Harmine (BioDeep_00000000782)
Secondary id: BioDeep_00000324323, BioDeep_00000399223, BioDeep_00000866797
human metabolite PANOMIX_OTCML-2023 Endogenous Antitumor activity natural product
代谢物信息卡片
化学式: C13H12N2O (212.095)
中文名称: 哈尔明碱, 哈尔碱, 去氢骆驼蓬碱, 肉叶芸香碱
谱图信息:
最多检出来源 Viridiplantae(plant) 12%
分子结构信息
SMILES: CC1=NC=CC2=C1NC3=C2C=CC(=C3)OC
InChI: InChI=1S/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H3
描述信息
Harmine is a harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7. It has a role as a metabolite, an anti-HIV agent and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It derives from a hydride of a harman.
Harmine is a natural product found in Thalictrum foetidum, Acraea andromacha, and other organisms with data available.
Alkaloid isolated from seeds of PEGANUM HARMALA; ZYGOPHYLLACEAE. It is identical to banisterine, or telepathine, from Banisteria caapi and is one of the active ingredients of hallucinogenic drinks made in the western Amazon region from related plants. It has no therapeutic use, but (as banisterine) was hailed as a cure for postencephalitic PARKINSON DISEASE in the 1920s.
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D006213 - Hallucinogens
Harmine is found in fruits. Harmine is an alkaloid from Passiflora edulis (passionfruit
A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7.
D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors
C471 - Enzyme Inhibitor > C667 - Monoamine Oxidase Inhibitor
CONFIDENCE Reference Standard (Level 1); NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
[Raw Data] CB043_Harmine_pos_40eV_CB000020.txt
[Raw Data] CB043_Harmine_pos_50eV_CB000020.txt
[Raw Data] CB043_Harmine_pos_10eV_CB000020.txt
[Raw Data] CB043_Harmine_pos_30eV_CB000020.txt
[Raw Data] CB043_Harmine_pos_20eV_CB000020.txt
CONFIDENCE standard compound; INTERNAL_ID 2884
[Raw Data] CB043_Harmine_neg_50eV_000013.txt
[Raw Data] CB043_Harmine_neg_30eV_000013.txt
[Raw Data] CB043_Harmine_neg_10eV_000013.txt
[Raw Data] CB043_Harmine_neg_20eV_000013.txt
[Raw Data] CB043_Harmine_neg_40eV_000013.txt
Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1].
Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1].
Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1].
同义名列表
62 个代谢物同义名
InChI=1/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H; 7-methoxy-1-methyl-9H-beta-carboline;hydrochloride; 7-METHOXY-1-METHYL-9H-PYRIDO[3,4-B]INDOL; HARMINE; 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole, 9CI; 5-23-12-00237 (Beilstein Handbook Reference); 9H-Pyrido[3,4-b]indole, 7-methoxy-1-methyl-; 9H-Pyrido(3,4-b)indole, 7-methoxy-1-methyl-; 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole; 7-Methoxy-1-methyl-9H-pyrido(3,4-b)indole; 7-Methoxy-1-methyl-9H-beta-carboline #; 7-Methoxy-1-methyl-9H-beta-carboline; 1-Methyl-7-methoxy-.beta.-carboline; 1-Methyl-7-methoxy-beta -carboline; 1-Methyl-7-methoxy-beta-carboline; 7-Methoxy-1-methyl-9H-β-carboline; 7-Methoxy-1-methyl-9H-b-carboline; 7-methoxy-1-methylbeta-carboline; Harmine (Telepathine); Harmin hydrochloride; 442-51-3 (FREE base); Prestwick0_000613; Prestwick3_000613; Prestwick1_000613; Prestwick2_000613; Spectrum2_000568; Spectrum4_001004; Spectrum5_001914; Spectrum3_000906; UNII-4FHH5G48T7; 6-Methoxyharman; HARMINE [MART.]; Harmine, 98\\%; DivK1c_006707; MEGxp0_001875; Oprea1_596686; BPBio1_000602; KBio2_001608; KBio2_006744; KBio1_001651; ACon0_001194; Leucoharmine; ACon1_000061; HARMINE [MI]; KBio2_004176; KBio3_001852; Telepathine; Banisterine; Telepathien; 4FHH5G48T7; Banisterin; Telepathin; A1-03319; Yageine; Harmine; Yajeine; Garmin; Yagein; Harmin; 3anr; HRM; Harmine; Harmine
数据库引用编号
73 个数据库交叉引用编号
- ChEBI: CHEBI:28121
- KEGG: C06538
- PubChem: 5280953
- PubChem: 8768
- HMDB: HMDB0030311
- Metlin: METLIN43924
- DrugBank: DB07919
- ChEMBL: CHEMBL4095474
- ChEMBL: CHEMBL269538
- Wikipedia: Harmine
- MeSH: Harmine
- ChemIDplus: 0000442513
- MetaCyc: CPD-9940
- KNApSAcK: C00001737
- foodb: FDB002149
- chemspider: 4444445
- CAS: 122992-92-1
- CAS: 442-51-3
- MoNA: NA000118
- MoNA: NA000092
- MoNA: NA000116
- MoNA: NA000117
- MoNA: FIO00121
- MoNA: FIO00129
- MoNA: NA000095
- MoNA: NA000098
- MoNA: NA000096
- MoNA: NA000097
- MoNA: FIO00124
- MoNA: NA000106
- MoNA: NA000121
- MoNA: FIO00128
- MoNA: NA000113
- MoNA: NA000109
- MoNA: FIO00120
- MoNA: NA000104
- MoNA: FIO00122
- MoNA: NA000105
- MoNA: AU288404
- MoNA: NA000111
- MoNA: NA000110
- MoNA: FIO00126
- MoNA: AU288403
- MoNA: NA000119
- MoNA: AU288405
- MoNA: NA000101
- MoNA: NA000093
- MoNA: NA000103
- MoNA: FIO00127
- MoNA: FIO00123
- MoNA: NA000120
- MoNA: NA000094
- MoNA: AU288402
- MoNA: NA000108
- MoNA: NA000100
- MoNA: FIO00125
- MoNA: NA000112
- MoNA: NA000102
- MoNA: NA000114
- MoNA: AU288401
- MoNA: AU288406
- MoNA: NA000107
- MoNA: NA000115
- MoNA: NA000099
- medchemexpress: HY-N0737A
- PMhub: MS000001622
- MetaboLights: MTBLC28121
- PDB-CCD: HRM
- 3DMET: B02061
