Butein (BioDeep_00000000478)

   

natural product PANOMIX_OTCML-2023


代谢物信息卡片


2 inverted exclamation mark ,3,4,4 inverted exclamation mark -tetrahydroxy Chalcone

化学式: C15H12O5 (272.0685)
中文名称: 紫铆花素, 紫铆因, 紫铆查尔酮, 紫柳花素
谱图信息: 最多检出来源 Viridiplantae(plant) 14.13%

分子结构信息

SMILES: C1(O)=CC=C(C(=O)/C=C/C2C=CC(O)=C(O)C=2)C(O)=C1
InChI: InChI=1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+

描述信息

Butein is a chalcone that is (E)-chalcone bearing four additional hydroxy substituents at positions 2, 3, 4 and 4. It has a role as a tyrosine kinase inhibitor, an antioxidant, an EC 1.1.1.21 (aldehyde reductase) inhibitor, an antineoplastic agent, a geroprotector, a radiosensitizing agent, a hypoglycemic agent and a plant metabolite. It is a member of chalcones and a polyphenol.
Butein is a natural product found in Dahlia pinnata, Calanticaria bicolor, and other organisms with data available.
Butein is a flavonoid obtained from the seed of Cyclopia subternata. It is a specific protein tyrosine kinase inhibitor that induces apoptosis. (NCI)
See also: Semecarpus anacardium juice (part of).
A chalcone that is (E)-chalcone bearing four additional hydroxy substituents at positions 2, 3, 4 and 4.
C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor
Butein, also known as 2,3,4,4-tetrahydroxychalcone, is a member of the class of compounds known as 2-hydroxychalcones. 2-hydroxychalcones are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2-position. Thus, butein is considered to be a flavonoid lipid molecule. Butein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Butein is a bitter tasting compound found in broad bean, which makes butein a potential biomarker for the consumption of this food product. Butein is a chalcone of the chalconoids. It can be found in Toxicodendron vernicifluum (or formerly Rhus verniciflua), Dahlia, Butea (Butea monosperma) and Coreopsis It has antioxidative, aldose reductase and advanced glycation endproducts inhibitory effects. It is also a sirtuin-activating compound, a chemical compound having an effect on sirtuins, a group of enzymes that use NAD+ to remove acetyl groups from proteins. It turned out that buteins possess a high ability to inhibit aromatase process in the human body, for this reason, the use of these compounds in the treatment of breast cancer on the estrogen ground has been taken into account. The first attempts of sport pro-hormone supplementation with the use of buteins took place in Poland .
Butein is a cAMP-specific PDE inhibitor with an IC50 of 10.4 μM for PDE4[1]. Butein is a specific protein tyrosine kinase inhibitor with IC50s of 16 and 65 μM for EGFR and p60c-src in HepG2 cells[2]. Butein sensitizes HeLa cells to Cisplatin through AKT and ERK/p38 MAPK pathways by targeting FoxO3a[3]. Butein is a SIRT1 activator (STAC).
Butein is a cAMP-specific PDE inhibitor with an IC50 of 10.4 μM for PDE4[1]. Butein is a specific protein tyrosine kinase inhibitor with IC50s of 16 and 65 μM for EGFR and p60c-src in HepG2 cells[2]. Butein sensitizes HeLa cells to Cisplatin through AKT and ERK/p38 MAPK pathways by targeting FoxO3a[3]. Butein is a SIRT1 activator (STAC).

