Harmine (BioDeep_00000000782)

Secondary id: BioDeep_00000324323, BioDeep_00000399223, BioDeep_00000866797

human metabolite PANOMIX_OTCML-2023 Endogenous

代谢物信息卡片

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

化学式: C13H12N2O (212.09495819999998)
中文名称: 去氢骆驼蓬碱, 肉叶芸香碱, 哈尔明碱, 哈尔碱
谱图信息: 最多检出来源 Viridiplantae(plant) 0.27%

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

60 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

数据库引用编号

71 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

分类词条

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)

233 个相关的物种来源信息

2116407 Kali collina: 10.1007/S10600-011-9896-2
2116407 Kali collinum: 10.1007/S10600-011-9896-2
525237 Salsola collina: 10.1007/S10600-011-9896-2
55489 Posidonia oceanica: 10.1016/S0031-9422(97)01118-7
502529 Annona cornifolia: 10.1021/NP040177X
313931 Duhaldea cappa: 10.1007/S10600-010-9595-4
38724 Haplopteris anguste-elongata: 10.1021/NP050060O
663965 Anastatica hierochuntica:
1007890 Visnea mocanera: 10.1021/JF9505335
401898 Artemisia gmelinii: 10.4268/CJCMM20142423
1238152 Artemisia sacrorum: 10.4268/CJCMM20142423
75702 Populus euphratica: 10.1016/0031-9422(91)85032-U
161934 Beta vulgaris: 10.1271/BBB1961.44.205
3617 Fagopyrum esculentum: 10.1021/JF9605557
466243 Bletilla formosana: 10.1248/CPB.53.1111
29760 Vitis vinifera:
35883 Ipomoea nil: 10.1248/CPB.59.1425
58331 Quercus suber:
64040 Actaea racemosa:
342060 Salvia przewalskii: 10.1021/NP0501031
49683 Menispermum dauricum: 10.1016/J.PHYTOCHEM.2003.12.004
295327 Populus simonii: 10.1515/ZNC-1992-0624
48386 Perilla frutescens:
28513 Salvia divinorum:
226208 Salvia miltiorrhiza:
588964 Salvia prionitis: 10.1248/CPB.53.508
1685717 Salvia syriaca: 10.1248/CPB.53.508
342065 Salvia trijuga: 10.1248/CPB.53.508
746522 Pyrrosia petiolosa: 10.1080/1028602031000066843
179690 Joannesia princeps: 10.1016/S0031-9422(96)00777-7
167356 Inonotus obliquus:
81056 Wolfiporia cocos: 10.1016/J.BIOORG.2016.11.012
231903 Garcinia acuminata: 10.1021/NP050084V
180116 Garcinia scortechinii: 10.1021/NP050084V
1172173 Magnolia crassipes: 10.4268/CJCMM20141019
67778 Picea jezoensis: 10.1021/NP070104O
424420 Salvia chinensis: 10.1016/0031-9422(92)80081-O
407120 Cryptotympana: 10.1248/CPB.48.1749
40472 Phellinus igniarius: 10.1021/NP030505D
1659895 Tropicoporus linteus:
1980673 Hymenochaete xerantica: 10.1016/J.BMCL.2006.08.016
78372 Amorphophallus konjac: 10.1271/BBB.66.1386
97234 Dryopteris crassirhizoma: 10.1248/CPB.56.711
429560 Cullen corylifolium: 10.1021/NP500834D
175518 Pluchea indica: 10.3390/MOLECULES23092104
1915 Streptomyces lincolnensis:
60009 Populus ciliata: 10.1016/0031-9422(91)85033-V
147635 Ranunculus sceleratus: 10.1055/S-2005-873169
1008370 Amomum subulatum: 10.3177/JNSV.47.167
271746 Calophyllum macrocarpum: 10.1016/S0031-9422(00)84521-5
1261582 Vertebrata lanosa: 10.1021/NP0305268
40469 Inonotus hispidus: 10.1248/CPB.59.770
29797 Hydnophytum formicarum: 10.3390/MOLECULES13040904
29884 Ganoderma applanatum: 10.1248/BPB.28.1103
