ameliorates social defeat stress-induced behavioral impairments in mice. Journal of ethnopharmacology. 2024 Jan; 324(?):117775. doi: 10.1016/j.jep.2024.117775. [PMID: 38224793]
  • Beixian Zhou, Linxin Wang, Zhixian Ren, Yueyun Liang, Sushan Yang, Yuehan Zhang, Siyao Che, Weiyi Fang. Pyrogallol promotes growth arrest by activating the p53-mediated up-regulation of p21 and p62/SQSTM1-dependent degradation of β-catenin in nonsmall cell lung cancer cells. Environmental toxicology. 2023 Dec; ?(?):. doi: 10.1002/tox.24099. [PMID: 38108618]
  • Karyn Bischoff. Pyrogallol Toxicosis in Horses. The Veterinary clinics of North America. Equine practice. 2023 Nov; ?(?):. doi: 10.1016/j.cveq.2023.10.001. [PMID: 37923643]
  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Yuehan Zhang, Sushan Yang, Zhenhua Qiu, Li Huang, Linyan Huang, Yueyun Liang, Xuanyu Liu, Maosheng Wang, Beixian Zhou. Pyrogallol enhances therapeutic effect of human umbilical cord mesenchymal stem cells against LPS-mediated inflammation and lung injury via activation of Nrf2/HO-1 signaling. Free radical biology & medicine. 2022 10; 191(?):66-81. doi: 10.1016/j.freeradbiomed.2022.08.030. [PMID: 36028178]
  • M D Milan Gowda, K Jayachandra, Vikram Joshi, Vaddarahally N Manjuprasanna, Gotravalli V Rudresha, Devadasan Velmurugan, Raman Pachaiappan, Noor Mohamed Jameel, Bannikuppe S Vishwanath. Syringol isolated from Eleusine coracana (L.) Gaertn bran suppresses inflammatory response through the down-regulation of cPLA2, COX-2, IκBα, p38 and MPO signaling in sPLA2 induced mice paw oedema. Inflammopharmacology. 2022 Oct; 30(5):1853-1870. doi: 10.1007/s10787-022-00983-3. [PMID: 35639234]
  • Adriel Ekozin, Chiagoziem A Otuechere, Adewale Adewuyi. Apocynin loaded silver nanoparticles displays potent in vitro biological activities and mitigates pyrogallol-induced hepatotoxicity. Chemico-biological interactions. 2022 Sep; 365(?):110069. doi: 10.1016/j.cbi.2022.110069. [PMID: 35944648]
  • Lele Tang, Yuan Dang, Yu Wang, Yunlong Zhang, Tianshuo Hu, Cuicui Ding, Hui Wu, Yonghao Ni, Lihui Chen, Liulian Huang, Min Zhang. Rapid fabrication of bionic pyrogallol-based self-adhesive hydrogel with mechanically tunable, self-healing, antibacterial, wound healing, and hemostatic properties. Biomaterials advances. 2022 May; 136(?):212765. doi: 10.1016/j.bioadv.2022.212765. [PMID: 35929329]
  • Francesca Torrini, Lapo Renai, Simona Scarano, Massimo Del Bubba, Pasquale Palladino, Maria Minunni. Colorimetric selective quantification of anthocyanins with catechol/pyrogallol moiety in edible plants upon zinc complexation. Talanta. 2022 Apr; 240(?):123156. doi: 10.1016/j.talanta.2021.123156. [PMID: 34942476]
  • Xinwen Zhang, Delphis F Levia, Elvis Osamudiamhen Ebikade, Jeffrey Chang, Dionisios G Vlachos, Changqing Wu. The impact of differential lignin S/G ratios on mutagenicity and chicken embryonic toxicity. Journal of applied toxicology : JAT. 2022 03; 42(3):423-435. doi: 10.1002/jat.4229. [PMID: 34448506]
  • Min Zhang, Qili Yang, Tianshuo Hu, Lele Tang, Yonghao Ni, Lihui Chen, Hui Wu, Liulian Huang, Cuicui Ding. Adhesive, Antibacterial, Conductive, Anti-UV, Self-Healing, and Tough Collagen-Based Hydrogels from a Pyrogallol-Ag Self-Catalysis System. ACS applied materials & interfaces. 2022 Feb; 14(7):8728-8742. doi: 10.1021/acsami.1c21200. [PMID: 35143167]
  • Yi Zhang, Mufan Ji, Zhenyang Gu, Wenlong Pei, Jun Zhu, Qian Wu, Lei Li, Zhan Zhang. Elemicin exposure induced aberrant lipid metabolism via modulation of gut microbiota in mice. Toxicology. 2022 02; 467(?):153088. doi: 10.1016/j.tox.2021.153088. [PMID: 34979169]