同义名列表

55 个代谢物同义名

2 inverted exclamation mark ,3,4,4 inverted exclamation mark -tetrahydroxy Chalcone; 2-Propen-1-one, 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-, (2E)-; 2-Propen-1-one,1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-, (2E)-; 2-PROPEN-1-ONE, 1-(2,4-DIHYDROXYPHENYL)-3-(3,4-DIHYDROXYPHENYL)-, (E)-; (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one; (2E)-1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one; (E)-1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one; (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one; 2-Propen-1-one, 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-; 2-Propen-1-one,1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-; (E)-3-(3,4-Dihydroxy-phenyl)-1-(2,4-dihydroxy-phenyl)-propenone; 1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one; 3-(3,4-Dihydroxy-phenyl)-1-(2,4-dihydroxy-phenyl)-propenone; Acrylophenone, 2,4-dihydroxy-3-(3,4-dihydroxyphenyl)-; Chalcone, 2,3,4,4-tetrahydroxy-(7CI,8CI); 2,3,4,4-Tetrahydroxychalcone; Butein; (E)-2,3,4,4-terahydroxychalcone; Chalcone, 2,3,4,4-tetrahydroxy-; ISOLIQUIRITIGENIN METABOLITE M4; TETRAHYDROXYCHALCONE, 3,4,2,4-; 2,3,4,4-tetrahydroxy Chalcone; 2,3,4,4-Tetrahydroxy-chalcone; 3,4,2,4-Tetrahydroxychalcone; 2,4,3,4-tetrahydroxychalcone; 2,3,4,4-tetrahydroxychalcone; 3,4,2,4-tetrahydroxychalone; 3,4,2,4-Tetrahydroxychalone; Butein, analytical standard; UNII-4WVS5M0LGF; Butein, solid; LAVENDUSTINC; HSCI1_000162; 4WVS5M0LGF; AC1NQY7L; Butein; 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one; Chalcone, 2,3,4,4-tetrahydroxy- (7CI,8CI); 2′,3,4,4′-Tetrahydroxychalcone; 2′,4′,3,4-Tetrahydroxychalcone; 2,3,4,4-Tetrahydrochalcone; EINECS 207-659-5; NCGC00163519-01; MolMap_000005; NCI60_018489; AIDS-057944; B178_SIGMA; 21849-70-7; AIDS057944; ST5331397; NSC652892; 487-52-5; C08578; (E) -1- (2,4-Dihydroxyphenyl) -3- (3,4-dihydroxyphenyl) -2-propen-1-one; 2’,3,4,4’-tetrahydroxy Chalcone; Butein



数据库引用编号

29 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(1)

代谢反应

6 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(3)

COVID-19 Disease Map(0)

PathBank(1)

PharmGKB(0)

