Butein (BioDeep_00000000478)
natural product PANOMIX_OTCML-2023
代谢物信息卡片
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
- ChEBI: CHEBI:92312
- ChEBI: CHEBI:3237
- KEGG: C08578
- PubChem: 5281222
- PubChem: 2483
- Metlin: METLIN45732
- ChEMBL: CHEMBL128000
- Wikipedia: Butein
- LipidMAPS: LMPK12120111
- MeSH: butein
- ChemIDplus: 0000487525
- MetaCyc: BUTEIN
- KNApSAcK: C00006941
- foodb: FDB000082
- CAS: 21849-70-7
- CAS: 487-52-5
- MoNA: PM002111
- MoNA: CCMSLIB00000081777
- medchemexpress: HY-16558
- PMhub: MS000004191
- Flavonoid: FL1C1CNS0001
- MetaboLights: MTBLC3237
- PubChem: 10771
- PDB-CCD: BUN
- 3DMET: B02236
- NIKKAJI: J11.660B
- KNApSAcK: 3237
- LOTUS: LTS0198662
- LOTUS: LTS0143625
分类词条
相关代谢途径
Reactome(0)
代谢反应
6 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(2)
- aurone biosynthesis:
2',3,4,4',6'-pentahydroxychalcone 4'-O-β-D-glucoside + O2 ⟶ H2O + bracteatin 6-O-glucoside
- 6'-deoxychalcone metabolism:
UDP-α-D-glucose + butein ⟶ H+ + UDP + butein 4'-β-D-glucoside
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(3)
- aurone biosynthesis:
O2 + butein 4'-β-D-glucoside ⟶ H2O + aureusidin 6-O-glucoside
- 6'-deoxychalcone metabolism:
UDP-α-D-glucose + butein ⟶ H+ + UDP + butein 4'-β-D-glucoside
- aurone biosynthesis:
2',3,4,4',6'-pentahydroxychalcone 4'-O-β-D-glucoside + O2 ⟶ H2O + aureusidin 6-O-glucoside
COVID-19 Disease Map(0)
PharmGKB(0)
269 个相关的物种来源信息
- 3808 - Acacia: LTS0198662
- 383632 - Acacia baileyana: 10.1016/S0031-9422(00)85959-2
- 383632 - Acacia baileyana: LTS0198662
- 138512 - Acacia binervata: 10.1016/S0031-9422(00)85959-2
- 138512 - Acacia binervata: LTS0198662
- 1174746 - Acacia buxifolia: 10.1016/S0031-9422(00)85959-2
- 1174746 - Acacia buxifolia: LTS0198662
- 139006 - Acacia calamifolia: 10.1016/S0031-9422(00)85959-2
- 139006 - Acacia calamifolia: LTS0198662
- 383638 - Acacia cardiophylla: 10.1016/S0031-9422(00)85959-2
- 383638 - Acacia cardiophylla: LTS0198662
- 1174753 - Acacia chrysotricha: 10.1016/S0031-9422(00)85959-2
- 1174753 - Acacia chrysotricha: LTS0198662
- 1174755 - Acacia clunies-rossiae: 10.1016/S0031-9422(00)85959-2
- 1174755 - Acacia clunies-rossiae: LTS0198662
- 205042 - Acacia dealbata: 10.1016/S0031-9422(00)85959-2
- 205042 - Acacia dealbata: LTS0198662
- 205356 - Acacia deanei: 10.1016/S0031-9422(00)85959-2
- 205356 - Acacia deanei: LTS0198662
- 1174771 - Acacia decora: 10.1016/S0031-9422(00)85959-2
- 1174771 - Acacia decora: LTS0198662
- 139008 - Acacia falciformis: 10.1016/S0031-9422(00)85959-2
- 139008 - Acacia falciformis: LTS0198662
- 383643 - Acacia filicifolia: 10.1016/S0031-9422(00)85959-2
- 383643 - Acacia filicifolia: LTS0198662
- 383645 - Acacia irrorata: 10.1016/S0031-9422(00)85959-2
- 383645 - Acacia irrorata: LTS0198662