- NIKKAJI: J11.378F
- RefMet: Harmine
- KNApSAcK: 28121
- LOTUS: LTS0131294
分类词条
相关代谢途径
Reactome(0)
代谢反应
9 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(6)
- beta-carboline biosynthesis:
A + harmaline ⟶ A(H2) + harmine
- beta-carboline biosynthesis:
H+ + trp ⟶ CO2 + tryptamine
- resveratrol degradation:
trans-resveratrol + O2 ⟶ 3,4-dihydroxybenzaldehyde + 4-hydroxybenzaldehyde
- Amaryllidacea alkaloids biosynthesis:
4'-O-methylnorbelladine + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ (4aS,10bR)-noroxomaritidine + H2O + an oxidized [NADPH-hemoprotein reductase]
- vanillin biosynthesis I:
4-hydroxybenzaldehyde + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ 3,4-dihydroxybenzaldehyde + H2O + an oxidized [NADPH-hemoprotein reductase]
- trans-caffeate degradation (aerobic):
3,4-dihydroxybenzaldehyde + H2O + NAD(P)+ ⟶ H+ + NAD(P)H + protocatechuate
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(3)
- beta-carboline biosynthesis:
a methylated methyl donor + harmol ⟶ a demethylated methyl donor + harmine
- vanillin biosynthesis I:
4-hydroxybenzaldehyde + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ 3,4-dihydroxybenzaldehyde + H2O + an oxidized [NADPH-hemoprotein reductase]
- Amaryllidacea alkaloids biosynthesis:
SAM + norbelladine ⟶ 4'-O-methylnorbelladine + H+ + SAH
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
268 个相关的物种来源信息
- 127176 - Acraea: LTS0131294
- 127177 - Acraea andromacha: 10.1016/S0021-9673(01)91507-9
- 127177 - Acraea andromacha: LTS0131294
- 64040 - Actaea racemosa:
- 1008370 - Amomum subulatum: 10.3177/JNSV.47.167
- 78372 - Amorphophallus konjac: 10.1271/BBB.66.1386
- 4011 - Anacardiaceae: LTS0131294
- 171928 - Anacardium: LTS0131294
- 171929 - Anacardium occidentale: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
- 171929 - Anacardium occidentale: LTS0131294
- 4614 - Ananas: LTS0131294
- 4615 - Ananas comosus: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
- 4615 - Ananas comosus: LTS0131294
- 663965 - Anastatica hierochuntica:
- 502529 - Annona cornifolia: 10.1021/NP040177X
- 7458 - Apidae: LTS0131294
- 7459 - Apis: LTS0131294
- 7461 - Apis cerana: 10.1371/JOURNAL.PONE.0175573
- 7461 - Apis cerana: LTS0131294
- 4056 - Apocynaceae: LTS0131294
- 4454 - Araceae: LTS0131294
- 401898 - Artemisia gmelinii: 10.4268/CJCMM20142423
- 1238152 - Artemisia sacrorum: 10.4268/CJCMM20142423
- 6656 - Arthropoda: LTS0131294
- 4210 - Asteraceae: LTS0131294
- 151794 - Banisteriopsis: LTS0131294
- 577683 - Banisteriopsis caapi:
- 577683 - Banisteriopsis caapi: 10.1002/JPS.3030421215
- 577683 - Banisteriopsis caapi: 10.1016/0378-8741(84)90003-5
- 577683 - Banisteriopsis caapi: 10.1016/J.JEP.2009.10.030
- 577683 - Banisteriopsis caapi: LTS0131294
- 161934 - Beta vulgaris: 10.1271/BBB1961.44.205
- 466243 - Bletilla formosana: 10.1248/CPB.53.1111
- 4613 - Bromeliaceae: LTS0131294
- 271746 - Calophyllum macrocarpum: 10.1016/S0031-9422(00)84521-5
- 13398 - Carex: LTS0131294
- 140793 - Carex brevicollis: 10.3987/R-1976-11-1783
- 140793 - Carex brevicollis: LTS0131294
- 397370 - Centipeda minima: 10.1016/J.JEP.2013.03.025
- 41552 - Conyza: LTS0131294
- 72917 - Conyza canadensis: 10.1016/S0031-9422(02)00385-0
- 407120 - Cryptotympana: 10.1248/CPB.48.1749
- 429560 - Cullen corylifolium: 10.1021/NP500834D
- 4609 - Cyperaceae: LTS0131294
- 97234 - Dryopteris crassirhizoma: 10.1248/CPB.56.711
- 313931 - Duhaldea cappa: 10.1007/S10600-010-9595-4
- 41574 - Erigeron: LTS0131294
- 72917 - Erigeron canadensis: 10.1016/S0031-9422(02)00385-0
- 72917 - Erigeron canadensis: LTS0131294
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
- 2759 - Eukaryota: LTS0131294
- 3803 - Fabaceae: LTS0131294
- 3617 - Fagopyrum esculentum: 10.1021/JF9605557
- 4605 - Festuca: LTS0131294
- 98750 - Festuca ovina: 10.1016/S0021-9673(01)83714-6
- 98750 - Festuca ovina: LTS0131294
- 4608 - Festuca pratensis: 10.1016/S0021-9673(01)83714-6
- 4608 - Festuca pratensis: LTS0131294
- 52153 - Festuca rubra: 10.1016/S0021-9673(01)83714-6
- 52153 - Festuca rubra: LTS0131294
- 29884 - Ganoderma applanatum: 10.1248/BPB.28.1103
- 231903 - Garcinia acuminata: 10.1021/NP050084V
- 180116 - Garcinia scortechinii: 10.1021/NP050084V
- 82407 - Grewia: LTS0131294
- 493990 - Grewia bicolor: 10.1016/0378-8741(86)90109-1
- 493990 - Grewia bicolor: LTS0131294
- 38724 - Haplopteris anguste-elongata: 10.1021/NP050060O
- 33416 - Heliconius: LTS0131294
- 33424 - Heliconius cydno: LTS0131294
- 310650 - Heliconius cydno galanthus: 10.1016/S0021-9673(01)91507-9
- 310650 - Heliconius cydno galanthus: LTS0131294
- 33431 - Heliconius erato: LTS0131294
- 64531 - Heliconius erato petiverana: 10.1016/S0021-9673(01)91507-9
- 64531 - Heliconius erato petiverana: LTS0131294
- 34740 - Heliconius melpomene: LTS0131294
- 171916 - Heliconius melpomene rosina: 10.1016/S0021-9673(01)91507-9
- 171916 - Heliconius melpomene rosina: LTS0131294