269 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 16 AKT1, BCL2, BCL2L1, BIRC5, CASP3, EGFR, MAPK14, MAPK8, MTOR, NFE2L2, NFKB1, PIK3CA, PTGS2, RELA, STAT3, VEGFA
Peripheral membrane protein 2 MTOR, PTGS2
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 5 BCL2, EGFR, HMOX1, MTOR, PTGS2
Mitochondrion membrane 1 BCL2L1
Nucleus 14 AKT1, BCL2, BIRC5, CASP3, EGFR, HMOX1, MAPK14, MAPK8, MTOR, NFE2L2, NFKB1, RELA, STAT3, VEGFA
cytosol 14 AKT1, BCL2, BCL2L1, BIRC5, CASP3, HMOX1, MAPK14, MAPK8, MTOR, NFE2L2, NFKB1, PIK3CA, RELA, STAT3
dendrite 1 MTOR
phagocytic vesicle 1 MTOR
centrosome 2 BCL2L1, NFE2L2
nucleoplasm 11 AKT1, BIRC5, CASP3, HMOX1, MAPK14, MAPK8, MTOR, NFE2L2, NFKB1, RELA, STAT3
RNA polymerase II transcription regulator complex 2 NFE2L2, STAT3
Cell membrane 3 AKT1, EGFR, TNF
Cytoplasmic side 3 BCL2L1, HMOX1, MTOR
lamellipodium 2 AKT1, PIK3CA
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Golgi apparatus membrane 1 MTOR
Synapse 1 MAPK8
cell cortex 1 AKT1
cell junction 1 EGFR
cell surface 3 EGFR, TNF, VEGFA
glutamatergic synapse 5 AKT1, CASP3, EGFR, MAPK14, RELA
Golgi apparatus 2 NFE2L2, VEGFA
Golgi membrane 3 EGFR, INS, MTOR
lysosomal membrane 1 MTOR
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 2 CASP3, TNF
postsynapse 1 AKT1
Cytoplasm, cytosol 2 BCL2L1, NFE2L2
Lysosome 1 MTOR
endosome 1 EGFR
plasma membrane 6 AKT1, EGFR, NFE2L2, PIK3CA, STAT3, TNF
synaptic vesicle membrane 1 BCL2L1
Membrane 6 AKT1, BCL2, EGFR, HMOX1, MTOR, VEGFA
apical plasma membrane 1 EGFR
axon 1 MAPK8
basolateral plasma membrane 1 EGFR
caveola 1 PTGS2
Lysosome membrane 1 MTOR
endoplasmic reticulum 5 BCL2, BCL2L1, HMOX1, PTGS2, VEGFA
extracellular space 6 EGFR, HMOX1, IL6, INS, TNF, VEGFA
perinuclear region of cytoplasm 3 EGFR, HMOX1, PIK3CA
adherens junction 1 VEGFA
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, BCL2L1, MAPK14, NFKB1
protein-containing complex 5 AKT1, BCL2, BIRC5, EGFR, PTGS2
Microsome membrane 2 MTOR, PTGS2
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 EGFR
Secreted 3 IL6, INS, VEGFA
extracellular region 6 IL6, INS, MAPK14, NFKB1, TNF, VEGFA
Mitochondrion outer membrane 3 BCL2, BCL2L1, MTOR
Single-pass membrane protein 2 BCL2, BCL2L1
mitochondrial outer membrane 4 BCL2, BCL2L1, HMOX1, MTOR
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 1 BCL2L1
transcription regulator complex 3 NFKB1, RELA, STAT3
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 BCL2L1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 2 BCL2, BCL2L1
Bcl-2 family protein complex 2 BCL2, BCL2L1
nuclear membrane 3 BCL2, BCL2L1, EGFR
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
microtubule cytoskeleton 2 AKT1, BIRC5
midbody 1 BIRC5
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Membrane raft 2 EGFR, TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton, spindle 1 BIRC5
focal adhesion 1 EGFR
microtubule 1 BIRC5
spindle 2 AKT1, BIRC5
extracellular matrix 1 VEGFA
intracellular vesicle 1 EGFR
Nucleus, PML body 1 MTOR
PML body 1 MTOR
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
secretory granule 1 VEGFA
nuclear speck 1 MAPK14
interphase microtubule organizing center 1 BIRC5
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 EGFR
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
chromatin 4 NFE2L2, NFKB1, RELA, STAT3
mediator complex 1 NFE2L2