- 1378370 - Acacia kettlewelliae: 10.1016/S0031-9422(00)85959-2
- 1378370 - Acacia kettlewelliae: LTS0198662
- 138518 - Acacia leucoclada: 10.1016/S0031-9422(00)85959-2
- 138518 - Acacia leucoclada: LTS0198662
- 383647 - Acacia mabellae: 10.1016/S0031-9422(00)85959-2
- 383647 - Acacia mabellae: LTS0198662
- 139012 - Acacia mearnsii: 10.1016/S0031-9422(00)85959-2
- 139012 - Acacia mearnsii: LTS0198662
- 205053 - Acacia neriifolia: 10.1016/S0031-9422(00)85959-2
- 205053 - Acacia neriifolia: LTS0198662
- 383653 - Acacia oshanesii: 10.1016/S0031-9422(00)85959-2
- 383653 - Acacia oshanesii: LTS0198662
- 138037 - Acacia parramattensis: 10.1016/S0031-9422(00)85959-2
- 138037 - Acacia parramattensis: LTS0198662
- 880440 - Acacia pycnantha: 10.1016/S0031-9422(00)85959-2
- 880440 - Acacia pycnantha: LTS0198662
- 1280824 - Acacia rubida: 10.1016/S0031-9422(00)85959-2
- 1280824 - Acacia rubida: LTS0198662
- 205063 - Acacia silvestris: 10.1016/S0031-9422(00)85959-2
- 205063 - Acacia silvestris: LTS0198662
- 383657 - Acacia terminalis: 10.1016/S0031-9422(00)85959-2
- 383657 - Acacia terminalis: LTS0198662
- 383658 - Acacia trachyphloia: 10.1016/S0031-9422(00)85959-2
- 383658 - Acacia trachyphloia: LTS0198662
- 1120476 - Acacia vestita: 10.1016/S0031-9422(00)85959-2
- 1120476 - Acacia vestita: LTS0198662
- 94326 - Alpinia: LTS0143625
- 94326 - Alpinia: LTS0198662
- 105674 - Alpinia japonica: 10.1248/CPB.35.3568
- 105674 - Alpinia japonica: LTS0143625
- 105674 - Alpinia japonica: LTS0198662
- 4011 - Anacardiaceae: LTS0143625
- 4011 - Anacardiaceae: LTS0198662
- 4219 - Artemisia: LTS0198662
- 86312 - Artemisia ludoviciana: 10.1007/BF00605215
- 86312 - Artemisia ludoviciana: LTS0198662
- 4210 - Asteraceae: LTS0143625
- 4210 - Asteraceae: LTS0198662
- 191142 - Bahiopsis: LTS0198662
- 191145 - Bahiopsis laciniata: 10.1016/0305-1978(89)90096-3
- 191145 - Bahiopsis laciniata: LTS0198662
- 191885 - Biancaea decapetala: 10.1248/CPB.35.3568
- 42336 - Bidens: LTS0143625
- 42336 - Bidens: LTS0198662
- 1527830 - Bidens parviflora: 10.3390/MOLECULES13081931
- 42337 - Bidens pilosa: 10.1016/0031-9422(89)85049-6
- 42337 - Bidens pilosa: LTS0198662
- 51276 - Bidens tripartita: 10.1007/BF00563663
- 51276 - Bidens tripartita: LTS0143625
- 51276 - Bidens tripartita: LTS0198662
- 43722 - Brucea: LTS0143625
- 43722 - Brucea: LTS0198662
- 210348 - Brucea javanica: 10.1248/BPB.34.97
- 210348 - Brucea javanica: LTS0143625
- 210348 - Brucea javanica: LTS0198662
- 12979 - Butea: LTS0143625
- 12979 - Butea: LTS0198662
- 56060 - Butea monosperma:
- 56060 - Butea monosperma: 10.1039/CT9048501459
- 56060 - Butea monosperma: 10.1248/CPB.57.428
- 56060 - Butea monosperma: 10.3987/COM-11-12275
- 56060 - Butea monosperma: LTS0143625
- 56060 - Butea monosperma: LTS0198662
