(R)-Salsolinol (BioDeep_00000017835)
Main id: BioDeep_00000397984
Secondary id: BioDeep_00001874806
human metabolite Endogenous blood metabolite BioNovoGene_Lab2019
代谢物信息卡片
1-Methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline
化学式: C10H13NO2 (179.09462380000002)
中文名称: 1,2,3,4-四氢-1-甲基-6,7-异喹啉二醇
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 83.33%
分子结构信息
SMILES: CC1C2=CC(=C(C=C2CCN1)O)O
InChI: InChI=1S/C10H13NO2/c1-6-8-5-10(13)9(12)4-7(8)2-3-11-6/h4-6,11-13H,2-3H2,1H3
描述信息
Salsolinol is an endogenous catechol isoquinoline detected in humans. Salsolinol was detected in urine of parkinsonian patients administered with L-DOPA. This finding stimulated the studies on Salsolinol derivatives in the brain, and gave new aspects of the endogenous alkaloids, which had been considered to occur only in plants. In normal non-alcoholic subjects and alcoholics, Salsolinol and O-methylated Salsolinol were found in urine, cerebrospinal fluid and brains. Salsolinol has an asymmetric center at first position and exists as (R)- and (S)enantiomer. The (R)enantiomer of Salsolinol is predominant in urine from healthy volunteers. Only the (R)enantiomers of Salsolinol and N-methylated Salsolinol occur in the human brain, cerebrospinal fluid (CSF) and intraventricular fluid (IVF), and the (S)enantiomers were not detected. (R)salsolinol synthase catalyzes the enantio-selective synthesis of (R)Salsolinol and 1-carboxyl(R)Salsolinol from dopamine with acetaldehyde or pyruvic acid. The N-methylation of (R)salsolinol into N-methylsalsolinol (NMSal) is catalyzed by two N-methyltransferases with different optimum pH, at pH 7.0 and 8.4. NM(R)Salsolinol is enzymatically oxidized into 1,2-dimethyl-6,7-dihydroxyisoquinolinium ion (DMDHIQ+) by an oxidase sensitive to semicarbaside and also non-enzymatically by autoxidation. NM(R)Salsolinol and its precursor, dopamine, were found to occur selectively in the nigro-striatum, whereas (R)Salsolinol distributes uniformly among the brain regions. (PMID 14697894).
Alkaloid from Annona reticulata (custard apple), Musa paradisiaca (banana) and Theobroma cacao (cocoa). xi-Salsolinol is found in cocoa and cocoa products and fruits.
同义名列表
13 个代谢物同义名
1-Methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline; 1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol; 1-Methyl-6,7-dihydroxytetrahydroisoquinoline; (R)-1-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE; Salsolinol, (+-)-isomer; Salsolinol hydrobromide; Salsolinol, (S)-isomer; (+)-(R)-Salsolinol; (R)-(+)-Salsolinol; (+)-Salsolinol; (R)-Salsolinol; xi-Salsolinol; Salsolinol
数据库引用编号
22 个数据库交叉引用编号
- ChEBI: CHEBI:194221
- ChEBI: CHEBI:88801
- ChEBI: CHEBI:113
- KEGG: C09642
- PubChem: 91588
- PubChem: 54456
- HMDB: HMDB0005199
- ChEMBL: CHEMBL1195032
- ChEMBL: CHEMBL416732
- foodb: FDB018047
- chemspider: 49181
- CAS: 525-72-4
- PMhub: MS000000496
- PubChem: 11832
- KNApSAcK: C00001915
- CAS: 27740-96-1
- 3DMET: B03155
- NIKKAJI: J21.391H
- CAS: 53622-83-6
- KEGG: C22907
- RefMet: (R)-Salsolinol
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-506
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
3 个相关的物种来源信息
- 158533 - Aristolochia arcuata: 10.1016/S0031-9422(02)00655-6
- 9606 - Homo sapiens: -
- 46147 - Portulaca oleracea: 10.1021/ACS.JNATPROD.7B00762
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
- Bruk Getachew, Antonei B Csoka, Robert L Copeland, Kebreten F Manaye, Yousef Tizabi. Dihydromyricetin Protects Against Salsolinol-Induced Toxicity in Dopaminergic Cell Line: Implication for Parkinson's Disease.
Neurotoxicity research.