phagocytic cup 1 TNF
Chromosome 1 BIRC5
centriole 1 BIRC5
spindle pole 1 MAPK14
nuclear chromosome 1 BIRC5
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
endosome lumen 1 INS
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
myelin sheath 1 BCL2
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 3 INS, MAPK14, NFKB1
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 IL6, INS, PTGS2
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
specific granule lumen 1 NFKB1
kinetochore 1 BIRC5
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Single-pass type IV membrane protein 1 HMOX1
chromosome, centromeric region 1 BIRC5
clathrin-coated endocytic vesicle membrane 1 EGFR
chromosome passenger complex 1 BIRC5
cytoplasmic microtubule 1 BIRC5
protein-DNA complex 1 NFE2L2
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
Cytoplasmic vesicle, phagosome 1 MTOR
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Nuclear factor NF-kappa-B p105 subunit]: Cytoplasm 1 NFKB1
[Nuclear factor NF-kappa-B p50 subunit]: Nucleus 1 NFKB1
I-kappaB/NF-kappaB complex 1 NFKB1
NF-kappaB p50/p65 complex 2 NFKB1, RELA
NF-kappaB complex 1 RELA
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Mujeeba Rehman, Rishabh Chaudhary, Sonu Rajput, Vipul Agarwal, Arjun Singh Kaushik, Siddhi Srivastava, Sukriti Srivastava, Rohit Singh, Irfan Aziz, Sanjay Singh, Vikas Mishra. Butein ameliorates chronic stress induced atherosclerosis via targeting anti-inflammatory, anti-fibrotic and BDNF pathways. Physiology & behavior. 2023 Apr; 267(?):114207. doi: 10.1016/j.physbeh.2023.114207. [PMID: 37100219]
  • Somayeh Mahdinloo, Salar Hemmati, Hadi Valizadeh, Mohammad Mahmoudian, Javad Mahmoudi, Leyla Roshangar, Muhammad Sarfraz, Parvin Zakeri-Milani. Synthesis and preparation of vitamin A coupled butein-loaded solid lipid nanoparticles for liver fibrosis therapy in rats. International journal of pharmaceutics. 2022 Sep; 625(?):122063. doi: 10.1016/j.ijpharm.2022.122063. [PMID: 35964827]
  • Pei Zhang, Jiale Zhang, Huahong Quan, Pengtao Chen, Jingcheng Wang, Yuan Liang. Effects of butein on human osteosarcoma cell proliferation, apoptosis, and autophagy through oxidative stress. Human & experimental toxicology. 2022 Jan; 41(?):9603271221074346. doi: 10.1177/09603271221074346. [PMID: 35130734]
  • Peng Liu, Quanli Pan. Butein Inhibits Oxidative Stress Injury in Rats with Chronic Heart Failure via ERK/Nrf2 Signaling. Cardiovascular therapeutics. 2022; 2022(?):8684014. doi: 10.1155/2022/8684014. [PMID: 35069800]
  • Jaeyool Jang, Seo-Hyuk Chang, Dawoon Song, No-Joon Song, Saeroarum Han, Seungjun Oh, Ui Jeong Yun, Jee-Yin Ahn, Sukchan Lee, Jin-Mo Ku, Kye Won Park. Butein-Enriched Fractions of Butea monosperma (Lam.) Taub. Flower Decrease Weight Gains and Increase Energy Expenditure in High-Fat Diet-Induced Obese Mice. Journal of medicinal food. 2021 Dec; 24(12):1271-1279. doi: 10.1089/jmf.2021.k.0074. [PMID: 34847724]
  • Hardeep Singh Tuli, Ruchira Joshi, Diwakar Aggarwal, Ginpreet Kaur, Jagjit Kaur, Manoj Kumar, Nidarshana Chaturvedi Parashar, Md Asaduzzaman Khan, Katrin Sak. Molecular mechanisms underlying chemopreventive potential of butein: Current trends and future perspectives. Chemico-biological interactions. 2021 Dec; 350(?):109699. doi: 10.1016/j.cbi.2021.109699. [PMID: 34648814]