- 53845 - Caesalpinia: LTS0143625
- 53845 - Caesalpinia: LTS0198662
- 191153 - Calanticaria: LTS0198662
- 1048872 - Calanticaria bicolor: 10.1016/0305-1978(88)90036-1
- 1048872 - Calanticaria bicolor: LTS0198662
- 191154 - Calanticaria brevifolia: 10.1016/0305-1978(88)90036-1
- 191154 - Calanticaria brevifolia: LTS0198662
- 191155 - Calanticaria greggii: 10.1016/0305-1978(88)90036-1
- 191155 - Calanticaria greggii: LTS0198662
- 49798 - Calicotome: LTS0143625
- 49798 - Calicotome: LTS0198662
- 49799 - Calicotome villosa: 10.1016/S0367-326X(03)00061-3
- 49799 - Calicotome villosa: LTS0143625
- 49799 - Calicotome villosa: LTS0198662
- 119089 - Chromadorea: LTS0198662
- 13448 - Coreopsis: LTS0143625
- 13448 - Coreopsis: LTS0198662
- 159655 - Coreopsis basalis: 10.1002/J.1537-2197.1983.TB06402.X
- 159655 - Coreopsis basalis: LTS0198662
- 159660 - Coreopsis cyclocarpa: 10.1002/J.1537-2197.1983.TB06402.X
- 159660 - Coreopsis cyclocarpa: LTS0198662
- 278101 - Coreopsis floridana: 10.1002/J.1537-2197.1983.TB06402.X
- 278101 - Coreopsis floridana: LTS0198662
- 159664 - Coreopsis gladiata: 10.1002/J.1537-2197.1983.TB06402.X
- 159664 - Coreopsis gladiata: LTS0198662
- 278102 - Coreopsis integrifolia: 10.1002/J.1537-2197.1983.TB06402.X
- 278102 - Coreopsis integrifolia: LTS0198662
- 159667 - Coreopsis latifolia: 10.1002/J.1537-2197.1983.TB06402.X
- 159667 - Coreopsis latifolia: LTS0198662
- 159668 - Coreopsis leavenworthii: 10.1002/J.1537-2197.1983.TB06402.X
- 159668 - Coreopsis leavenworthii: LTS0198662
- 278103 - Coreopsis linifolia: 10.1002/J.1537-2197.1983.TB06402.X
- 278103 - Coreopsis linifolia: LTS0198662
- 1532916 - Coreopsis mcvaughii: 10.1002/J.1537-2197.1983.TB06402.X
- 1532916 - Coreopsis mcvaughii: LTS0198662
- 1620034 - Coreopsis nudata: 10.1002/J.1537-2197.1983.TB06402.X
- 1620034 - Coreopsis nudata: LTS0198662
- 159673 - Coreopsis nuecensis: 10.1002/J.1537-2197.1983.TB06402.X
- 159673 - Coreopsis nuecensis: LTS0198662
- 278107 - Coreopsis nuecensoides: 10.1002/J.1537-2197.1983.TB06402.X
- 278107 - Coreopsis nuecensoides: LTS0198662
- 159674 - Coreopsis palmata: 10.1002/J.1537-2197.1983.TB06402.X
- 159674 - Coreopsis palmata: LTS0198662
- 159675 - Coreopsis paludosa: 10.1002/J.1537-2197.1983.TB06402.X
- 159675 - Coreopsis paludosa: LTS0198662
- 159677 - Coreopsis petrophila: 10.1002/J.1537-2197.1983.TB06402.X
- 159677 - Coreopsis petrophila: LTS0198662
- 217840 - Coreopsis petrophiloides: 10.1002/J.1537-2197.1983.TB06402.X
- 217840 - Coreopsis petrophiloides: LTS0198662
- 159681 - Coreopsis rhyacophila: 10.1002/J.1537-2197.1983.TB06402.X
- 159681 - Coreopsis rhyacophila: LTS0198662
- 159682 - Coreopsis rosea: 10.1002/J.1537-2197.1983.TB06402.X
- 159682 - Coreopsis rosea: LTS0198662
- 41554 - Coreopsis tinctoria: 10.1002/J.1537-2197.1983.TB06402.X