2022 Dec; ?(?):. doi:
10.1007/s12640-022-00631-2. [PMID: 36585544] - Qianqian Xiong, Xiaotong Zheng, Jianan Wang, Zixuan Chen, Yulin Deng, Rugang Zhong, Juan Wang, Xuechai Chen. Sal synthase induced cytotoxicity of PC12 cells through production of the dopamine metabolites salsolinol and N-methyl-salsolinol.
Journal of integrative neuroscience.
2022 Mar; 21(2):71. doi:
10.31083/j.jin2102071. [PMID: 35364659] - Gabriel Gonzalez, Jiří Grúz, Cosimo Walter D'Acunto, Petr Kaňovský, Miroslav Strnad. Cytokinin Plant Hormones Have Neuroprotective Activity in In Vitro Models of Parkinson's Disease.
Molecules (Basel, Switzerland).
2021 Jan; 26(2):. doi:
10.3390/molecules26020361. [PMID: 33445611] - Yuxia Yang, Ping Hu, Xianjian Zhou, Ping Wu, Xinxin Si, Bo Lu, Yanxi Zhu, Yanli Xia. Transcriptome analysis of Aconitum carmichaelii and exploration of the salsolinol biosynthetic pathway.
Fitoterapia.
2020 Jan; 140(?):104412. doi:
10.1016/j.fitote.2019.104412. [PMID: 31698060] - Er-Lan Yang, Bin Sun, Zi-Yi Huang, Jian-Guang Lin, Bo Jiao, Lan Xiang. Synthesis, Purification, and Selective β2-AR Agonist and Bronchodilatory Effects of Catecholic Tetrahydroisoquinolines from Portulaca oleracea.
Journal of natural products.
2019 11; 82(11):2986-2993. doi:
10.1021/acs.jnatprod.9b00418. [PMID: 31625751] - Tomasz Misztal, Małgorzata Hasiec, Michał Szlis, Dorota Tomaszewska-Zaremba, Elżbieta Marciniak. Stimulatory effect of dopamine derivative, salsolinol, on pulsatile luteinizing hormone secretion in seasonally anestrous sheep: Focus on dopamine, kisspeptin and gonadotropin-releasing hormone.
Animal reproduction science.
2019 Sep; 208(?):106102. doi:
10.1016/j.anireprosci.2019.06.014. [PMID: 31405485] - Tian-Yun Jin, Shao-Qiang Li, Cui-Rong Jin, Hao Shan, Rui-Min Wang, Ming-Xing Zhou, Ai-Ling Li, Ling-Yu Li, Shui-Yao Hu, Tao Shen, Lan Xiang. Catecholic Isoquinolines from Portulaca oleracea and Their Anti-inflammatory and β2-Adrenergic Receptor Agonist Activity.
Journal of natural products.
2018 04; 81(4):768-777. doi:
10.1021/acs.jnatprod.7b00762. [PMID: 29517238] - Magdalena Kurnik-Łucka, Pertti Panula, Andrzej Bugajski, Krzysztof Gil. Salsolinol: an Unintelligible and Double-Faced Molecule-Lessons Learned from In Vivo and In Vitro Experiments.
Neurotoxicity research.
2018 02; 33(2):485-514. doi:
10.1007/s12640-017-9818-6. [PMID: 29063289] - K Górski, T Misztal, E Marciniak, M K Zielińska-Górska, F Fülöp, K Romanowicz. Involvement of salsolinol in the suckling-induced oxytocin surge in sheep.
Domestic animal endocrinology.
2017 04; 59(?):75-80. doi:
10.1016/j.domaniend.2016.11.001. [PMID: 28013044] - E Marciniak, M Hasiec, F Fülöp, T Misztal. Salsolinol-a potential inhibitor of the gonadotropic axis in sheep during lactation.
Domestic animal endocrinology.
2017 01; 58(?):97-103. doi:
10.1016/j.domaniend.2016.09.003. [PMID: 27792889] - Magdalena Kurnik-Lucka, Krzysztof Gil, Andrzej Bugajski, Agata Furgała, Piotr Thor. Nutritional parameters and carbohydrate and fat metabolism after prolonged salsolinol administration in rats fed normal or high-fat diets.
Neuro endocrinology letters.