4513 Hordeum vulgare: 10.1016/J.PHYMED.2008.09.013
397370 Centipeda minima: 10.1016/J.JEP.2013.03.025
158314 Polyporus umbellatus: 10.1248/CPB.42.530
43879 Peganum harmala:
3039 Euglena gracilis: 10.3389/FBIOE.2021.662655
7461 Apis cerana: 10.1371/JOURNAL.PONE.0175573
159425 Passiflora incarnata:
52153 Festuca rubra: 10.1016/S0021-9673(01)83714-6
4608 Festuca pratensis: 10.1016/S0021-9673(01)83714-6
98750 Festuca ovina: 10.1016/S0021-9673(01)83714-6
1084670 Thalictrum foetidum: 10.1007/BF00579794
2945534 Symplocos theifolia: 10.1021/NP0101189
210366 Symplocos setchuensis: 10.1021/NP0101189
2291169 Symplocos lucida: 10.1021/NP0101189
196577 Passiflora auriculata: 10.1076/PHBI.41.2.100.14244
1341349 Passiflora cuneata: 10.1076/PHBI.41.2.100.14244
196688 Passiflora tripartita var. mollissima: 10.1076/PHBI.41.2.100.14244
338812 Passiflora guatemalensis: 10.1076/PHBI.41.2.100.14244
237879 Passiflora sanguinolenta: 10.1076/PHBI.41.2.100.14244
237875 Passiflora racemosa: 10.1076/PHBI.41.2.100.14244
378231 Passiflora citrina: 10.1076/PHBI.41.2.100.14244
330177 Passiflora lutea: 10.1076/PHBI.41.2.100.14244
231179 Passiflora multiflora: 10.1076/PHBI.41.2.100.14244
231183 Passiflora sexflora: 10.1076/PHBI.41.2.100.14244
231184 Passiflora xiikzodz: 10.1076/PHBI.41.2.100.14244
159427 Passiflora tenuifila: 10.1076/PHBI.41.2.100.14244
159424 Passiflora actinia: 10.1076/PHBI.41.2.100.14244
197923 Passiflora amethystina: 10.1076/PHBI.41.2.100.14244
298520 Passiflora filipes: 10.1076/PHBI.41.2.100.14244
237864 Passiflora manicata: 10.1076/PHBI.41.2.100.14244
159431 Passiflora rubra: 10.1076/PHBI.41.2.100.14244
231178 Passiflora macrophylla: 10.1076/PHBI.41.2.100.14244
231191 Passiflora maliformis: 10.1076/PHBI.41.2.100.14244
197924 Passiflora cincinnata: 10.1076/PHBI.41.2.100.14244
1670795 Passiflora phoenicia: 10.1076/PHBI.41.2.100.14244
159422 Passiflora alata: 10.1076/PHBI.41.2.100.14244
78168 Passiflora edulis:
237862 Passiflora laurifolia: 10.1076/PHBI.41.2.100.14244
378245 Passiflora discophora: 10.1076/PHBI.41.2.100.14244
159421 Passiflora foetida: 10.1076/PHBI.41.2.100.14244
1341364 Passiflora juliana: 10.1076/PHBI.41.2.100.14244
196580 Passiflora lobata: 10.1076/PHBI.41.2.100.14244
1341395 Passiflora tuberosa: 10.1076/PHBI.41.2.100.14244
1822416 Passiflora tucumanensis: 10.1076/PHBI.41.2.100.14244
237874 Passiflora perfoliata: 10.1076/PHBI.41.2.100.14244
1822414 Passiflora subpeltata: 10.1076/PHBI.41.2.100.14244
298528 Passiflora ampullacea: 10.1076/PHBI.41.2.100.14244
1341340 Passiflora boenderi: 10.1076/PHBI.41.2.100.14244
231188 Passiflora serratifolia: 10.1076/PHBI.41.2.100.14244
171929 Anacardium occidentale: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
199225 Pinellia ternata: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
4615 Ananas comosus: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
577683 Banisteriopsis caapi:
127177 Acraea andromacha: 10.1016/S0021-9673(01)91507-9
493990 Grewia bicolor: 10.1016/0378-8741(86)90109-1
1750996 Kopsia griffithii: 10.1016/S0031-9422(98)00492-0