- 41554 - Coreopsis tinctoria: LTS0198662
- 159685 - Coreopsis tripteris: 10.1002/J.1537-2197.1983.TB06402.X
- 159685 - Coreopsis tripteris: LTS0198662
- 159687 - Coreopsis wrightii: 10.1002/J.1537-2197.1983.TB06402.X
- 159687 - Coreopsis wrightii: LTS0198662
- 41555 - Cosmos: LTS0143625
- 41555 - Cosmos: LTS0198662
- 459758 - Cosmos sulphureus: 10.1021/JA01259A066
- 459758 - Cosmos sulphureus: LTS0143625
- 459758 - Cosmos sulphureus: LTS0198662
- 41562 - Dahlia: LTS0143625
- 41562 - Dahlia: LTS0198662
- 101596 - Dahlia pinnata:
- 101596 - Dahlia pinnata: 10.1039/JR9390001017
- 101596 - Dahlia pinnata: 10.1246/BCSJ.45.2274
- 101596 - Dahlia pinnata: LTS0143625
- 101596 - Dahlia pinnata: LTS0198662
- 53862 - Dalbergia: LTS0143625
- 53862 - Dalbergia: LTS0198662
- 499988 - Dalbergia odorifera:
- 499988 - Dalbergia odorifera: 10.1002/RCM.1936
- 499988 - Dalbergia odorifera: 10.1016/J.BMCL.2013.04.032
- 499988 - Dalbergia odorifera: 10.1016/S0005-2760(98)00043-5
- 499988 - Dalbergia odorifera: 10.1055/S-2006-957394
- 499988 - Dalbergia odorifera: LTS0143625
- 499988 - Dalbergia odorifera: LTS0198662
- 107308 - Dalbergia sissoo: 10.1021/NP070478H
- 107308 - Dalbergia sissoo: LTS0143625
- 107308 - Dalbergia sissoo: LTS0198662
- 2732715 - Dendroviguiera: LTS0198662
- 1048876 - Dendroviguiera eriophora: 10.1016/0305-1978(88)90035-X
- 1048876 - Dendroviguiera eriophora: LTS0198662
- 1048877 - Dendroviguiera insignis: 10.1016/0305-1978(88)90035-X
- 1048877 - Dendroviguiera insignis: LTS0198662
- 53872 - Dipteryx: LTS0198662
- 1079072 - Dipteryx lacunifera: 10.1002/HLCA.200890233
- 1079072 - Dipteryx lacunifera: LTS0198662
- 2732716 - Electranthera: LTS0198662
- 159672 - Electranthera mutica: 10.1002/J.1537-2197.1983.TB06402.X
- 159672 - Electranthera mutica: LTS0198662
- 2759 - Eukaryota: LTS0143625
- 2759 - Eukaryota: LTS0198662
- 3803 - Fabaceae: LTS0143625
- 3803 - Fabaceae: LTS0198662
- 227889 - Habronematidae: LTS0198662
- 191161 - Heliomeris: LTS0143625
- 191161 - Heliomeris: LTS0198662
- 191163 - Heliomeris multiflora: LTS0143625
- 191163 - Heliomeris multiflora: LTS0198662
- 260277 - Heterosperma: LTS0198662
- 2591864 - Heterosperma mexicanum: 10.1002/J.1537-2197.1983.TB06402.X
- 2591864 - Heterosperma mexicanum: LTS0198662
- 25215 - Hydnophytum: LTS0143625
- 25215 - Hydnophytum: LTS0198662
- 29797 - Hydnophytum formicarum: 10.3390/MOLECULES13040904
- 29797 - Hydnophytum formicarum: LTS0143625
- 29797 - Hydnophytum formicarum: LTS0198662
- 149438 - Lasthenia: LTS0143625
- 149438 - Lasthenia: LTS0198662
- 149440 - Lasthenia californica: 10.1021/JO01081A033
- 149440 - Lasthenia californica: LTS0143625
- 149440 - Lasthenia californica: LTS0198662
- 182812 - Lasthenia californica subsp. californica: 10.1021/JO01081A033