2016 Dec; 37(7):501-510. doi:
. [PMID: 28326744] - Yuki Inaba, Yuki Kato, Azumi Itou, Aoi Chiba, Ken Sawai, Ferenc Fülöp, György Miklos Nagy, Tsutomu Hashizume. Effects of extracerebral dopamine on salsolinol- or thyrotropin-releasing hormone-induced prolactin (PRL) secretion in goats.
Animal science journal = Nihon chikusan Gakkaiho.
2016 Dec; 87(12):1522-1527. doi:
10.1111/asj.12586. [PMID: 26997651] - Elżbieta Marciniak, Konrad Górski, Małgorzata Hasiec, Tomasz Misztal. Hypothalamic-pituitary GnRH/LH axis activity is affected by salsolinol in sheep during lactation: Effects of intracerebroventricular infusions of salsolinol and its antagonizing analogue.
Theriogenology.
2016 Nov; 86(8):1931-8. doi:
10.1016/j.theriogenology.2016.06.005. [PMID: 27393219] - K Górski, E Marciniak, M Zielińska-Górska, T Misztal. Salsolinol Up-Regulates Oxytocin Expression and Release During Lactation in Sheep.
Journal of neuroendocrinology.
2016 Mar; 28(3):12362. doi:
10.1111/jne.12362. [PMID: 26749292] - M Hasiec, A P Herman, T Misztal. Salsolinol: a potential modulator of the activity of the hypothalamic-pituitary-adrenal axis in nursing and postweaning sheep.
Domestic animal endocrinology.
2015 Oct; 53(?):26-34. doi:
10.1016/j.domaniend.2015.04.004. [PMID: 26057577] - M Hasiec, D Tomaszewska-Zaremba, T Misztal. Suckling and salsolinol attenuate responsiveness of the hypothalamic-pituitary-adrenal axis to stress: focus on catecholamines, corticotrophin-releasing hormone, adrenocorticotrophic hormone, cortisol and prolactin secretion in lactating sheep.
Journal of neuroendocrinology.
2014 Dec; 26(12):844-52. doi:
10.1111/jne.12222. [PMID: 25205344] - Bingjie Xie, Fankai Lin, Lei Peng, Kaleem Ullah, Hanyan Wu, Hong Qing, Yulin Deng. Methylglyoxal increases dopamine level and leads to oxidative stress in SH-SY5Y cells.
Acta biochimica et biophysica Sinica.
2014 Nov; 46(11):950-6. doi:
10.1093/abbs/gmu094. [PMID: 25274329] - Jin Jin, Sayaka Hara, Ken Sawai, Ferenc Fülöp, György Miklos Nagy, Tsutomu Hashizume. Effects of hypothalamic dopamine (DA) on salsolinol (SAL)-induced prolactin (PRL) secretion in male goats.
Animal science journal = Nihon chikusan Gakkaiho.
2014 Apr; 85(4):461-7. doi:
10.1111/asj.12157. [PMID: 24329779] - Zakiya Qualls, Dwayne Brown, Carlana Ramlochansingh, Laura L Hurley, Yousef Tizabi. Protective effects of curcumin against rotenone and salsolinol-induced toxicity: implications for Parkinson's disease.
Neurotoxicity research.
2014 Jan; 25(1):81-9. doi:
10.1007/s12640-013-9433-0. [PMID: 24122264] - Gabrielle D Briggs, Gyorgy M Nagy, Phillip W Dickson. Mechanism of action of salsolinol on tyrosine hydroxylase.
Neurochemistry international.
2013 Dec; 63(8):726-31. doi:
10.1016/j.neuint.2013.09.016. [PMID: 24083987] - Mariko Murata, Kaoru Midorikawa, Shosuke Kawanishi. Oxidative DNA damage and mammary cell proliferation by alcohol-derived salsolinol.
Chemical research in toxicology.
2013 Oct; 26(10):1455-63. doi:
10.1021/tx400182n. [PMID: 24020587] - Tsutomu Hashizume, Tomoyoshi Yaegashi, Jin Jin, Ken Sawai, Ferenc Fülöp, György Miklos Nagy. Effects of melatonin on salsolinol-induced prolactin secretion in goats.
Animal science journal = Nihon chikusan Gakkaiho.
2013 Apr; 84(4):334-40. doi:
10.1111/asj.12002. [PMID: 23590508] - Siwaporn Praman, Michael J Mulvany, David E Williams, Raymond J Andersen, Chaweewan Jansakul. Hypotensive and cardio-chronotropic constituents of Tinospora crispa and mechanisms of action on the cardiovascular system in anesthetized rats.