72917 Erigeron canadensis: 10.1016/S0031-9422(02)00385-0
72917 Conyza canadensis: 10.1016/S0031-9422(02)00385-0
673036 Peganum nigellastrum:
140793 Carex brevicollis: 10.3987/R-1976-11-1783
50475 Oxalis tuberosa: 10.1016/S0031-9422(02)00235-2
2116407 Kali collina: 10.1007/S10600-011-9896-2
2116407 Kali collinum: 10.1007/S10600-011-9896-2
525237 Salsola collina: 10.1007/S10600-011-9896-2
55489 Posidonia oceanica: 10.1016/S0031-9422(97)01118-7
502529 Annona cornifolia: 10.1021/NP040177X
313931 Duhaldea cappa: 10.1007/S10600-010-9595-4
38724 Haplopteris anguste-elongata: 10.1021/NP050060O
663965 Anastatica hierochuntica:
1007890 Visnea mocanera: 10.1021/JF9505335
401898 Artemisia gmelinii: 10.4268/CJCMM20142423
1238152 Artemisia sacrorum: 10.4268/CJCMM20142423
75702 Populus euphratica: 10.1016/0031-9422(91)85032-U
161934 Beta vulgaris: 10.1271/BBB1961.44.205
3617 Fagopyrum esculentum: 10.1021/JF9605557
466243 Bletilla formosana: 10.1248/CPB.53.1111
29760 Vitis vinifera:
35883 Ipomoea nil: 10.1248/CPB.59.1425
58331 Quercus suber:
64040 Actaea racemosa:
342060 Salvia przewalskii: 10.1021/NP0501031
49683 Menispermum dauricum: 10.1016/J.PHYTOCHEM.2003.12.004
295327 Populus simonii: 10.1515/ZNC-1992-0624
48386 Perilla frutescens:
28513 Salvia divinorum:
226208 Salvia miltiorrhiza:
588964 Salvia prionitis: 10.1248/CPB.53.508
1685717 Salvia syriaca: 10.1248/CPB.53.508
342065 Salvia trijuga: 10.1248/CPB.53.508
746522 Pyrrosia petiolosa: 10.1080/1028602031000066843
179690 Joannesia princeps: 10.1016/S0031-9422(96)00777-7
167356 Inonotus obliquus:
81056 Wolfiporia cocos: 10.1016/J.BIOORG.2016.11.012
231903 Garcinia acuminata: 10.1021/NP050084V
180116 Garcinia scortechinii: 10.1021/NP050084V
1172173 Magnolia crassipes: 10.4268/CJCMM20141019
67778 Picea jezoensis: 10.1021/NP070104O
424420 Salvia chinensis: 10.1016/0031-9422(92)80081-O
407120 Cryptotympana: 10.1248/CPB.48.1749
40472 Phellinus igniarius: 10.1021/NP030505D
1659895 Tropicoporus linteus:
1980673 Hymenochaete xerantica: 10.1016/J.BMCL.2006.08.016
78372 Amorphophallus konjac: 10.1271/BBB.66.1386
97234 Dryopteris crassirhizoma: 10.1248/CPB.56.711
429560 Cullen corylifolium: 10.1021/NP500834D
175518 Pluchea indica: 10.3390/MOLECULES23092104
1915 Streptomyces lincolnensis:
60009 Populus ciliata: 10.1016/0031-9422(91)85033-V
147635 Ranunculus sceleratus: 10.1055/S-2005-873169
1008370 Amomum subulatum: 10.3177/JNSV.47.167
271746 Calophyllum macrocarpum: 10.1016/S0031-9422(00)84521-5
1261582 Vertebrata lanosa: 10.1021/NP0305268
40469 Inonotus hispidus: 10.1248/CPB.59.770
29797 Hydnophytum formicarum: 10.3390/MOLECULES13040904
29884 Ganoderma applanatum: 10.1248/BPB.28.1103
4513 Hordeum vulgare: 10.1016/J.PHYMED.2008.09.013
397370 Centipeda minima: 10.1016/J.JEP.2013.03.025
158314 Polyporus umbellatus: 10.1248/CPB.42.530
43879 Peganum harmala:
3039 Euglena gracilis: 10.3389/FBIOE.2021.662655
7461 Apis cerana: 10.1371/JOURNAL.PONE.0175573
159425 Passiflora incarnata:
52153 Festuca rubra: 10.1016/S0021-9673(01)83714-6