  • Hossein Tavallali, Gohar Deilamy-Rad, Abolftah Parhami, Reza Zebarjadi, Arshida Najafi-Nejad, Narges Mosallanejad. A novel design of multiple ligands for ultrasensitive colorimetric chemosensor of glutathione in plasma sample. Analytical biochemistry. 2022 01; 637(?):114475. doi: 10.1016/j.ab.2021.114475. [PMID: 34813770]
  • Islam M Mostafa, Muhammad Rehan Hasan Shah Gilani, Yequan Chen, Baohua Lou, Jianping Li, Guobao Xu. Lucigenin-pyrogallol chemiluminescence for the multiple detection of pyrogallol, cobalt ion, and tyrosinase. Journal of food and drug analysis. 2021 09; 29(3):510-520. doi: 10.38212/2224-6614.3361. [PMID: 35696239]
  • Iftikhar Ali, Yan Mu, Muhammad Atif, Hidayat Hussain, Jinping Li, Dandan Li, Muhammad Shabbir, Jean Jules Kezetas Bankeu, Li Cui, Shahida Sajjad, Daijie Wang, Xiao Wang. Separation and anti-inflammatory evaluation of phytochemical constituents from Pleurospermum candollei (Apiaceae) by high-speed countercurrent chromatography with continuous sample load. Journal of separation science. 2021 Jul; 44(13):2663-2673. doi: 10.1002/jssc.202100155. [PMID: 33914393]
  • Sascha K Manier, Lea Wagmann, Armin A Weber, Markus R Meyer. Abuse of nutmeg seeds: Detectable by means of liquid chromatography-mass spectrometry techniques?. Drug testing and analysis. 2021 Jul; 13(7):1440-1444. doi: 10.1002/dta.3027. [PMID: 33720530]
  • Dongting Yao, Guanyi Zhang, Weiqin Chen, Jia Chen, Zhen Li, Xin Zheng, Hongmei Yin, Xiaobo Hu. Pyrogallol and Fluconazole Interact Synergistically In Vitro against Candida glabrata through an Efflux-Associated Mechanism. Antimicrobial agents and chemotherapy. 2021 06; 65(7):e0010021. doi: 10.1128/aac.00100-21. [PMID: 33875436]
  • Haixia Su, Sheng Yao, Wenfeng Zhao, Yumin Zhang, Jia Liu, Qiang Shao, Qingxing Wang, Minjun Li, Hang Xie, Weijuan Shang, Changqiang Ke, Lu Feng, Xiangrui Jiang, Jingshan Shen, Gengfu Xiao, Hualiang Jiang, Leike Zhang, Yang Ye, Yechun Xu. Identification of pyrogallol as a warhead in design of covalent inhibitors for the SARS-CoV-2 3CL protease. Nature communications. 2021 06; 12(1):3623. doi: 10.1038/s41467-021-23751-3. [PMID: 34131140]
  • Janaina E Rocha, Tássia T A M Guedes, Camila F Bezerra, Maria do S Costa, Fabia F Campina, Thiago S de Freitas, Amanda K Sousa, Celestina E Sobral Souza, Maria K N Silva, Yedda M Lobo, Francisco N Pereira-Junior, João H da Silva, Irwin R A Menezes, Raimundo N P Teixeira, Aracélio V Colares, Henrique D M Coutinho. FTIR analysis of pyrogallol and phytotoxicity-reductive effect against mercury chloride. Environmental geochemistry and health. 2021 Jun; 43(6):2433-2442. doi: 10.1007/s10653-020-00607-1. [PMID: 32488795]
  • Chao Ma, Huiwen Pang, Hongguang Liu, Qian Yan, Jianzhang Li, Shifeng Zhang. A tough, adhesive, self-healable, and antibacterial plant-inspired hydrogel based on pyrogallol-borax dynamic cross-linking. Journal of materials chemistry. B. 2021 05; 9(20):4230-4240. doi: 10.1039/d1tb00763g. [PMID: 33998631]
  • Yuanyong Yao, Shixue Chen, Hu Li. An Improved System to Evaluate Superoxide-Scavenging Effects of Bioflavonoids. ChemistryOpen. 2021 04; 10(4):503-514. doi: 10.1002/open.202100013. [PMID: 33908702]
  • Dedieu Luc, Brunel Jean Michel, Lorenzi Vanina, Muselli Alain, Berti Liliane, Bolla Jean Michel. Antibacterial Mode of Action of the Daucus carota Essential Oil Active Compounds against Campylobacter jejuni and Efflux-Mediated Drug Resistance in Gram-Negative Bacteria. Molecules (Basel, Switzerland). 2020 Nov; 25(22):. doi: 10.3390/molecules25225448. [PMID: 33233754]
  • Hai Liu, Xingyu Zhang, Zhipeng Xu, Yimin Wang, Yihu Ke, Zhibo Jiang, Zhen Yuan, Heng Li. Role of polyphenols in plant-mediated synthesis of gold nanoparticles: identification of active components and their functional mechanism. Nanotechnology. 2020 Oct; 31(41):415601. doi: 10.1088/1361-6528/ab9e25. [PMID: 32554878]