Journal of ethnopharmacology.
2012 Mar; 140(1):166-78. doi:
10.1016/j.jep.2012.01.006. [PMID: 22265931] - Magdalena Kurnik, Krzysztof Gil, Andrzej Bugajski, Beata Bujak-Gizycka, Jozef Madej, Piotr Thor. The influence of salsolinol on basic rat metabolism.
Folia medica Cracoviensia.
2012; 52(3-4):5-20. doi:
". [PMID: 24852683] - Tomasz Misztal, Malgorzata Hasiec, Dorota Tomaszewska-Zaremba, Elzbieta Dobek, Ferenc Fulop, Katarzyna Romanowicz. The influence of salsolinol on dopaminergic system activity within the mediobasal hypothalamus of anestrous sheep: a model for studies on the salsolinol-dopamine relationship.
Acta neurobiologiae experimentalis.
2011; 71(3):305-12. doi:
. [PMID: 22068739] - T Misztal, D Tomaszewska-Zaremba, K Górski, K Romanowicz. Opioid-salsolinol relationship in the control of prolactin release during lactation.
Neuroscience.
2010 Nov; 170(4):1165-71. doi:
10.1016/j.neuroscience.2010.08.011. [PMID: 20708656] - K Górski, K Romanowicz, A Herman, E Molik, A Gajewska, D Tomaszewska-Zaremba, T Misztal. The possible involvement of salsolinol and hypothalamic prolactin in the central regulatory processes in ewes during lactation.
Reproduction in domestic animals = Zuchthygiene.
2010 Oct; 45(5):e54-60. doi:
10.1111/j.1439-0531.2009.01521.x. [PMID: 19747187] - Jeongrim Lee, Vijay A Ramchandani, Kei Hamazaki, Eric A Engleman, William J McBride, Ting-Kai Li, Hee-Yong Kim. A critical evaluation of influence of ethanol and diet on salsolinol enantiomers in humans and rats.
Alcoholism, clinical and experimental research.
2010 Feb; 34(2):242-50. doi:
10.1111/j.1530-0277.2009.01087.x. [PMID: 19951298] - Konrad Górski, Katarzyna Romanowicz, Edyta Molik, Ferenc Fulop, Tomasz Misztal. Effects of salsolinol and its antagonistic analogue, 1-MeDIQ, on growth hormone release in nursing sheep.
Acta neurobiologiae experimentalis.
2010; 70(1):20-7. doi:
. [PMID: 20407483] - T Hashizume, Y Onodera, R Shida, E Isobe, S Suzuki, K Sawai, E Kasuya, G M Nagy. Characteristics of prolactin-releasing response to salsolinol (SAL) and thyrotropin-releasing hormone (TRH) in ruminants.
Domestic animal endocrinology.
2009 Feb; 36(2):99-104. doi:
10.1016/j.domaniend.2008.11.001. [PMID: 19070987] - Tomasz Misztal, Konrad Górski, Dorota Tomaszewska-Zaremba, Edyta Molik, Katarzyna Romanowicz. Identification of salsolinol in the mediobasal hypothalamus of lactating ewes and its relation to suckling-induced prolactin and GH release.
The Journal of endocrinology.
2008 Jul; 198(1):83-9. doi:
10.1677/joe-07-0640. [PMID: 18434346] - Pi Cheng, Ning Huang, Zhi-Yong Jiang, Quan Zhang, Yong-Tang Zheng, Ji-Jun Chen, Xue-Mei Zhang, Yun-Bao Ma. 1-Aryl-tetrahydroisoquinoline analogs as active anti-HIV agents in vitro.
Bioorganic & medicinal chemistry letters.
2008 Apr; 18(7):2475-8. doi:
10.1016/j.bmcl.2008.02.040. [PMID: 18316190] - T Hashizume, R Shida, S Suzuki, S Nonaka, C Yonezawa, T Yamashita, E Kasuya, M Sutoh, M Oláh, D Székács, G M Nagy. Salsolinol is present in the bovine posterior pituitary gland and stimulates the release of prolactin both in vivo and in vitro in ruminants.
Domestic animal endocrinology.