- 9606 - Homo sapiens: -
- 4513 - Hordeum vulgare: 10.1016/J.PHYMED.2008.09.013
- 29797 - Hydnophytum formicarum: 10.3390/MOLECULES13040904
- 1980673 - Hymenochaete xerantica: 10.1016/J.BMCL.2006.08.016
- 40469 - Inonotus hispidus: 10.1248/CPB.59.770
- 167356 - Inonotus obliquus:
- 50557 - Insecta: LTS0131294
- 35883 - Ipomoea nil: 10.1248/CPB.59.1425
- 179690 - Joannesia princeps: 10.1016/S0031-9422(96)00777-7
- 2116407 - Kali collina: 10.1007/S10600-011-9896-2
- 2116407 - Kali collinum: 10.1007/S10600-011-9896-2
- 21101 - Kopsia: LTS0131294
- 1750996 - Kopsia griffithii: 10.1016/S0031-9422(98)00492-0
- 1750996 - Kopsia griffithii: LTS0131294
- 4447 - Liliopsida: LTS0131294
- 1172173 - Magnolia crassipes: 10.4268/CJCMM20141019
- 3398 - Magnoliopsida: LTS0131294
- 4268 - Malpighiaceae: LTS0131294
- 3629 - Malvaceae: LTS0131294
- 49683 - Menispermum dauricum: 10.1016/J.PHYTOCHEM.2003.12.004
- 33208 - Metazoa: LTS0131294
- 91851 - Nitrariaceae: LTS0131294
- 33415 - Nymphalidae: LTS0131294
- 4033 - Oxalidaceae: LTS0131294
- 4034 - Oxalis: LTS0131294
- 50475 - Oxalis tuberosa: 10.1016/S0031-9422(02)00235-2
- 50475 - Oxalis tuberosa: LTS0131294
- 20802 - Oxytropis: LTS0131294
- 3684 - Passiflora: 10.1076/PHBI.41.2.100.14244
- 3684 - Passiflora: LTS0131294
- 159424 - Passiflora actinia: 10.1076/PHBI.41.2.100.14244
- 159424 - Passiflora actinia: LTS0131294
- 159422 - Passiflora alata: 10.1076/PHBI.41.2.100.14244
- 159422 - Passiflora alata: LTS0131294
- 197923 - Passiflora amethystina: 10.1076/PHBI.41.2.100.14244
- 197923 - Passiflora amethystina: LTS0131294
- 298528 - Passiflora ampullacea: 10.1076/PHBI.41.2.100.14244
- 298528 - Passiflora ampullacea: LTS0131294
- 196577 - Passiflora auriculata: 10.1076/PHBI.41.2.100.14244
- 196577 - Passiflora auriculata: LTS0131294
- 1341340 - Passiflora boenderi: 10.1076/PHBI.41.2.100.14244
- 1341340 - Passiflora boenderi: LTS0131294
- 197924 - Passiflora cincinnata: 10.1076/PHBI.41.2.100.14244
- 197924 - Passiflora cincinnata: LTS0131294
- 378231 - Passiflora citrina: 10.1076/PHBI.41.2.100.14244
- 378231 - Passiflora citrina: LTS0131294
- 1341349 - Passiflora cuneata: 10.1076/PHBI.41.2.100.14244
- 1341349 - Passiflora cuneata: LTS0131294
- 378245 - Passiflora discophora: 10.1076/PHBI.41.2.100.14244
- 378245 - Passiflora discophora: LTS0131294
- 78168 - Passiflora edulis:
- 78168 - Passiflora edulis: 10.1055/S-0028-1097789
- 78168 - Passiflora edulis: 10.1076/PHBI.41.2.100.14244
- 78168 - Passiflora edulis: LTS0131294
- 298520 - Passiflora filipes: 10.1076/PHBI.41.2.100.14244
- 298520 - Passiflora filipes: LTS0131294
- 159421 - Passiflora foetida: 10.1076/PHBI.41.2.100.14244
- 159421 - Passiflora foetida: LTS0131294
- 338812 - Passiflora guatemalensis: 10.1076/PHBI.41.2.100.14244
- 338812 - Passiflora guatemalensis: LTS0131294
- 159425 - Passiflora incarnata:
- 159425 - Passiflora incarnata: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
- 159425 - Passiflora incarnata: 10.1002/PCA.2800060206
- 159425 - Passiflora incarnata: 10.1076/PHBI.41.2.100.14244
- 159425 - Passiflora incarnata: 10.1081/JLC-100105957
- 159425 - Passiflora incarnata: 10.1248/CPB.22.1008
- 159425 - Passiflora incarnata: LTS0131294
- 1341364 - Passiflora juliana: 10.1076/PHBI.41.2.100.14244
- 1341364 - Passiflora juliana: LTS0131294
- 237862 - Passiflora laurifolia: 10.1076/PHBI.41.2.100.14244
- 237862 - Passiflora laurifolia: LTS0131294
- 196580 - Passiflora lobata: 10.1076/PHBI.41.2.100.14244
- 196580 - Passiflora lobata: LTS0131294
- 330177 - Passiflora lutea: 10.1076/PHBI.41.2.100.14244
- 330177 - Passiflora lutea: LTS0131294
- 231178 - Passiflora macrophylla: 10.1076/PHBI.41.2.100.14244
- 231178 - Passiflora macrophylla: LTS0131294
- 231191 - Passiflora maliformis: 10.1076/PHBI.41.2.100.14244
- 231191 - Passiflora maliformis: LTS0131294
- 237864 - Passiflora manicata: 10.1076/PHBI.41.2.100.14244
- 237864 - Passiflora manicata: LTS0131294
- 231179 - Passiflora multiflora: 10.1076/PHBI.41.2.100.14244
- 231179 - Passiflora multiflora: LTS0131294
- 237874 - Passiflora perfoliata: 10.1076/PHBI.41.2.100.14244
- 237874 - Passiflora perfoliata: LTS0131294
- 1670795 - Passiflora phoenicia: 10.1076/PHBI.41.2.100.14244
- 1670795 - Passiflora phoenicia: LTS0131294
- 237875 - Passiflora racemosa: 10.1076/PHBI.41.2.100.14244
- 237875 - Passiflora racemosa: LTS0131294
- 159431 - Passiflora rubra: 10.1076/PHBI.41.2.100.14244
- 159431 - Passiflora rubra: LTS0131294
- 237879 - Passiflora sanguinolenta: 10.1076/PHBI.41.2.100.14244
- 237879 - Passiflora sanguinolenta: LTS0131294
- 231188 - Passiflora serratifolia: 10.1076/PHBI.41.2.100.14244
- 231188 - Passiflora serratifolia: LTS0131294
- 231183 - Passiflora sexflora: 10.1076/PHBI.41.2.100.14244
- 231183 - Passiflora sexflora: LTS0131294
- 133504 - Passiflora suberosa: LTS0131294
- 1341390 - Passiflora suberosa var. suberosa: 10.1076/PHBI.41.2.100.14244
