Disease relevance of Tetrahydropapaveroline

• The effect of two catechol-bearing TIQs, salsolinol (SAL) and tetrahydropapaveroline (THP), on the viability of melanotic or amelanotic melanoma cell lines was investigated [1].
• Reduction of serotonin content by tetrahydropapaveroline in murine mastocytoma P815 cells [2].
• Oxidative DNA damage and glioma cell death induced by tetrahydropapaveroline [3].
• Loss of cardiac contractile response to tetrahydropapaveroline with advanced age and hypertension [4].
• Tetrahydropapaveroline in Parkinson's disease and alcoholism: a look back in honor of Merton Sandler [5].

Psychiatry related information on Tetrahydropapaveroline

• Alcohol drinking: abnormal intake caused by tetrahydropapaveroline in brain [6].

High impact information on Tetrahydropapaveroline

• Tetrahydropapaveroline (THP), a dopamine-dopaldehyde condensation product, was delivered directly into the cerebral ventricle of rats automatically every 15 minutes for 12 days [6].
• We also show that WBC express CYP2D6, an enzyme capable of synthesizing morphine from tyramine, norlaudanosoline, and codeine [7].
• Product inhibition kinetics performed at saturating levels of one substrate and with norlaudanosoline as the inhibitor showed that NCS follows an iso-ordered bi-uni mechanism with 4-HPAA binding before dopamine [8].
• Potential roles of NF-kappaB and ERK1/2 in cytoprotection against oxidative cell death induced by tetrahydropapaveroline [9].
• Chiral separation of the cationic paveroline drugs, laudanosine, norlaudanosoline, and laudanosoline, was influenced by pH and the use of coated capillaries [10].

Chemical compound and disease context of Tetrahydropapaveroline

• The effects of the 1-aromatic amino acid decarboxylase inhibitor, Ro 4-4602 (benserazide), was determined on alcohol drinking induced in the rat by tetrahydropapaveroline (THP) injected by the intracerebroventricular (ICV) route [11].
• Buspirone alters alcohol drinking induced in rats by tetrahydropapaveroline injected into brain monoaminergic pathways [12].

Biological context of Tetrahydropapaveroline

• Tetrahydropapaveroline (IC50 = 0.3 microM) was the most active of the 24 alkaloids tested in inhibiting binding of 3H-dihydroalprenolol to beta 1-adrenergic receptors [13].
• At concentrations above 3 X 10(-6) M, most aporphines and tetrahydropapaveroline induced additional non-dopamine receptor related renal vasodilation [14].
• Tetrahydropapaveroline (THP) at 5-15 microM has been found to induce L-DOPA-induced oxidative apoptosis in PC12 cells [15].
• Mechanism of DNA damage and apoptosis induced by tetrahydropapaveroline, a metabolite of dopamine [16].
• 2. Whereas (R)-coclaurine was the best substrate for enzyme activity, Coptis CNMT had broad substrate specificity and no stereospecificity CNMT methylated norlaudanosoline, 6,7-dimethoxyl-1,2,3,4-tetrahydroisoquinoline and 1-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline [17].

Anatomical context of Tetrahydropapaveroline

• Aggravation of L-DOPA-induced neurotoxicity by tetrahydropapaveroline in PC12 cells [18].
• 3. Incubation of M. edulis pedal ganglia with norlaudanosoline, a morphine precursor, resulted in a concentration- and time-dependent statistical increase in endogenous morphine levels (6.9 +/- 1.24 ng/g) [19].
• Effect of ethanol on (R)- and (S)-salsolinol, salsoline, and THP in the nucleus accumbens of AA and ANA rats [20].
• Tetrahydropapaveroline and the blood-brain barrier in rats [21].
• Tetrahydropapaveroline injected in the ventral tegmental area shifts dopamine efflux differentially in the shell and core of nucleus accumbens in high-ethanol-preferring (HEP) rats [22].

Associations of Tetrahydropapaveroline with other chemical compounds

• SAL and THP enhanced tyrosinase activity and melanin production, suggesting that they were indeed tyrosinase substrates leading to melanin formation [1].
• Gas chromatography/mass spectrometry was also used to quantitate the two alkaloids and tetrahydropapaveroline (THP) in urine of both normal subjects and parkinsonian subjects receiving L-dopa therapy [23].
• Determination of tetrahydropapaveroline in the urine of parkinsonian patients receiving L-dopa-carbidopa (Sinemet) therapy by high-performance liquid chromatography [24].
• This result and the incorporation of ( S)-[1- (13)C] norcoclaurine into berberine demonstrates that the biosynthesis of protoberberine alkaloids in COPTIS involves the norcoclaurine but not the norlaudanosoline pathway [25].
• Significant dose-dependent inhibition of cytokine mRNA expression occurred in response to pretreatment with DEX (TNFalpha, IL-1beta, IL-8), THP (TNFalpha, IL-1beta, IL-8), and PTX (TNFalpha) [26].

Gene context of Tetrahydropapaveroline

• By analogy to the plant system, the well-established but often overlooked side reaction of mammalian DDC to produce 3, 4-dihydroxyphenylacetaldehyde via pyridoxal phosphate mediated catalysis lends strong support to its essential role as a regulatory enzyme involved in THP formation in vivo [27].
• Under these conditions, tryptophan hydroxylase (EC 1.14.16.4, TPH) was inhibited for 24-36 h after treatment with tetrahydropapaveroline in P815 cells (46.6% inhibition at 7.5 microM) [2].
• A decrease of alpha-ketoglutarate dehydrogenase activity was also evidenced following TIQs treatment; a very strong diminution was found in THP-treated cells, whose viability was highly decreased [28].
• These THP-reactive sites comprise the substantia nigra, reticular formation, medial lemniscus, zona incerta, medial forebrain bundle, nucleus accumbens, olfactory tubercle, lateral septal nucleus, preoptic area, stria terminalis, and rostral hippocampus [29].
• Interaction of tetrahydropapaveroline with inhibition of dopa-decarboxylase by Ro 4-4602 in brain: effects on alcohol drinking in the rat [11].

Analytical, diagnostic and therapeutic context of Tetrahydropapaveroline

• A method for determination of subpicomole concentrations of tetrahydropapaveroline in rat brain by high-performance liquid chromatography with electrochemical detection [30].

References