2008 Feb; 34(2):146-52. doi:
10.1016/j.domaniend.2006.12.003. [PMID: 17267162] - Jeongrim Lee, Bill X Huang, Zhixin Yuan, Hee-Yong Kim. Simultaneous determination of salsolinol enantiomers and dopamine in human plasma and cerebrospinal fluid by chemical derivatization coupled to chiral liquid chromatography/electrospray ionization-tandem mass spectrometry.
Analytical chemistry.
2007 Dec; 79(23):9166-73. doi:
10.1021/ac0715827. [PMID: 17973500] - D Székács, I Bodnár, B Mravec, R Kvetnansky, E S Vizi, G M Nagy, M I K Fekete. The peripheral noradrenergic terminal as possible site of action of salsolinol as prolactoliberin.
Neurochemistry international.
2007 Jan; 50(2):427-34. doi:
10.1016/j.neuint.2006.10.001. [PMID: 17141375] - Sunitha Bollimuntha, Manuchair Ebadi, Brij B Singh. TRPC1 protects human SH-SY5Y cells against salsolinol-induced cytotoxicity by inhibiting apoptosis.
Brain research.
2006 Jul; 1099(1):141-9. doi:
10.1016/j.brainres.2006.04.104. [PMID: 16765919] - Balázs Radnai, Zoltán Kandár, Anikó Somogyvári-Vigh, Zsuzsanna Mergl, Márk Oláh, Ferenc Fülöp, Miklós Vecsernyés, György M Nagy. Salsolinol induces a decrease in cyclic AMP at the median eminence and an increase at the adenohypophysis in lactating rats.
Brain research bulletin.
2005 Mar; 65(2):105-10. doi:
10.1016/j.brainresbull.2004.11.007. [PMID: 15763175] - Boris Mravec, Ibolya Bodnar, Marton I K Fekete, Gyorgy M Nagy, Richard Kvetnansky. Salsolinol, an antagonist of prolactoliberine, induces an increase in plasma catecholamine levels in the rat.
Autonomic neuroscience : basic & clinical.
2004 Sep; 115(1-2):35-40. doi:
10.1016/j.autneu.2004.08.001. [PMID: 15507404] - Ibolya Bodnar, Boris Mravec, Lucia Kubovcakova, Marton I K Fekete, Gyorgy M Nagy, Richard Kvetnansky. Immobilization stress-induced increase in plasma catecholamine levels is inhibited by a prolactoliberin (salsolinol) administration.
Annals of the New York Academy of Sciences.
2004 Jun; 1018(?):124-30. doi:
10.1196/annals.1296.014. [PMID: 15240360] - J Scholz, I Klingemann, A Moser. Increased systemic levels of norsalsolinol derivatives are induced by levodopa treatment and do not represent biological markers of Parkinson's disease.
Journal of neurology, neurosurgery, and psychiatry.
2004 Apr; 75(4):634-6. doi:
10.1136/jnnp.2003.010769. [PMID: 15026514] - G P Blasov, G A Pankova, I N Nikonova, N G Antonov. ["Starburst" conjugates of proteins with carbocene polymers, carrying low molecular weight biologically-active compounds, and their immunogenicity].
Bioorganicheskaia khimiia.
2003 Jan; 29(1):38-48. doi:
. [PMID: 12658991] - H Haber, H Jahn, H Ehrenreich, M F Melzig. Assay of salsolinol in peripheral blood mononuclear cells of alcoholics and healthy subjects by gas chromatography-mass spectrometry.
Addiction biology.
2002 Oct; 7(4):403-7. doi:
10.1080/1355621021000005991. [PMID: 14578016] - B E Tóth, K Homicskó, B Radnai, W Maruyama, J E DeMaria, M Vecsernyés, M I Fekete, F Fülöp, M Naoi, M E Freeman, G M Nagy. Salsolinol is a putative endogenous neuro-intermediate lobe prolactin-releasing factor.
Journal of neuroendocrinology.
2001 Dec; 13(12):1042-50. doi:
10.1046/j.1365-2826.2001.00725.x. [PMID: 11722700] - H Tsuchiya. Biphasic effects of acetaldehyde-biogenic amine condensation products on membrane fluidity.
The Journal of pharmacy and pharmacology.
2001 Jan; 53(1):121-7. doi:
10.1211/0022357011775109. [PMID: 11206186] - H Haber, N Stender, A Mangholz, H Ehrenreich, M F Melzig. Quantitative determination of endogenous tetrahydroisoquinoline salsolinol in peripheral blood mononuclear cells by gas chromatography-mass spectrometry.