- 1341390 - Passiflora suberosa var. suberosa: LTS0131294
- 1822414 - Passiflora subpeltata: 10.1076/PHBI.41.2.100.14244
- 1822414 - Passiflora subpeltata: LTS0131294
- 159427 - Passiflora tenuifila: 10.1076/PHBI.41.2.100.14244
- 159427 - Passiflora tenuifila: LTS0131294
- 237887 - Passiflora tripartita: LTS0131294
- 196688 - Passiflora tripartita var. mollissima: 10.1076/PHBI.41.2.100.14244
- 196688 - Passiflora tripartita var. mollissima: LTS0131294
- 1341395 - Passiflora tuberosa: 10.1076/PHBI.41.2.100.14244
- 1341395 - Passiflora tuberosa: LTS0131294
- 1822416 - Passiflora tucumanensis: 10.1076/PHBI.41.2.100.14244
- 1822416 - Passiflora tucumanensis: LTS0131294
- 231184 - Passiflora xiikzodz: 10.1076/PHBI.41.2.100.14244
- 231184 - Passiflora xiikzodz: LTS0131294
- 3683 - Passifloraceae: LTS0131294
- 43877 - Peganum: LTS0131294
- 43879 - Peganum harmala:
- 43879 - Peganum harmala: -
- 43879 - Peganum harmala: 10.1002/PCA.2800060206
- 43879 - Peganum harmala: 10.1007/BF00563370
- 43879 - Peganum harmala: 10.1007/BF00563655
- 43879 - Peganum harmala: 10.1007/BF00564251
- 43879 - Peganum harmala: 10.1007/BF00565223
- 43879 - Peganum harmala: 10.1007/BF00567834
- 43879 - Peganum harmala: 10.1007/BF00569029
- 43879 - Peganum harmala: 10.1007/BF00579504
- 43879 - Peganum harmala: 10.1007/S10600-006-0085-7
- 43879 - Peganum harmala: 10.1007/S10600-009-9381-3
- 43879 - Peganum harmala: 10.1016/0031-9422(91)85312-N
- 43879 - Peganum harmala: 10.1016/0031-9422(93)85453-X
- 43879 - Peganum harmala: 10.1016/J.FITOTE.2010.04.004
- 43879 - Peganum harmala: 10.1016/S0031-9422(00)81861-0
- 43879 - Peganum harmala: 10.1016/S0031-9422(00)86329-3
- 43879 - Peganum harmala: 10.1016/S0031-9422(00)97911-1
- 43879 - Peganum harmala: 10.1021/NP50018A025
- 43879 - Peganum harmala: 10.1111/J.1439-0418.1997.TB01387.X
- 43879 - Peganum harmala: 10.1351/PAC196306040601
- 43879 - Peganum harmala: 10.1515/ZNC-1990-0626
- 43879 - Peganum harmala: 10.1515/ZNC-1992-3-410
- 43879 - Peganum harmala: LTS0131294
- 673036 - Peganum nigellastrum:
- 673036 - Peganum nigellastrum: 10.1016/J.FITOTE.2011.01.015
- 673036 - Peganum nigellastrum: 10.1016/S0031-9422(99)00440-9
- 673036 - Peganum nigellastrum: 10.1080/10286020701611636
- 673036 - Peganum nigellastrum: LTS0131294
- 48386 - Perilla frutescens:
- 40472 - Phellinus igniarius: 10.1021/NP030505D
- 67778 - Picea jezoensis: 10.1021/NP070104O
- 199219 - Pinellia: LTS0131294
- 199225 - Pinellia ternata: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
- 199225 - Pinellia ternata: LTS0131294
- 33090 - Plants: -
- 175518 - Pluchea indica: 10.3390/MOLECULES23092104
- 4479 - Poaceae: LTS0131294
- 158314 - Polyporus umbellatus: 10.1248/CPB.42.530
- 60009 - Populus ciliata: 10.1016/0031-9422(91)85033-V
- 75702 - Populus euphratica: 10.1016/0031-9422(91)85032-U
- 295327 - Populus simonii: 10.1515/ZNC-1992-0624
- 55489 - Posidonia oceanica: 10.1016/S0031-9422(97)01118-7
- 746522 - Pyrrosia petiolosa: 10.1080/1028602031000066843
- 58331 - Quercus suber:
- 3440 - Ranunculaceae: LTS0131294
- 147635 - Ranunculus sceleratus: 10.1055/S-2005-873169
- 24966 - Rubiaceae: LTS0131294
- 525237 - Salsola collina: 10.1007/S10600-011-9896-2
- 424420 - Salvia chinensis: 10.1016/0031-9422(92)80081-O
- 28513 - Salvia divinorum:
- 226208 - Salvia miltiorrhiza:
- 588964 - Salvia prionitis: 10.1248/CPB.53.508
- 342060 - Salvia przewalskii: 10.1021/NP0501031
- 1685717 - Salvia syriaca: 10.1248/CPB.53.508
- 342065 - Salvia trijuga: 10.1248/CPB.53.508
- 218135 - Schedonorus: LTS0131294
- 60077 - Simira: LTS0131294
- 1915 - Streptomyces lincolnensis:
- 35493 - Streptophyta: LTS0131294
- 20019 - Symplocaceae: LTS0131294
- 55372 - Symplocos: LTS0131294
- 2291169 - Symplocos lucida: 10.1021/NP0101189
- 210366 - Symplocos setchuensis: 10.1021/NP0101189
- 210366 - Symplocos setchuensis: LTS0131294
- 2945534 - Symplocos theifolia: 10.1021/NP0101189
- 46968 - Thalictrum: LTS0131294
- 1084670 - Thalictrum foetidum: 10.1007/BF00579794
- 1084670 - Thalictrum foetidum: LTS0131294
- 58023 - Tracheophyta: LTS0131294
- 1659895 - Tropicoporus linteus:
- 1261582 - Vertebrata lanosa: 10.1021/NP0305268
- 33090 - Viridiplantae: LTS0131294
- 1007890 - Visnea mocanera: 10.1021/JF9505335
- 29760 - Vitis vinifera:
- 81056 - Wolfiporia cocos: 10.1016/J.BIOORG.2016.11.012
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
- Eleanor White, Tom Kennedy, Simon Ruffell, Daniel Perkins, Jerome Sarris. Ayahuasca and Dimethyltryptamine Adverse Events and Toxicity Analysis: A Systematic Thematic Review.
International journal of toxicology.
2024 May; 43(3):327-339. doi:
10.1177/10915818241230916
. [PMID: 38363085] - Ya-Li Guo, Jing-Wen Yu, Yan Cao, Ke-Xin Cheng, Suo-Nan-Mu Dong-Zhi, Yan-Fei Zhang, Qing-Jia Ren, Yong Yin, Cao-Long Li. Design, synthesis, and biological evaluation of harmine derivatives as topoisomerase I inhibitors for cancer treatment.
European journal of medicinal chemistry.