- 182812 - Lasthenia californica subsp. californica: LTS0143625
- 182812 - Lasthenia californica subsp. californica: LTS0198662
- 4447 - Liliopsida: LTS0143625
- 4447 - Liliopsida: LTS0198662
- 3398 - Magnoliopsida: LTS0143625
- 3398 - Magnoliopsida: LTS0198662
- 2803357 - Melanthera prostrata: 10.21608/BFSA.1998.67842
- 33208 - Metazoa: LTS0198662
- 19027 - Microseris: LTS0198662
- 244221 - Microseris paludosa: 10.1002/J.1537-2197.1983.TB06402.X
- 244221 - Microseris paludosa: LTS0198662
- 6231 - Nematoda: LTS0198662
- 648091 - Picradeniopsis: LTS0198662
- 1936777 - Picradeniopsis bigelovii: 10.1002/J.1537-2197.1983.TB06402.X
- 1936777 - Picradeniopsis bigelovii: LTS0198662
- 33090 - Plants: -
- 289753 - Rhus chinensis: 10.1248/BPB.34.97
- 35937 - Robinia: LTS0143625
- 35937 - Robinia: LTS0198662
- 35938 - Robinia pseudoacacia: 10.1246/NIKKASHI1948.87.11_1201
- 35938 - Robinia pseudoacacia: LTS0143625
- 35938 - Robinia pseudoacacia: LTS0198662
- 24966 - Rubiaceae: LTS0143625
- 24966 - Rubiaceae: LTS0198662
- 23808 - Simaroubaceae: LTS0143625
- 23808 - Simaroubaceae: LTS0198662
- 3896 - Sophora: LTS0143625
- 3896 - Sophora: LTS0198662
- 200492 - Sophora alopecuroides: 10.1007/S10600-009-9360-8
- 200492 - Sophora alopecuroides: LTS0143625
- 200492 - Sophora alopecuroides: LTS0198662
- 132464 - Spatholobus: LTS0198662
- 455371 - Spatholobus suberectus: 10.1016/J.CHROMA.2011.06.091
- 455371 - Spatholobus suberectus: LTS0198662
- 35493 - Streptophyta: LTS0143625
- 35493 - Streptophyta: LTS0198662
- 43852 - Toxicodendron: LTS0143625
- 43852 - Toxicodendron: LTS0198662
- 4013 - Toxicodendron vernicifluum:
- 4013 - Toxicodendron vernicifluum: 10.1016/S0304-4165(02)00196-4
- 4013 - Toxicodendron vernicifluum: 10.1248/BPB.31.1626
- 4013 - Toxicodendron vernicifluum: LTS0143625
- 4013 - Toxicodendron vernicifluum: LTS0198662
- 58023 - Tracheophyta: LTS0143625
- 58023 - Tracheophyta: LTS0198662
- 3904 - Vicia: LTS0198662
- 3906 - Vicia faba: 10.1021/JF00002A006
- 3906 - Vicia faba: LTS0198662
- 73317 - Viguiera: LTS0198662
- 2710691 - Viguiera: 10.1515/ZNC-1995-7-819
- 191178 - Viguiera dentata: 10.1016/0305-1978(88)90036-1
- 191178 - Viguiera dentata: LTS0198662
- 33090 - Viridiplantae: LTS0143625
- 33090 - Viridiplantae: LTS0198662
- 183097 - Wedelia: LTS0198662
- 318064 - Wedelia prostrata: 10.21608/BFSA.1998.67842
- 318064 - Wedelia prostrata: LTS0198662
- 2494600 - Wollastonia dentata: 10.21608/BFSA.1998.67842
- 4642 - Zingiberaceae: LTS0143625
- 4642 - Zingiberaceae: LTS0198662
- 569774 - 金线莲: -
- 33090 - 降香: -
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。
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
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Molecular biology reports.