Journal of chromatography. B, Biomedical sciences and applications.
1999 Dec; 735(2):299-303. doi:
10.1016/s0378-4347(99)00431-4. [PMID: 10670745] - T Müller, S Sällström Baum, P Häussermann, D Woitalla, H Rommelspacher, H Przuntek, W Kuhn. Plasma levels of R- and S-salsolinol are not increased in 'de-novo' Parkinsonian patients.
Journal of neural transmission (Vienna, Austria : 1996).
1998; 105(2-3):239-46. doi:
10.1007/s007020050052. [PMID: 9660101] - F Musshoff, T Daldrup, W Bonte, A Leitner, O M Lesch. Salsolinol and norsalsolinol in human urine samples.
Pharmacology, biochemistry, and behavior.
1997 Oct; 58(2):545-50. doi:
10.1016/s0091-3057(97)00251-7. [PMID: 9300617] - H Haber, A Winkler, I Putscher, P Henklein, I Baeger, M Georgi, M F Melzig. Plasma and urine salsolinol in humans: effect of acute ethanol intake on the enantiomeric composition of salsolinol.
Alcoholism, clinical and experimental research.
1996 Feb; 20(1):87-92. doi:
10.1111/j.1530-0277.1996.tb01049.x. [PMID: 8651468] - A Moser, F Siebecker, P Vieregge, P Jaskowski, D Kömpf. Salsolinol, catecholamine metabolites, and visual hallucinations in L-dopa treated patients with Parkinson's disease.
Journal of neural transmission (Vienna, Austria : 1996).
1996; 103(4):421-32. doi:
10.1007/bf01276418. [PMID: 9617786] - H Haber, P Henklein, M Georgi, M F Melzig. Resolution of catecholic tetrahydroisoquinoline enantiomers and the determination of R- and S-salsolinol in biological samples by gas chromatography-mass spectrometry.
Journal of chromatography. B, Biomedical applications.
1995 Oct; 672(2):179-87. doi:
10.1016/0378-4347(95)00213-3. [PMID: 8581123] - H Haber, I Putscher, M Georgi, M F Melzig. Influence of ethanol on the salsolinol excretion in healthy subjects.
Alcohol (Fayetteville, N.Y.).
1995 Jul; 12(4):299-303. doi:
10.1016/0741-8329(95)00001-8. [PMID: 7546324] - H Rommelspacher, S Sllström Baum, P Dufeu, L G Schmidt. Determination of (R)- and (S)-salsolinol sulfate and dopamine sulfate levels in plasma of nonalcoholics and alcoholics.
Alcohol (Fayetteville, N.Y.).
1995 Jul; 12(4):309-15. doi:
10.1016/0741-8329(95)00004-b. [PMID: 7546326] - H Haber, H M Haber, M F Melzig. A new rapid method for the analysis of catecholic tetrahydroisoquinolines from biological samples by gas chromatography/mass spectrometry.
Analytical biochemistry.
1995 Jan; 224(1):256-62. doi:
10.1006/abio.1995.1038. [PMID: 7710080] - S S Baum, H Rommelspacher. Determination of total dopamine, R- and S-salsolinol in human plasma by cyclodextrin bonded-phase liquid chromatography with electrochemical detection.
Journal of chromatography. B, Biomedical applications.
1994 Oct; 660(2):235-41. doi:
10.1016/0378-4347(94)00300-9. [PMID: 7866512] - B A Faraj, D C Davis, V M Camp, A J Mooney, T Holloway. The effect of cocaine abuse on plasma levels of sulfated dopamine and salsolinol in alcoholics.
Alcohol (Fayetteville, N.Y.).
1994 Jul; 11(4):337-42. doi:
10.1016/0741-8329(94)90101-5. [PMID: 7945989] - R Andrew, S A Best, D G Watson, J M Midgley, J L Reid, I B Squire. Analysis of biogenic amines in plasma of hypertensive patients and a control group.
Neurochemical research.
1993 Nov; 18(11):1179-82. doi:
10.1007/bf00978371. [PMID: 8255371] - P R Bieck, K H Antonin, G Farger, E B Nilsson, E K Schmidt, P Dostert, M Strolin Benedetti, P C Waldmeier. Clinical pharmacology of the new COMT inhibitor CGP 28,014.
Neurochemical research.