  • Mehmet Akif Ramazanoglu, Tuncay Toprak, Mehmet Remzi Erdem, Gulistan Gumrukcu, Hatice Kucuk, Feridun Sengor. Effects of butein on renal ischemia/reperfusion injury: An experimental study. Archivio italiano di urologia, andrologia : organo ufficiale [di] Societa italiana di ecografia urologica e nefrologica. 2020 Dec; 92(4):. doi: 10.4081/aiua.2020.4.335. [PMID: 33348962]
  • Renalison Farias-Pereira, Zhenyu Zhang, Cheon-Seok Park, Daeyoung Kim, Kee-Hong Kim, Yeonhwa Park. Butein inhibits lipogenesis in Caenorhabditis elegans. BioFactors (Oxford, England). 2020 Sep; 46(5):777-787. doi: 10.1002/biof.1667. [PMID: 32663368]
  • D Sathya Prabhu, V Devi Rajeswari. PPAR-Gamma as putative gene target involved in Butein mediated anti-diabetic effect. Molecular biology reports. 2020 Jul; 47(7):5273-5283. doi: 10.1007/s11033-020-05605-1. [PMID: 32642916]
  • Basem M Abdallah, Enas M Ali. Butein Promotes Lineage Commitment of Bone Marrow-Derived Stem Cells into Osteoblasts via Modulating ERK1/2 Signaling Pathways. Molecules (Basel, Switzerland). 2020 Apr; 25(8):. doi: 10.3390/molecules25081885. [PMID: 32325749]
  • Bianca Hemmeryckx, Christine Vranckx, Dries Bauters, H Roger Lijnen, Ilse Scroyen. Does butein affect adipogenesis?. Adipocyte. 2019 12; 8(1):209-222. doi: 10.1080/21623945.2019.1617619. [PMID: 31094273]
  • Miroslav Novakovic, Iris Djordjevic, Nina Todorovic, Snezana Trifunovic, Boban Andjelkovic, Boris Mandic, Milka Jadranin, Ivan Vuckovic, Vlatka Vajs, Slobodan Milosavljevic, Vele Tesevic. New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop. Natural product research. 2019 Oct; 33(19):2837-2844. doi: 10.1080/14786419.2018.1508141. [PMID: 30513208]
  • C Zhang, X Zong, Y Han. Effect of butein and glucose on oxidative stress and p38 activation marker in non-small cell lung cancer cell. Human & experimental toxicology. 2019 Oct; 38(10):1155-1167. doi: 10.1177/0960327119851250. [PMID: 31215238]
  • D Sathya Prabhu, V Devi Rajeswari. In vitro and in silico analyses of Vicia faba L. on Peroxisome proliferator-activated receptor gamma. Journal of cellular biochemistry. 2018 09; 119(9):7729-7737. doi: 10.1002/jcb.27123. [PMID: 29923224]
  • Ghedeir M Alshammari, Aristatile Balakrishnan, Thirunavukkarasu Chinnasamy. Butein protects the nonalcoholic fatty liver through mitochondrial reactive oxygen species attenuation in rats. BioFactors (Oxford, England). 2018 May; 44(3):289-298. doi: 10.1002/biof.1428. [PMID: 29672963]
  • Chie Ishikawa, Masachika Senba, Naoki Mori. Butein inhibits NF-κB, AP-1 and Akt activation in adult T-cell leukemia/lymphoma. International journal of oncology. 2017 Aug; 51(2):633-643. doi: 10.3892/ijo.2017.4026. [PMID: 28586006]
  • Tae Gyu Nam, Bong Han Lee, Hyo-Kyoung Choi, Ahmad Rois Mansur, Sang Gil Lee, Dae-Ok Kim. Rhus verniciflua Stokes Extract and Its Flavonoids Protect PC-12 Cells against H2O2-Induced Cytotoxicity. Journal of microbiology and biotechnology. 2017 Jun; 27(6):1090-1097. doi: 10.4014/jmb.1612.12018. [PMID: 28376611]
  • Ganesan Padmavathi, Nand Kishor Roy, Devivasha Bordoloi, Frank Arfuso, Srishti Mishra, Gautam Sethi, Anupam Bishayee, Ajaikumar B Kunnumakkara. Butein in health and disease: A comprehensive review. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2017 Feb; 25(?):118-127. doi: 10.1016/j.phymed.2016.12.002. [PMID: 28190465]