2020 Jul; 47(7):5273-5283. doi:
10.1007/s11033-020-05605-1
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Molecules (Basel, Switzerland).
2020 Apr; 25(8):. doi:
10.3390/molecules25081885
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Adipocyte.
2019 12; 8(1):209-222. doi:
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Natural product research.
2019 Oct; 33(19):2837-2844. doi:
10.1080/14786419.2018.1508141
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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
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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] - No-Joon Song, Hyang-Jin Yoon, Ki Hyun Kim, So-Ra Jung, Woo-Seok Jang, Cho-Rong Seo, Young Min Lee, Dae-Hyuk Kweon, Joung-Woo Hong, Jeong-Soo Lee, Ki-Moon Park, Kang Ro Lee, Kye Won Park. Butein is a novel anti-adipogenic compound.
Journal of lipid research.
2013 May; 54(5):1385-96. doi:
10.1194/jlr.m035576
. [PMID: 23468131] - Dong-Sung Lee, Bin Li, Kyoung-Su Kim, Gil-Saeng Jeong, Eun-Cheol Kim, Youn-Chul Kim. Butein protects human dental pulp cells from hydrogen peroxide-induced oxidative toxicity via Nrf2 pathway-dependent heme oxygenase-1 expressions.
Toxicology in vitro : an international journal published in association with BIBRA.
2013 Mar; 27(2):874-81. doi:
10.1016/j.tiv.2013.01.003
. [PMID: 23318726] - Anuradha Sehrawat, Vijay Kumar. Butein imparts free radical scavenging, anti-oxidative and proapoptotic properties in the flower extracts of Butea monosperma.
Biocell : official journal of the Sociedades Latinoamericanas de Microscopia Electronica ... et. al.
2012 Aug; 36(2):63-71. doi:
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2012 Jun; 50(6):1940-5. doi:
10.1016/j.fct.2012.03.052
. [PMID: 22465834] - Naghma Khan, Vaqar M Adhami, Farrukh Afaq, Hasan Mukhtar. Butein induces apoptosis and inhibits prostate tumor growth in vitro and in vivo.
Antioxidants & redox signaling.
2012 Jun; 16(11):1195-204. doi:
10.1089/ars.2011.4162
. [PMID: 22114764] - Soon Jung Choi, Min Young Lee, Hyoung Jo, Soon Sung Lim, Sang Hoon Jung. Preparative isolation and purification of neuroprotective compounds from Rhus verniciflua by high speed counter-current chromatography.
Biological & pharmaceutical bulletin.
2012; 35(4):559-67. doi:
10.1248/bpb.35.559
. [PMID: 22466561] - Gabriele Multhoff, Jürgen Radons. Radiation, inflammation, and immune responses in cancer.
Frontiers in oncology.
2012; 2(?):58. doi:
10.3389/fonc.2012.00058
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Journal of biomedicine & biotechnology.
2012; 2012(?):874276. doi:
10.1155/2012/874276
. [PMID: 22174564] - Lei Ma, Zhengyi Yang, Chenjing Li, Zhiyuan Zhu, Xu Shen, Lihong Hu. Design, synthesis and SAR study of hydroxychalcone inhibitors of human β-secretase (BACE1).
Journal of enzyme inhibition and medicinal chemistry.
2011 Oct; 26(5):643-8. doi:
10.3109/14756366.2010.543420
. [PMID: 21222511] - Sho Ohno, Munetaka Hosokawa, Atsushi Hoshino, Yoshikuni Kitamura, Yasumasa Morita, Kyeung-Ii Park, Akiko Nakashima, Ayumi Deguchi, Fumi Tatsuzawa, Motoaki Doi, Shigeru Iida, Susumu Yazawa. A bHLH transcription factor, DvIVS, is involved in regulation of anthocyanin synthesis in dahlia (Dahlia variabilis).
Journal of experimental botany.