1993 Nov; 18(11):1163-7. doi:
10.1007/bf00978368. [PMID: 8255368] - P Dostert, M Strolin Benedetti, F Della Vedova, C Allievi, R La Croix, G Dordain, D Vernay, F Durif. Dopamine-derived tetrahydroisoquinolines and Parkinson's disease.
Advances in neurology.
1993; 60(?):218-23. doi:
NULL. [PMID: 8420138] - U Feest, A Kemper, B Nickel, H Rabe, F Koalick. Comparison of salsolinol excretion in alcoholics and nonalcoholic controls.
Alcohol (Fayetteville, N.Y.).
1992 Jan; 9(1):49-52. doi:
10.1016/0741-8329(92)90009-y. [PMID: 1733425] - C Allievi, P Dostert, M Strolin Benedetti. Determination of free salsolinol concentrations in human urine using gas chromatography-mass spectrometry.
Journal of chromatography.
1991 Aug; 568(2):271-9. doi:
10.1016/0378-4347(91)80164-8. [PMID: 1783632] - C Dufay, J C Lecron, F Daudon, J Gombert. Rapid and simple procedure for the determination of salsolinol in urine using high-performance liquid chromatography with electrochemical detection.
Journal of chromatography.
1991 Jan; 563(1):224-7. doi:
10.1016/0378-4347(91)80300-2. [PMID: 2061393] - P Dostert, M Strolin Benedetti, G Dordain, D Vernay. Urinary elimination of salsolinol enantiomers in alcoholics.
Journal of neural transmission. General section.
1991; 85(1):51-9. doi:
10.1007/bf01244657. [PMID: 1867838] - N Nic a' Bháird, J M McCrodden, A M Wheatley, M C Harrington, J P Sullivan, K F Tipton. Determination of amines, amine metabolites and some amine metabolizing enzymes by high performance liquid chromatography.
Biomedical chromatography : BMC.
1990 Nov; 4(6):229-33. doi:
10.1002/bmc.1130040604. [PMID: 2289045] - P Dostert, M S Benedetti, V Bellotti, C Allievi, G Dordain. Biosynthesis of salsolinol, a tetrahydroisoquinoline alkaloid, in healthy subjects.
Journal of neural transmission. General section.
1990; 81(3):215-23. doi:
10.1007/bf01245043. [PMID: 2397085] - E Pianezzola, V Bellotti, E Fontana, E Moro, J Gal, D M Desai. Determination of the enantiomeric composition of salsolinol in biological samples by high-performance liquid chromatography with electrochemical detection.
Journal of chromatography.
1989 Oct; 495(?):205-14. doi:
10.1016/s0378-4347(00)82622-5. [PMID: 2613804] - B A Faraj, V M Camp, D C Davis, J D Lenton, M Kutner. Elevation of plasma salsolinol sulfate in chronic alcoholics as compared to nonalcoholics.
Alcoholism, clinical and experimental research.
1989 Apr; 13(2):155-63. doi:
10.1111/j.1530-0277.1989.tb00303.x. [PMID: 2658649] - M Strolin Benedetti, V Bellotti, E Pianezzola, E Moro, P Carminati, P Dostert. Ratio of the R and S enantiomers of salsolinol in food and human urine.
Journal of neural transmission.
1989; 77(1):47-53. doi:
10.1007/bf01255818. [PMID: 2746200] - M Strolin Benedetti, P Dostert, P Carminati. Influence of food intake on the enantiomeric composition of urinary salsolinol in man.
Journal of neural transmission. General section.
1989; 78(1):43-51. doi:
10.1007/bf01247112. [PMID: 2754429] - P Dostert, M Strolin Benedetti, G Dordain, D Vernay. Enantiomeric composition of urinary salsolinol in parkinsonian patients after Madopar.
Journal of neural transmission. Parkinson's disease and dementia section.
1989; 1(4):269-78. doi:
10.1007/bf02263481. [PMID: 2597313] - T Seki, Y Yanagihara, K Noguchi. Determination of salsolinol by ion-exchange chromatography with glycylglycine as the post-derivatizing agent.
Journal of chromatography.
1988 Dec; 459(?):245-9. doi:
10.1016/s0021-9673(01)82033-1. [PMID: 3243899] - M Hirst, D R Evans, C W Gowdey. Salsolinol in urine following chocolate consumption by social drinkers.
Alcohol and drug research.