  • Hyeong Sim Choi, Min Kyoung Kim, Youn Kyung Choi, Yong Cheol Shin, Sung-Gook Cho, Seong-Gyu Ko. Rhus verniciflua Stokes (RVS) and butein induce apoptosis of paclitaxel-resistant SKOV-3/PAX ovarian cancer cells through inhibition of AKT phosphorylation. BMC complementary and alternative medicine. 2016 Apr; 16(?):122. doi: 10.1186/s12906-016-1103-3. [PMID: 27121110]
  • Christian Molitor, Stephan Gerhard Mauracher, Annette Rompel. Aurone synthase is a catechol oxidase with hydroxylase activity and provides insights into the mechanism of plant polyphenol oxidases. Proceedings of the National Academy of Sciences of the United States of America. 2016 Mar; 113(13):E1806-15. doi: 10.1073/pnas.1523575113. [PMID: 26976571]
  • Mahmut Toprak. Fluorescence study on the interaction of human serum albumin with Butein in liposomes. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2016 Feb; 154(?):108-113. doi: 10.1016/j.saa.2015.10.023. [PMID: 26519918]
  • Ziwei Song, Muthu K Shanmugam, Hanry Yu, Gautam Sethi. Butein and Its Role in Chronic Diseases. Advances in experimental medicine and biology. 2016; 928(?):419-433. doi: 10.1007/978-3-319-41334-1_17. [PMID: 27671826]
  • Cornelia Kaintz, Rupert L Mayer, Franz Jirsa, Heidi Halbwirth, Annette Rompel. Site-directed mutagenesis around the CuA site of a polyphenol oxidase from Coreopsis grandiflora (cgAUS1). FEBS letters. 2015 Mar; 589(7):789-97. doi: 10.1016/j.febslet.2015.02.009. [PMID: 25697959]
  • Pei-Yu Yang, Dan-Ning Hu, I-Ching Lin, Fu-Shing Liu. Butein Shows Cytotoxic Effects and Induces Apoptosis in Human Ovarian Cancer Cells. The American journal of Chinese medicine. 2015; 43(4):769-82. doi: 10.1142/s0192415x15500482. [PMID: 26119952]
  • Jun-Hyeong Lee, Mikyung Kim, Kyung-Hwa Chang, Cheol Yi Hong, Chun-Soo Na, Mi-Sook Dong, Dongho Lee, Moo-Yeol Lee. Antiplatelet effects of Rhus verniciflua stokes heartwood and its active constituents--fisetin, butein, and sulfuretin--in rats. Journal of medicinal food. 2015 Jan; 18(1):21-30. doi: 10.1089/jmf.2013.3116. [PMID: 25372471]
  • Qing Zhang, Jing-Li Liu, Xiao-Man Qi, Chun-Ting Qi, Qiang Yu. Inhibitory activities of Lignum Sappan extractives on growth and growth-related signaling of tumor cells. Chinese journal of natural medicines. 2014 Aug; 12(8):607-12. doi: 10.1016/s1875-5364(14)60092-3. [PMID: 25156286]
  • Myeong Hyeon Park, In Sook Kim, Sun-A Kim, Chun-Soo Na, Cheol Yi Hong, Mi-Sook Dong, Hye Hyun Yoo. Inhibitory effect of Rhus verniciflua Stokes extract on human aromatase activity; butin is its major bioactive component. Bioorganic & medicinal chemistry letters. 2014 Apr; 24(7):1730-3. doi: 10.1016/j.bmcl.2014.02.039. [PMID: 24630560]
  • Hai-tao Bian, Jun Zhao, Hua Huang, Qiao-li Yang, Yan Liu. [Chemical constituents from seeds of Sophora alopecuroides]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Jan; 37(1):72-3. doi: ". [PMID: 25090709]
  • Chul Lee, Jin Woo Lee, Qinghao Jin, Dae Sik Jang, Sung-Joon Lee, Dongho Lee, Jin Tae Hong, Youngsoo Kim, Mi Kyeong Lee, Bang Yeon Hwang. Inhibitory constituents of the heartwood of Dalbergia odorifera on nitric oxide production in RAW 264.7 macrophages. Bioorganic & medicinal chemistry letters. 2013 Jul; 23(14):4263-6. doi: 10.1016/j.bmcl.2013.04.032. [PMID: 23743282]
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