2011 Oct; 62(14):5105-16. doi:
10.1093/jxb/err216
. [PMID: 21765172] - Soon-Sen Leow, Shamala Devi Sekaran, Kalyana Sundram, YewAi Tan, Ravigadevi Sambanthamurthi. Differential transcriptomic profiles effected by oil palm phenolics indicate novel health outcomes.
BMC genomics.
2011 Aug; 12(?):432. doi:
10.1186/1471-2164-12-432
. [PMID: 21864415] - Elizabeth A Mazzio, Fran Close, Karam F A Soliman. The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease.
International journal of molecular sciences.
2011 Jan; 12(1):506-69. doi:
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. [PMID: 21340000] - Gil-Saeng Jeong, Dong-Sung Lee, Mi-Young Song, Byung-Hyun Park, Dae-Gill Kang, Ho-Sub Lee, Kang-Beom Kwon, Youn-Chul Kim. Butein from Rhus verniciflua protects pancreatic β cells against cytokine-induced toxicity mediated by inhibition of nitric oxide formation.
Biological & pharmaceutical bulletin.
2011; 34(1):97-102. doi:
10.1248/bpb.34.97
. [PMID: 21212525] - Karin Schlangen, Silvija Miosic, Jana Thill, Heidi Halbwirth. Cloning, functional expression, and characterization of a chalcone 3-hydroxylase from Cosmos sulphureus.
Journal of experimental botany.
2010 Jul; 61(12):3451-9. doi:
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Pharmacognosy reviews.
2010 Jul; 4(8):136-46. doi:
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The Journal of pharmacology and experimental therapeutics.
2010 May; 333(2):354-63. doi:
10.1124/jpet.109.165209
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BMB reports.
2010 Apr; 43(4):268-72. doi:
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Forschende Komplementarmedizin (2006).
2010; 17(4):181-7. doi:
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Arthritis research & therapy.
2010; 12(5):R195. doi:
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Pharmacognosy reviews.
2010 Jan; 4(7):88-94. doi:
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Planta medica.
2009 Sep; 75(11):1262-5. doi:
10.1055/s-0029-1185523
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2009 Jul; 34(13):1676-8. doi:
"
. [PMID: 19873779] - Lemonia Valianou, Konstantina Stathopoulou, Ioannis Karapanagiotis, Prokopios Magiatis, Eleni Pavlidou, Alexios-Leandros Skaltsounis, Yannis Chryssoulakis. Phytochemical analysis of young fustic (Cotinus coggygria heartwood) and identification of isolated colourants in historical textiles.
Analytical and bioanalytical chemistry.
2009 Jun; 394(3):871-82. doi:
10.1007/s00216-009-2767-z
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2009 May; 34(10):1238-40. doi:
"
. [PMID: 19673386] - Ji Hye Kim, Chang Hwa Jung, Bo-Hyoung Jang, Ho Yeon Go, Jong-Hyeong Park, You-Kyung Choi, Seong Il Hong, Yong Cheol Shin, Seong-Gyu Ko. Selective cytotoxic effects on human cancer cell lines of phenolic-rich ethyl-acetate fraction from Rhus verniciflua Stokes.
The American journal of Chinese medicine.
2009; 37(3):609-20. doi:
10.1142/s0192415x09007090
. [PMID: 19606519] - Preetha Anand, Ajaikumar B Kunnumakkara, Ajaikumar B Kunnumakara, Chitra Sundaram, Kuzhuvelil B Harikumar, Sheeja T Tharakan, Oiki S Lai, Bokyung Sung, Bharat B Aggarwal. Cancer is a preventable disease that requires major lifestyle changes.
Pharmaceutical research.
2008 Sep; 25(9):2097-116. doi:
10.1007/s11095-008-9661-9
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Biological & pharmaceutical bulletin.
2008 Aug; 31(8):1626-30. doi:
10.1248/bpb.31.1626
. [PMID: 18670102] - Supaluk Prachayasittikul, Prasit Buraparuangsang, Apilak Worachartcheewan, Chartchalerm Isarankura-Na-Ayudhya, Somsak Ruchirawat, Virapong Prachayasittikul. Antimicrobial and antioxidative activities of bioactive constituents from Hydnophytum formicarum Jack.