4608 Festuca pratensis: 10.1016/S0021-9673(01)83714-6
98750 Festuca ovina: 10.1016/S0021-9673(01)83714-6
1084670 Thalictrum foetidum: 10.1007/BF00579794
2945534 Symplocos theifolia: 10.1021/NP0101189
210366 Symplocos setchuensis: 10.1021/NP0101189
2291169 Symplocos lucida: 10.1021/NP0101189
196577 Passiflora auriculata: 10.1076/PHBI.41.2.100.14244
1341349 Passiflora cuneata: 10.1076/PHBI.41.2.100.14244
196688 Passiflora tripartita var. mollissima: 10.1076/PHBI.41.2.100.14244
338812 Passiflora guatemalensis: 10.1076/PHBI.41.2.100.14244
237879 Passiflora sanguinolenta: 10.1076/PHBI.41.2.100.14244
237875 Passiflora racemosa: 10.1076/PHBI.41.2.100.14244
378231 Passiflora citrina: 10.1076/PHBI.41.2.100.14244
330177 Passiflora lutea: 10.1076/PHBI.41.2.100.14244
231179 Passiflora multiflora: 10.1076/PHBI.41.2.100.14244
231183 Passiflora sexflora: 10.1076/PHBI.41.2.100.14244
231184 Passiflora xiikzodz: 10.1076/PHBI.41.2.100.14244
159427 Passiflora tenuifila: 10.1076/PHBI.41.2.100.14244
159424 Passiflora actinia: 10.1076/PHBI.41.2.100.14244
197923 Passiflora amethystina: 10.1076/PHBI.41.2.100.14244
298520 Passiflora filipes: 10.1076/PHBI.41.2.100.14244
237864 Passiflora manicata: 10.1076/PHBI.41.2.100.14244
159431 Passiflora rubra: 10.1076/PHBI.41.2.100.14244
231178 Passiflora macrophylla: 10.1076/PHBI.41.2.100.14244
231191 Passiflora maliformis: 10.1076/PHBI.41.2.100.14244
197924 Passiflora cincinnata: 10.1076/PHBI.41.2.100.14244
1670795 Passiflora phoenicia: 10.1076/PHBI.41.2.100.14244
159422 Passiflora alata: 10.1076/PHBI.41.2.100.14244
78168 Passiflora edulis:
237862 Passiflora laurifolia: 10.1076/PHBI.41.2.100.14244
378245 Passiflora discophora: 10.1076/PHBI.41.2.100.14244
159421 Passiflora foetida: 10.1076/PHBI.41.2.100.14244
1341364 Passiflora juliana: 10.1076/PHBI.41.2.100.14244
196580 Passiflora lobata: 10.1076/PHBI.41.2.100.14244
1341395 Passiflora tuberosa: 10.1076/PHBI.41.2.100.14244
1822416 Passiflora tucumanensis: 10.1076/PHBI.41.2.100.14244
237874 Passiflora perfoliata: 10.1076/PHBI.41.2.100.14244
1822414 Passiflora subpeltata: 10.1076/PHBI.41.2.100.14244
298528 Passiflora ampullacea: 10.1076/PHBI.41.2.100.14244
1341340 Passiflora boenderi: 10.1076/PHBI.41.2.100.14244
231188 Passiflora serratifolia: 10.1076/PHBI.41.2.100.14244
171929 Anacardium occidentale: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
199225 Pinellia ternata: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
4615 Ananas comosus: 10.1002/(SICI)1099-1565(199909/10)10:5<247::AID-PCA465>3.0.CO;2-9
577683 Banisteriopsis caapi:
127177 Acraea andromacha: 10.1016/S0021-9673(01)91507-9
493990 Grewia bicolor: 10.1016/0378-8741(86)90109-1
1750996 Kopsia griffithii: 10.1016/S0031-9422(98)00492-0
72917 Erigeron canadensis: 10.1016/S0031-9422(02)00385-0
72917 Conyza canadensis: 10.1016/S0031-9422(02)00385-0
673036 Peganum nigellastrum:
140793 Carex brevicollis: 10.3987/R-1976-11-1783
50475 Oxalis tuberosa: 10.1016/S0031-9422(02)00235-2
9606 Homo sapiens: -
43879 Peganum harmala: -
33090 Plants: -