  • Hafiz Saqib Ali, Richard H Henchman, Sam P de Visser. Lignin Biodegradation by a Cytochrome P450 Enzyme: A Computational Study into Syringol Activation by GcoA. Chemistry (Weinheim an der Bergstrasse, Germany). 2020 Oct; 26(57):13093-13102. doi: 10.1002/chem.202002203. [PMID: 32613677]
  • Joris R Delanghe, Marc L De Buyzere, Matthijs Oyaert, Sigurd E Delanghe, Marijn M Speeckaert. Urine test strips vs. pyrogallol red-molybdate assays for proteinuria: a critical approach. Clinical and experimental nephrology. 2020 05; 24(5):489-490. doi: 10.1007/s10157-020-01863-2. [PMID: 32103387]
  • Yunni Gao, Jing Lu, Philip T Orr, Ann Chuang, Hannah M Franklin, Michele A Burford. Enhanced resistance of co-existing toxigenic and non-toxigenic Microcystis aeruginosa to pyrogallol compared with monostrains. Toxicon : official journal of the International Society on Toxinology. 2020 Mar; 176(?):47-54. doi: 10.1016/j.toxicon.2020.01.013. [PMID: 32103795]
  • Merja A Neukamm, Hannes M Schwelm, Simon Vieser, Nadine Schiesel, Volker Auwärter. Detection of Nutmeg Abuse by Gas Chromatography-Mass Spectrometric Screening of Urine. Journal of analytical toxicology. 2020 Jan; 44(1):103-108. doi: 10.1093/jat/bkz054. [PMID: 31504590]
  • Sayuki Oka, Ryo Kuniba, Nozomi Tsuboi, Sayaka Tsuchida, Kazunari Ushida, Shusuke Tomoshige, Kouji Kuramochi. Isolation, synthesis, and biological activities of a bibenzyl from Empetrum nigrum var. japonicum. Bioscience, biotechnology, and biochemistry. 2020 Jan; 84(1):31-36. doi: 10.1080/09168451.2019.1662279. [PMID: 31794330]
  • Roland Wedekind, Pekka Keski-Rahkonen, Nivonirina Robinot, Vivian Viallon, Pietro Ferrari, Erwan Engel, Marie-Christine Boutron-Ruault, Yahya Mahamat-Saleh, Francesca Romana Mancini, Tilman Kühn, Theron Johnson, Heiner Boeing, Manuela Bergmann, Anna Karakatsani, Antonia Trichopoulou, Heleni Peppa, Claudia Agnoli, Maria Santucci de Magistris, Domenico Palli, Carlotta Sacerdote, Rosario Tumino, Marc J Gunter, Inge Huybrechts, Augustin Scalbert. Syringol metabolites as new biomarkers for smoked meat intake. The American journal of clinical nutrition. 2019 12; 110(6):1424-1433. doi: 10.1093/ajcn/nqz222. [PMID: 31559413]
  • Hongyu Rao, Peibo Li, Hao Wu, Chong Liu, Wei Peng, Weiwei Su. Simultaneous Determination of Six Compounds in Destructive Distillation Extracts of Hawthorn Seed by GC-MS and Evaluation of Their Antimicrobial Activity. Molecules (Basel, Switzerland). 2019 Nov; 24(23):. doi: 10.3390/molecules24234328. [PMID: 31783502]
  • Myeongjoo Son, Seyeon Oh, Hye Sun Lee, Dong-Min Chung, Ji Tae Jang, You-Jin Jeon, Chang Hu Choi, Kook Yang Park, Kuk Hui Son, Kyunghee Byun. Ecklonia Cava Extract Attenuates Endothelial Cell Dysfunction by Modulation of Inflammation and Brown Adipocyte Function in Perivascular Fat Tissue. Nutrients. 2019 Nov; 11(11):. doi: 10.3390/nu11112795. [PMID: 31731817]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Junwon Choi, Seyeon Oh, Myeongjoo Son, Kyunghee Byun. Pyrogallol-Phloroglucinol-6,6-Bieckol Alleviates Obesity and Systemic Inflammation in a Mouse Model by Reducing Expression of RAGE and RAGE Ligands. Marine drugs. 2019 Oct; 17(11):. doi: 10.3390/md17110612. [PMID: 31661887]
  • Myeongjoo Son, Seyeon Oh, Chang Hu Choi, Kook Yang Park, Kuk Hui Son, Kyunghee Byun. Pyrogallol-Phloroglucinol-6,6-Bieckol from Ecklonia cava Attenuates Tubular Epithelial Cell (TCMK-1) Death in Hypoxia/Reoxygenation Injury. Marine drugs. 2019 Oct; 17(11):. doi: 10.3390/md17110602. [PMID: 31652920]
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