2024 Feb; 265(?):116061. doi:
10.1016/j.ejmech.2023.116061
. [PMID: 38154256] - Phumudzo P Tshikhudo, Tafadzwanashe Mabhaudhi, Neil A Koorbanally, Fhatuwani N Mudau, Edgardo Oscar Avendaño Caceres, Dragos Popa, Daniela Calina, Javad Sharifi-Rad. Anticancer Potential of β-Carboline Alkaloids: An Updated Mechanistic Overview.
Chemistry & biodiversity.
2023 Dec; ?(?):e202301263. doi:
10.1002/cbdv.202301263
. [PMID: 38108650] - Lei Zhang, Yuan Li, Wenqing Yang, Lin Lin, Jie Li, Dekun Liu, Chao Li, Jibiao Wu, Yunlun Li. Protocatechuic aldehyde increases pericyte coverage and mitigates pericyte damage to enhance the atherosclerotic plaque stability.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2023 Dec; 168(?):115742. doi:
10.1016/j.biopha.2023.115742
. [PMID: 37871558] - Ahmed H Abdelazim, Majed A Algarni, Atiah H Almalki. Innovative spectrofluorometric method for determination of harmaline and harmine in different matrices.
Scientific reports.
2023 11; 13(1):19951. doi:
10.1038/s41598-023-46041-y
. [PMID: 37968310] - Yangjing Bai, Shiying Lang, Yangrui Du, Qinsheng Hu, Xinyun Li, Gongyan Liu. Metallic-Polyphenolic Nanoparticles Reinforced Cationic Guar Gum Hydrogel for Effectively Treating Burn Wound.
Macromolecular bioscience.
2023 Oct; ?(?):e2300396. doi:
10.1002/mabi.202300396
. [PMID: 37831011] - Shao-Ru Wu, Wei-Hong Feng, Kai-Ming Chen, Liang-Jun Guan, Liang-Mian Chen, Zhi-Min Wang, Hui-Min Gao, Zong-Hua Song. [Chemical composition and antioxidant activity of different parts of Prunella vulgaris by UPLC-Q-TOF-MS/MS and UPLC].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2023 Sep; 48(17):4569-4588. doi:
10.19540/j.cnki.cjcmm.20221227.202
. [PMID: 37802797] - Bao Tan Nguyen, Nguyen Thi Hai Yen, Ninh Khac Thanh Tung, Gil-Saeng Jeong, Jong Seong Kang, Nguyen Phuoc Long, Hyung Min Kim. Lipid class-dependent alterations of Caenorhabditis elegans under harmane exposure.
Journal of pharmaceutical and biomedical analysis.
2023 Jul; 231(?):115401. doi:
10.1016/j.jpba.2023.115401
. [PMID: 37105045] - Chunliu Wang, Jie Zhou, Shixiang Wang, Yang Liu, Kaihua Long, Tingting Sun, Wenbing Zhi, Yang Yang, Hong Zhang, Ye Zhao, Xiaopu Zheng, Xiaohui Zheng, Ye Li, Pu Jia. Guanxining injection alleviates fibrosis in heart failure mice and regulates SLC7A11/GPX4 axis.
Journal of ethnopharmacology.
2023 Jun; 310(?):116367. doi:
10.1016/j.jep.2023.116367
. [PMID: 36914037] - Junxia Pei, Zhou Su, Xin Zeng, Ya Zhong, Yamei Zhang, Yixi Yang, Qiuxia Lu, Jian Li, Yu Deng. Protocatechuic aldehyde acts synergistically with dacarbazine to augment DNA double-strand breaks and promote apoptosis in cutaneous melanoma cells.
BMC complementary medicine and therapies.
2023 Apr; 23(1):111. doi:
10.1186/s12906-023-03933-w
. [PMID: 37024907] - Yuanyuan Wang, Maofeng Dong, Limin Guo, Yamin Zhu, Qingqing Jiang, Jianbo Xiao, Mingfu Wang, Yueliang Zhao. Effect of acrolein on the formation of harman and norharman in chemical models and roast beef patties.
Food research international (Ottawa, Ont.).
2023 02; 164(?):112465. doi:
10.1016/j.foodres.2023.112465
. [PMID: 36738015] - Summya Rashid, Maryam Sameti, Mohammed H Alqarni, Fatma M Abdel Bar. In vivo investigation of the inhibitory effect of Peganum harmala L. and its major alkaloids on ethylene glycol-induced urolithiasis in rats.
Journal of ethnopharmacology.
2023 Jan; 300(?):115752. doi:
10.1016/j.jep.2022.115752
. [PMID: 36174807] - Pengjun Wang, Qingxiang Zhang. Protocatechuic aldehyde alleviates D-galactose-induced cardiomyocyte senescence by regulating the TCF3 / ATG5 axis.
Journal of cardiovascular pharmacology.
2022 Dec; ?(?):. doi:
10.1097/fjc.0000000000001394
. [PMID: 36651950] - Xin-Yu Lin, Jing Zhou, Cai-Feng Hao, He Zhu, Shan-Shan Zhou, Jin-Di Xu, Qian Mao, Song-Lin Li, Ming Kong. Quality consistency evaluation of commercial Prunellae Spica by integrating determination of secondary metabolites and saccharides.
Phytochemical analysis : PCA.
2022 Dec; ?(?):. doi:
10.1002/pca.3197
. [PMID: 36494085] - Yu-Teng Chang, Mu-Chi Chung, Chi-Hao Chang, Kuan-Hsun Chiu, Jeng-Jer Shieh, Ming-Ju Wu. Anti-EMT and anti-fibrosis effects of protocatechuic aldehyde in renal proximal tubular cells and the unilateral ureteral obstruction animal model.
Pharmaceutical biology.
2022 Dec; 60(1):1198-1206. doi:
10.1080/13880209.2022.2088809
. [PMID: 35758295] - Dongyan Hu, Guangtian Han, Huazhong Ren, Xinwei Li, Xi'an Li, Lirong Yue, Jiao Xu, Jiafu Feng, Li Guo. Synthesis, biological evaluation and preliminary mechanisms of 6-amino substituted harmine derivatives as potential antitumor agents.
Fitoterapia.
2022 Nov; 163(?):105329. doi:
10.1016/j.fitote.2022.105329
. [PMID: 36209955] - Albert Katchborian-Neto, Mário Ferreira Conceição Santos, Diego Fernandes Vilas-Boas, Elda Gonçalves Dos Santos, Márcia Paranho Veloso, Paula Carolina Pires Bueno, Ivo Santana Caldas, Marisi Gomes Soares, Danielle Ferreira Dias, Daniela Aparecida Chagas-Paula. Immunological Modulation and Control of Parasitaemia by Ayahuasca Compounds: Therapeutic Potential for Chagas's Disease.
Chemistry & biodiversity.