Molecules (Basel, Switzerland).
2008 Apr; 13(4):904-21. doi:
10.3390/molecules13040904
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Microbiology (Reading, England).
2007 Oct; 153(Pt 10):3314-3322. doi:
10.1099/mic.0.2007/009936-0
. [PMID: 17906131] - So-Yeon Kim, Eun-Jeon Park, Yu-Zhe Zhao, Dong Hwan Sohn. Butein suppresses bile acid-induced hepatocyte apoptosis through a JNK-dependent but ERK-independent pathway.
Planta medica.
2007 Jul; 73(8):777-81. doi:
10.1055/s-2007-981547
. [PMID: 17592815] - Manoj K Pandey, Santosh K Sandur, Bokyung Sung, Gautam Sethi, Ajaikumar B Kunnumakkara, Bharat B Aggarwal. Butein, a tetrahydroxychalcone, inhibits nuclear factor (NF)-kappaB and NF-kappaB-regulated gene expression through direct inhibition of IkappaBalpha kinase beta on cysteine 179 residue.
The Journal of biological chemistry.
2007 Jun; 282(24):17340-50. doi:
10.1074/jbc.m700890200
. [PMID: 17439942] - Chang Hwa Jung, Ji Hye Kim, Myung Hee Hong, Ho Moon Seog, Seong Hoon Oh, Pan Jae Lee, Gyung Jun Kim, Hyung Min Kim, Jae Young Um, Seong-Gyu Ko. Phenolic-rich fraction from Rhus verniciflua Stokes (RVS) suppress inflammatory response via NF-kappaB and JNK pathway in lipopolysaccharide-induced RAW 264.7 macrophages.
Journal of ethnopharmacology.
2007 Apr; 110(3):490-7. doi:
10.1016/j.jep.2006.10.013
. [PMID: 17112694] - Shailendra Kumar Sharma, Prasanna Parasuraman, Gyanendra Kumar, Namita Surolia, Avadhesha Surolia. Green tea catechins potentiate triclosan binding to enoyl-ACP reductase from Plasmodium falciparum (PfENR).
Journal of medicinal chemistry.
2007 Feb; 50(4):765-75. doi:
10.1021/jm061154d
. [PMID: 17263522] - James David Adams, Rubin Wang, Jun Yang, Eric Jungchi Lien. Preclinical and clinical examinations of Salvia miltiorrhiza and its tanshinones in ischemic conditions.
Chinese medicine.
2006 Nov; 1(?):3. doi:
10.1186/1749-8546-1-3
. [PMID: 17302964] - Chang Hwa Jung, Chan-Yong Jun, Sundong Lee, Chong-Hyeong Park, Kiho Cho, Seong-Gyu Ko. Rhus verniciflua stokes extract: radical scavenging activities and protective effects on H2O2-induced cytotoxicity in macrophage RAW 264.7 cell lines.
Biological & pharmaceutical bulletin.
2006 Aug; 29(8):1603-7. doi:
10.1248/bpb.29.1603
. [PMID: 16880612] - Monica Sanchez-Gonzalez, John P N Rosazza. Biocatalytic synthesis of butein and sulfuretin by Aspergillus alliaceus.
Journal of agricultural and food chemistry.
2006 Jun; 54(13):4646-50. doi:
10.1021/jf060900k
. [PMID: 16787010] - Won Kyung Jeon, Ju Hyun Lee, Ho Kyoung Kim, A Yeong Lee, Sung Ok Lee, Young Sup Kim, Shi Yong Ryu, Soo Young Kim, Yong Jin Lee, Byoung Seob Ko. Anti-platelet effects of bioactive compounds isolated from the bark of Rhus verniciflua Stokes.
Journal of ethnopharmacology.
2006 Jun; 106(1):62-9. doi:
10.1016/j.jep.2005.12.015
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