1987; 7(5-6):493-501. doi:
NULL. [PMID: 3620015] - J Adachi, Y Mizoi, T Fukunaga, Y Ueno, H Imamichi, I Ninomiya, T Naito. Individual difference in urinary excretion of salsolinol in alcoholic patients.
Alcohol (Fayetteville, N.Y.).
1986 Nov; 3(6):371-5. doi:
10.1016/0741-8329(86)90056-x. [PMID: 3814348] - J Adachi, Y Mizoi, T Fukunaga, M Kogame, I Ninomiya, T Naito. Effect of acetaldehyde on urinary salsolinol in healthy man after ethanol intake.
Alcohol (Fayetteville, N.Y.).
1986 May; 3(3):215-20. doi:
10.1016/0741-8329(86)90047-9. [PMID: 3741618] - J Odink, H Sandman, W H Schreurs. Determination of free and total catecholamines and salsolinol in urine by ion-pair reversed-phase liquid chromatography with electrochemical detection after a one-step sample clean-up.
Journal of chromatography.
1986 Apr; 377(?):145-54. doi:
10.1016/s0378-4347(00)80769-0. [PMID: 3711203] - B Sjöquist, H A Johnson, S Borg. The influence of acute ethanol on the catecholamine system in man as reflected in cerebrospinal fluid and urine. A new condensation product, 1-carboxysalsolinol.
Drug and alcohol dependence.
1985 Dec; 16(3):241-9. doi:
10.1016/0376-8716(85)90048-1. [PMID: 4092609] - B Sjöquist, C Ljungquist. Identification and quantification of 1-carboxysalsolinol and salsolinol in biological samples by gas chromatography--mass spectrometry.
Journal of chromatography.
1985 Sep; 343(1):1-8. doi:
10.1016/s0378-4347(00)84562-4. [PMID: 4066844] - T N Smolen, A C Collins. Neurochemical mechanisms in the genetics of alcohol phenotypes.
Social biology.
1985 Sep; 32(3-4):255-71. doi:
10.1080/19485565.1985.9988613. [PMID: 3016908] - M Hirst, D R Evans, C W Gowdey, M A Adams. The influences of ethanol and other factors on the excretion of urinary salsolinol in social drinkers.
Pharmacology, biochemistry, and behavior.
1985 Jun; 22(6):993-1000. doi:
10.1016/0091-3057(85)90308-9. [PMID: 4023030] - H E Carlson, H L Wasser, R D Reidelberger. Beer-induced prolactin secretion: a clinical and laboratory study of the role of salsolinol.
The Journal of clinical endocrinology and metabolism.
1985 Apr; 60(4):673-7. doi:
10.1210/jcem-60-4-673. [PMID: 3972968] - M W Duncan, G A Smythe, P S Clezy. Gas chromatographic/mass spectrometric methodology for simultaneous assay of salsolinol, dopamine, norepinephrine, dihydroxyphenylacetic acid and dihydroxyphenylethanol.
Biomedical mass spectrometry.
1985 Mar; 12(3):106-14. doi:
10.1002/bms.1200120304. [PMID: 2410051] - K Matsubara, Y Fukui. [Determination of salsolinol by gas chromatography-mass spectrometry and influence of foods on urinary salsolinol excretion].
Arukoru kenkyu to yakubutsu izon = Japanese journal of alcohol studies & drug dependence.
1985 Mar; 20(1):50-9. doi:
NULL. [PMID: 4038163] - K Matsubara, A Akane, C Maseda, S Takahashi, Y Fukui. Salsolinol in the urine of nonalcoholic individuals after long-term moderate drinking.
Alcohol and drug research.
1985 198; 6(4):281-8. doi:
NULL. [PMID: 4091894] - M Hirst, D R Evans, C W Gowdey. Salsolinol in urine of social drinkers.
Progress in clinical and biological research.
1985; 183(?):85-100. doi:
NULL. [PMID: 3901025] - A Clow, A Topham, J B Saunders, R Murray, M Sandler. The role of salsolinol in alcohol intake and withdrawal.
Progress in clinical and biological research.
1985; 183(?):101-13. doi:
. [PMID: 4048178] - G A Smythe, M W Duncan. Precise GC/MS assays for salsolinol and tetrahydropapaveroline: the question of artifacts and dietary sources and the influence of alcohol.
Progress in clinical and biological research.
1985; 183(?):77-84. doi:
NULL. [PMID: 4048185]