2022 Oct; 19(10):e202200409. doi:
10.1002/cbdv.202200409
. [PMID: 36163588] - Lucia Jimenez, Andreia Silva, Giampaolo Calissi, Inês Grenho, Rita Monteiro, Victor Mayoral-Varo, Carmen Blanco-Aparicio, Joaquin Pastor, Victor Bustos, Franz Bracher, Diego Megías, Bibiana I Ferreira, Wolfgang Link. Screening Health-Promoting Compounds for Their Capacity to Induce the Activity of FOXO3.
The journals of gerontology. Series A, Biological sciences and medical sciences.
2022 08; 77(8):1485-1493. doi:
10.1093/gerona/glab265
. [PMID: 34508571] - Zhezhe Li, Yipaerguli Apizi, Chengzhong Zhang, Zhaozhi Wang, Hongji He, Xiaoya Li, Yina Zhu, Jishun Yang, Liang Xiao, Mei Wang. Synthesis of harmine-nitric oxide donor derivatives as potential antitumor agents.
Bioorganic & medicinal chemistry letters.
2022 06; 65(?):128698. doi:
10.1016/j.bmcl.2022.128698
. [PMID: 35341920] - Caizhi Tian, Shuoqi Huang, Zihua Xu, Wenwu Liu, Deping Li, Mingyue Liu, Chengze Zhu, Limeng Wu, Xiaowen Jiang, Huaiwei Ding, Qingchun Zhao. Design, synthesis, and biological evaluation of β-carboline 1,3,4-oxadiazole based hybrids as HDAC inhibitors with potential antitumor effects.
Bioorganic & medicinal chemistry letters.
2022 05; 64(?):128663. doi:
10.1016/j.bmcl.2022.128663
. [PMID: 35272009] - Soching Luikham, Mavani A, Jhimli Bhattacharyya. Deciphering binding affinity, energetics, and base specificity of plant alkaloid Harmane with AT and GC hairpin duplex DNA.
Luminescence : the journal of biological and chemical luminescence.
2022 May; 37(5):691-701. doi:
10.1002/bio.4210
. [PMID: 35156295] - Nikhil Maheshwari, Riaz Mahmood. 3,4-Dihydroxybenzaldehyde attenuates pentachlorophenol-induced cytotoxicity, DNA damage and collapse of mitochondrial membrane potential in isolated human blood cells.
Drug and chemical toxicology.
2022 May; 45(3):1225-1242. doi:
10.1080/01480545.2020.1811722
. [PMID: 32854525] - Shi-Ming Huang, Shu-Bei Li, Hong-Tao Deng, Qing-Qing Jiang, Yi-Bo Gu, Xue Ying. [Preparation and effect against cervical cancer invasion in vitro of harmine-loaded photosensitive liposomes].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2022 May; 47(10):2643-2651. doi:
10.19540/j.cnki.cjcmm.20210520.301
. [PMID: 35718482] - Beatriz Werneck Lopes Santos, Daniel Carneiro Moreira, Tatiana Karla Dos Santos Borges, Eloisa Dutra Caldas. Components of Banisteriopsis caapi, a Plant Used in the Preparation of the Psychoactive Ayahuasca, Induce Anti-Inflammatory Effects in Microglial Cells.
Molecules (Basel, Switzerland).
2022 Apr; 27(8):. doi:
10.3390/molecules27082500
. [PMID: 35458698] - You-Xu Wang, Ning Cao, Hui-Da Guan, Xue-Mei Cheng, Chang-Hong Wang. Heme peroxidases are responsible for the dehydrogenation and oxidation metabolism of harmaline into harmine.
Chinese journal of natural medicines.
2022 Mar; 20(3):194-201. doi:
10.1016/s1875-5364(22)60151-1
. [PMID: 35369963] - Eun-A Kim, Eui-Jeong Han, Junseong Kim, Ilekuttige Priyan Shanura Fernando, Jae-Young Oh, Kil-Nam Kim, Ginnae Ahn, Soo-Jin Heo. Anti-Allergic Effect of 3,4-Dihydroxybenzaldehyde Isolated from Polysiphonia morrowii in IgE/BSA-Stimulated Mast Cells and a Passive Cutaneous Anaphylaxis Mouse Model.
Marine drugs.
2022 Feb; 20(2):. doi:
10.3390/md20020133
. [PMID: 35200662] - Weiyi Qu, Ze Chen, Xing Hu, Toujun Zou, Yongping Huang, Yanyan Zhang, Yufeng Hu, Song Tian, Juan Wan, Rufang Liao, Lan Bai, Jinhua Xue, Yi Ding, Manli Hu, Xiao-Jing Zhang, Xin Zhang, Jingjing Zhao, Xu Cheng, Zhi-Gang She, Hongliang Li. Profound Perturbation in the Metabolome of a Canine Obesity and Metabolic Disorder Model.
Frontiers in endocrinology.
2022; 13(?):849060. doi:
10.3389/fendo.2022.849060
. [PMID: 35620391] - Ruhi Anjum, Nikhil Maheshwari, Riaz Mahmood. 3,4-Dihydroxybenzaldehyde mitigates fluoride-induced cytotoxicity and oxidative damage in human RBC.
Journal of trace elements in medicine and biology : organ of the Society for Minerals and Trace Elements (GMS).
2022 Jan; 69(?):126888. doi:
10.1016/j.jtemb.2021.126888
. [PMID: 34773916] - Limin Liu, Xiaoxuan Ning, Lei Wei, Ying Zhou, Lijuan Zhao, Feng Ma, Ming Bai, Xiaoxia Yang, Di Wang, Shiren Sun. Twist1 downregulation of PGC-1α decreases fatty acid oxidation in tubular epithelial cells, leading to kidney fibrosis.
Theranostics.
2022; 12(8):3758-3775. doi:
10.7150/thno.71722
. [PMID: 35664054] - Yan Guo, Jie-Hong Yang, Yu He, Hui-Fen Zhou, Yu Wang, Zhi-Shan Ding, Bo Jin, Hai-Tong Wan. Protocatechuic aldehyde prevents ischemic injury by attenuating brain microvascular endothelial cell pyroptosis via lncRNA Xist.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2022 Jan; 94(?):153849. doi:
10.1016/j.phymed.2021.153849
. [PMID: 34775360] - Wei Liu, Zhaoyu Yang, Lili Shi, Ziyu Cui, Yun Li. Degradation of β-Carbolines Harman and Norharman in Edible Oils during Heating.
Molecules (Basel, Switzerland).
2021 Nov; 26(22):. doi:
10.3390/molecules26227018
. [PMID: 34834111] - Bo Luo, Xinqiang Song. A comprehensive overview of β-carbolines and its derivatives as anticancer agents.
European journal of medicinal chemistry.