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: 10.1016/j.ejphar.2019.01.062. [PMID: 30716318]
Paulina Piechowska, Renata Zawirska-Wojtasiak, Sylwia Mildner-Szkudlarz. Bioactive β-Carbolines in Food: A Review. Nutrients. 2019 Apr; 11(4):. doi: 10.3390/nu11040814. [PMID: 30978920]
Yunpeng Zhang, Shuping Li, Youxu Wang, Gang Deng, Ning Cao, Chao Wu, Wenzheng Ding, Yuwen Wang, Xuemei Cheng, Changhong Wang. Potential Pharmacokinetic Drug⁻Drug Interaction Between Harmine, a Cholinesterase Inhibitor, and Memantine, a Non-Competitive N-Methyl-d-Aspartate Receptor Antagonist. Molecules (Basel, Switzerland). 2019 Apr; 24(7):. doi: 10.3390/molecules24071430. [PMID: 30978991]
Fábio Kummrow, Bianca S Maselli, Rafael Lanaro, José Luis Costa, Gisela A Umbuzeiro, Alessandra Linardi. Mutagenicity of Ayahuasca and Their Constituents to the Salmonella/Microsome Assay. Environmental and molecular mutagenesis. 2019 04; 60(3):269-276. doi: 10.1002/em.22263. [PMID: 30488498]
Sueli Moreira Mello, Paula Christiane Soubhia, Gabriela Silveira, Nelson Francisco Corrêa-Neto, Rafael Lanaro, José Luiz Costa, Alessandra Linardi. Effect of Ritualistic Consumption of Ayahuasca on Hepatic Function in Chronic Users. Journal of psychoactive drugs. 2019 Jan; 51(1):3-11. doi: 10.1080/02791072.2018.1557355. [PMID: 30582439]
Aparna Singh, Marie-Ange Massicotte, Ariane Garand, Laurence Tousignant, Vincent Ouellette, Gervais Bérubé, Isabel Desgagné-Penix. Cloning and characterization of norbelladine synthase catalyzing the first committed reaction in Amaryllidaceae alkaloid biosynthesis. BMC plant biology. 2018 Dec; 18(1):338. doi: 10.1186/s12870-018-1570-4. [PMID: 30526483]
Vikalp Vishwakarma, Jacob New, Dhruv Kumar, Vusala Snyder, Levi Arnold, Emily Nissen, Qingting Hu, Nikki Cheng, David Miller, Ahia Rael Thomas, Yelizaveta Shnayder, Kiran Kakarala, Terance Ted Tsue, Douglas A Girod, Sufi Mary Thomas. Potent Antitumor Effects of a Combination of Three Nutraceutical Compounds. Scientific reports. 2018 08; 8(1):12163. doi: 10.1038/s41598-018-29683-1. [PMID: 30111862]
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