2021 Nov; 224(?):113688. doi:
10.1016/j.ejmech.2021.113688
. [PMID: 34332400] - Cheng-Peng Sun, Jing Yi, Fan Wei, Xia Lv, Sa Deng, Bao-Jing Zhang, Wen-Yu Zhao, Xiao-Chi Ma. UV-light-driven photooxidation of harmaline catalyzed by riboflavin: Product characterization and mechanisms.
Fitoterapia.
2021 Nov; 155(?):105054. doi:
10.1016/j.fitote.2021.105054
. [PMID: 34626737] - Yu-Teng Chang, Mu-Chi Chung, Chang-Chi Hsieh, Jeng-Jer Shieh, Ming-Ju Wu. Evaluation of the Therapeutic Effects of Protocatechuic Aldehyde in Diabetic Nephropathy.
Toxins.
2021 08; 13(8):. doi:
10.3390/toxins13080560
. [PMID: 34437430] - Andrew B Hawkey, Julia Hoeng, Manuel C Peitsch, Edward D Levin, Kyoko Koshibu. Subchronic effects of plant alkaloids on anxiety-like behavior in zebrafish.
Pharmacology, biochemistry, and behavior.
2021 08; 207(?):173223. doi:
10.1016/j.pbb.2021.173223
. [PMID: 34197843] - Tao Tian, Guo-Ying Chen, Hao Zhang, Feng-Qing Yang. Personal Glucose Meter for α-Glucosidase Inhibitor Screening Based on the Hydrolysis of Maltose.
Molecules (Basel, Switzerland).
2021 Jul; 26(15):. doi:
10.3390/molecules26154638
. [PMID: 34361791] - Brahmam Kapalavavi, Ninad Doctor, Baohong Zhang, Yu Yang. Subcritical Water Extraction of Salvia miltiorrhiza.
Molecules (Basel, Switzerland).
2021 Mar; 26(6):. doi:
10.3390/molecules26061634
. [PMID: 33804141] - Jieke Yang, Jianchun Li, Ruizhi Tan, Xingcan He, Xiao Lin, Xia Zhong, Junming Fan, Li Wang. Protocatechualdehyde attenuates obstructive nephropathy through inhibiting lncRNA9884 induced inflammation.
Phytotherapy research : PTR.
2021 Mar; 35(3):1521-1533. doi:
10.1002/ptr.6919
. [PMID: 33118280] - Yan-Jun Wan, Yan-Hang Wang, Qiang Guo, Yong Jiang, Peng-Fei Tu, Ke-Wu Zeng. Protocatechualdehyde protects oxygen-glucose deprivation/reoxygenation-induced myocardial injury via inhibiting PERK/ATF6α/IRE1α pathway.
European journal of pharmacology.
2021 Jan; 891(?):173723. doi:
10.1016/j.ejphar.2020.173723
. [PMID: 33159933] - Abde El-Galil E Amr, Ayman H Kamel, Abdulrahman A Almehizia, Ahmed Y A Sayed, Hisham S M Abd-Rabboh. Solid-Contact Potentiometric Sensors Based on Main-Tailored Bio-Mimics for Trace Detection of Harmine Hallucinogen in Urine Specimens.
Molecules (Basel, Switzerland).
2021 Jan; 26(2):. doi:
10.3390/molecules26020324
. [PMID: 33435196] - Yang Lv, Hongyu Liang, Jun Li, Xiuxiu Li, Xiaohui Tang, Songyu Gao, Hao Zou, Jing Zhang, Mei Wang, Liang Xiao. Central inhibition prevents the in vivo acute toxicity of harmine in mice.
The Journal of toxicological sciences.
2021; 46(6):289-301. doi:
10.2131/jts.46.289
. [PMID: 34078836] - Yunyun Qu, Xin Liu, Shuai Zong, Huanxin Sun, Shuang Liu, Yueran Zhao. Protocatechualdehyde Inhibits the Osteoclast Differentiation of RAW264.7 and BMM Cells by Regulating NF-κB and MAPK Activity.
BioMed research international.
2021; 2021(?):6108999. doi:
10.1155/2021/6108999
. [PMID: 34327232] - Jared P Taylor, Lucas H Armitage, Daniel L Aldridge, Melanie N Cash, Mark A Wallet. Harmine enhances the activity of the HIV-1 latency-reversing agents ingenol A and SAHA.
Biology open.
2020 12; 9(12):. doi:
10.1242/bio.052969
. [PMID: 33234703] - Vivek Lawana, Se Young Um, Rachel M Foguth, Jason R Cannon. Neuromelanin formation exacerbates HAA-induced mitochondrial toxicity and mitophagy impairments.
Neurotoxicology.
2020 12; 81(?):147-160. doi:
10.1016/j.neuro.2020.10.005
. [PMID: 33058929] - Liang Zhang, Dengchang Li, Shenglan Yu. Pharmacological effects of harmine and its derivatives: a review.
Archives of pharmacal research.
2020 Dec; 43(12):1259-1275. doi:
10.1007/s12272-020-01283-6
. [PMID: 33206346] - Shuang Wu, Qingyu Wang, Jinquan Wang, Baoyu Duan, Qihe Tang, Zhuojian Sun, Jinlong Han, Chenggang Shan, Zhifen Wang, Zhihui Hao. Protocatechuic aldehyde from Salvia miltiorrhiza exhibits an anti-inflammatory effect through inhibiting MAPK signalling pathway.
BMC complementary medicine and therapies.
2020 Nov; 20(1):347. doi:
10.1186/s12906-020-03090-4
. [PMID: 33203388] - Simon Ruffell, Nige Netzband, Catherine Bird, Allan H Young, Mario F Juruena. The pharmacological interaction of compounds in ayahuasca: a systematic review.
Revista brasileira de psiquiatria (Sao Paulo, Brazil : 1999).
2020 Nov; 42(6):646-656. doi:
10.1590/1516-4446-2020-0884
. [PMID: 32638916] - Chen-Xia Zhang, Jun Xi, Tian-Pei Zhao, Yu-Xiang Ma, Xue-De Wang. β-carbolines norharman and harman in vegetable oils in China.
Food additives & contaminants. Part B, Surveillance.
2020 Sep; 13(3):193-199. doi:
10.1080/19393210.2020.1759701
. [PMID: 32364007] - Renata Zawirska-Wojtasiak, Agnieszka Fedoruk-Wyszomirska, Paulina Piechowska, Sylwia Mildner-Szkudlarz, Joanna Bajerska, Elżbieta Wojtowicz, Krzysztof Przygoński, Dorota Gurda, Wiktoria Kubicka, Eliza Wyszko. β-Carbolines in Experiments on Laboratory Animals.
International journal of molecular sciences.
2020 Jul; 21(15):. doi:
10.3390/ijms21155245
. [PMID: 32722000] - Laura Lewerenz, Tahani Hijazin, Sara Abouzeid, Robert Hänsch, Dirk Selmar. Pilot study on the uptake and modification of harmaline in acceptor plants: An innovative approach to visualize the interspecific transfer of natural products.
Phytochemistry.
2020 Jun; 174(?):112362. doi:
10.1016/j.phytochem.2020.112362
. [PMID: 32229335] - Haiqi Wang, Hongjian Song. Synthesis of Four Optical Isomers of Antiviral Agent NK0209 and Determination of Their Configurations and Activities against a Plant Virus.
Journal of agricultural and food chemistry.
2020 Mar; 68(9):2631-2638. doi:
10.1021/acs.jafc.9b07694
. [PMID: 32023057] - Jizong Jiang, Tingyun Ma, Liuhong Zhang, Xuemei Cheng, Changhong Wang. The transdermal performance, pharmacokinetics, and anti-inflammatory pharmacodynamics evaluation of harmine-loaded ethosomes.
Drug development and industrial pharmacy.
2020 Jan; 46(1):101-108. doi:
10.1080/03639045.2019.1706549
. [PMID: 31851523] - Zhi Xu, Shi-Jia Zhao, Yi Liu. 1,2,3-Triazole-containing hybrids as potential anticancer agents: Current developments, action mechanisms and structure-activity relationships.
European journal of medicinal chemistry.
2019 Dec; 183(?):111700. doi:
10.1016/j.ejmech.2019.111700
. [PMID: 31546197] - Bo Jiang, Liyuan Meng, Nan Zou, Hanxue Wang, Shuping Li, Lifeng Huang, Xuemei Cheng, Zhengtao Wang, Wansheng Chen, Changhong Wang. Mechanism-based pharmacokinetics-pharmacodynamics studies of harmine and harmaline on neurotransmitters regulatory effects in healthy rats: Challenge on monoamine oxidase and acetylcholinesterase inhibition.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2019 Sep; 62(?):152967. doi:
10.1016/j.phymed.2019.152967
. [PMID: 31154274] - Rita C Z Souza, Flávia S Zandonadi, Donizete P Freitas, Luís F F Tófoli, Alessandra Sussulini. Validation of an analytical method for the determination of the main ayahuasca active compounds and application to real ayahuasca samples from Brazil.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2019 Aug; 1124(?):197-203. doi:
10.1016/j.jchromb.2019.06.014
. [PMID: 31220748] - Yu Ding, Jinrong He, Juan Huang, Tong Yu, Xiaoyan Shi, Tianzhu Zhang, Ge Yan, Shanshan Chen, Caixia Peng. Harmine induces anticancer activity in breast cancer cells via targeting TAZ.
International journal of oncology.
2019 Jun; 54(6):1995-2004. doi:
10.3892/ijo.2019.4777
. [PMID: 31081045] - Danqing Wang, Shuangshuang Zhang, Han Tang, Cuiping Jiang, Bingwei Wang, Jianping Liu. Development of sustained-release pellets to modulate the in vivo processes of the main active components of Danshen: A pharmacokinetic and pharmacodynamic evaluation.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2019 May; 58(?):152793. doi:
10.1016/j.phymed.2018.12.016
. [PMID: 31005724] - Falco Beer, Felix Urbat, Charles M A P Franz, Melanie Huch, Sabine E Kulling, Mirko Bunzel, Diana Bunzel. The Human Fecal Microbiota Metabolizes Foodborne Heterocyclic Aromatic Amines by Reuterin Conjugation and Further Transformations.
Molecular nutrition & food research.
2019 05; 63(10):e1801177. doi:
10.1002/mnfr.201801177
. [PMID: 30815965] - Xiaofeng Niu, Qing Yao, Weifeng Li, Lulu Zang, Wenqi Li, Jinmeng Zhao, Fang Liu, Wenbing Zhi. Harmine mitigates LPS-induced acute kidney injury through inhibition of the TLR4-NF-κB/NLRP3 inflammasome signalling pathway in mice.
European journal of pharmacology.
2019 Apr; 849(?):160-169. doi:
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Nutrients.
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Environmental and molecular mutagenesis.
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Journal of psychoactive drugs.
2019 Jan; 51(1):3-11. doi:
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BMC plant biology.
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Scientific reports.
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Toxicology in vitro : an international journal published in association with BIBRA.
2018 Aug; 50(?):293-304. doi:
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Environmental science and pollution research international.
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International immunopharmacology.
2018 Jul; 60(?):111-120. doi:
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International journal of molecular sciences.
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Environmental toxicology.
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Biochemical and biophysical research communications.
2018 03; 498(1):99-104. doi:
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Biomedical chromatography : BMC.
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Journal of chromatographic science.
2018 Feb; 56(2):139-146. doi:
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Journal of separation science.
2018 Feb; 41(3):740-746. doi:
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BioMed research international.
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Pharmacology.
2018; 102(3-4):154-160. doi:
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Chemistry and physics of lipids.
2018 01; 210(?):122-128. doi:
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Microbial pathogenesis.
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BMC complementary and alternative medicine.
2017 Dec; 17(1):517. doi:
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Journal of pharmaceutical and biomedical analysis.
2017 Oct; 145(?):860-864. doi:
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Bioorganic & medicinal chemistry letters.
2017 10; 27(20):4765-4769. doi:
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Scientific reports.
2017 08; 7(1):8112. doi:
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Biomedical chromatography : BMC.
2017 Aug; 31(8):. doi:
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Biochemical and biophysical research communications.
2017 07; 489(3):332-338. doi:
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Scientific reports.
2017 07; 7(1):5309. doi:
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2017 Jul; 42(13):2564-2570. doi:
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British poultry science.
2017 Jun; 58(3):236-241. doi:
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Biomedical chromatography : BMC.
2017 Jun; 31(6):. doi:
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Drug testing and analysis.
2017 May; 9(5):754-768. doi:
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Drug testing and analysis.
2017 Apr; 9(4):596-602. doi:
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Bioorganic & medicinal chemistry letters.
2017 02; 27(4):973-978. doi:
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Current drug metabolism.
2017; 18(9):853-857. doi:
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Journal of ethnopharmacology.
2016 Nov; 192(?):350-361. doi:
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European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2016 Oct; 93(?):341-50. doi:
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Pharmaceutical biology.
2016 Sep; 54(9):1768-81. doi:
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Fitoterapia.
2016 Sep; 113(?):27-34. doi:
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Lege artis medicinae : uj magyar orvosi hirmondo.
2016 Sep; 26(9-10):413. doi:
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Bioorganic & medicinal chemistry letters.
2016 08; 26(16):4015-9. doi:
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Investigative ophthalmology & visual science.
2016 08; 57(10):4055-62. doi:
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