6-METHOXY-1,2,3,4-TETRAHYDRO-BETA-CARBOLINE

6-METHOXY-1,2,3,4-TETRAHYDRO-BETA-CARBOLINE Structure
6-METHOXY-1,2,3,4-TETRAHYDRO-BETA-CARBOLINE structure
Common Name 6-METHOXY-1,2,3,4-TETRAHYDRO-BETA-CARBOLINE
CAS Number 20315-68-8 Molecular Weight 202.25200
Density 1.198 g/cm3 Boiling Point 388.6ºC at 760 mmHg
Molecular Formula C12H14N2O Melting Point 219-222ºC(lit.)
MSDS Chinese USA Flash Point 188.8ºC
Symbol GHS07
GHS07
Signal Word Warning

Melatonin and structurally-related compounds protect synaptosomal membranes from free radical damage.

Int. J. Mol. Sci. 11 , 312-28, (2010)

Since biological membranes are composed of lipids and proteins we tested the in vitro antioxidant properties of several indoleamines from the tryptophan metabolic pathway in the pineal gland against oxidative damage to lipids and proteins of synaptosomes isol...

In vivo hepatic oxidative stress because of carbon tetrachloride toxicity: protection by melatonin and pinoline.

J. Pineal Res. 49(1) , 78-85, (2010)

The protective in vivo effects of melatonin or pinoline on carbon tetrachloride (CCl(4))-induced oxidative damage were investigated in liver of rats and compared to rats injected only with CCl(4) (5 mL/kg body weight). Hepatic cell membrane fluidity, monitore...

Pinoline may be used as a probe for CYP2D6 activity.

Drug Metab. Dispos. 37(3) , 443-6, (2009)

Pinoline, 6-methoxy-1,2,3,4-tetrahydro-beta-carboline, is a serotonin analog that selectively inhibits the activity of monoamine oxidase-A and shows antidepressant activity. Our previous study using a panel of recombinant cytochrome P450 (P450) enzymes sugges...

Melatonin and pinoline prevent aluminium-induced lipid peroxidation in rat synaptosomes.

J. Trace Elem. Med. Biol. 17(1) , 39-44, (2003)

The serum concentrations of aluminum, a metal potentially involved in the pathogenesis of Alzheimer's disease, increase with age. Also, intense and prolonged exposure to aluminum may result in dementia. Melatonin and pinoline are two well known antioxidants t...

Protective effect of beta-carbolines and other antioxidants on lipid peroxidation due to hydrogen peroxide in rat brain homogenates.

Neurosci. Lett. 294(1) , 1-4, (2000)

Tryptoline and pinoline are two beta-carbolines isolated from the nervous system of mammals. We investigated the ability of these compounds to prevent lipid peroxidation induced by hydrogen peroxide in rat brain homogenates. We also compared their effects wit...

Quantitative structure-activity relationships studies of antioxidant hexahydropyridoindoles and flavonoid derivatives.

J. Enzyme Inhib. Med. Chem. 22(5) , 556-62, (2007)

In order to predict the antioxidant activity of 22 pinoline derivatives (1,2,3,4-tetrahydro-beta-carbolines), two dimensional quantitative-structure activity relationships (2D-QSAR) analysis of 19 hexahydropiridoindoles and 12 flavonoids was realized. Five st...

Protective effect of melatonin and pinoline on nitric oxide-induced lipid and protein peroxidation in rat brain homogenates.

Neurosci. Lett. 405(1-2) , 89-93, (2006)

Nitric oxide (NO) is a physiological neurotransmitter, a mediator of the excitatory neurotransmitter glutamate pathways that regulates several neuroendocrine functions, but excessive NO is toxic by itself and it interacts with superoxide radical (O(2)(-)) to ...

Pinoline and N-acetylserotonin reduce glutamate-induced lipid peroxidation in retinal homogenates.

Neurosci. Lett. 412(3) , 191-4, (2007)

Glutamate is a neurotransmitter associated with oxidative retinal disorders. Pinoline (PIN) and N-acetylserotonin (NAS) are newly identified neural protectors. We investigated the glutamate-induced lipid peroxidation (LPO) and the protective effects of PIN an...

Low-molecular-weight hormonal factors that affect head formation in Hydra.

Int. J. Dev. Biol. 42(6) , 825-8, (1998)

Support or inhibition of DAG-induced head formation: Hydra magnipapillata can be caused to form ectopic head structures by periodictreatmentwith PKC activators such as diacylglycerol (DAG). This ectopic head formation is supported by an extract from the ovine...

Hormonal factors from the mammalian pineal gland interfere with cell development in Hydra.

Int. J. Dev. Biol. 42(6) , 821-4, (1998)

A partially purified, melatonin-free low-molecular-weight extract from the ovine pineal gland with antitumor activity (YC05R), interferes with terminal differentiation in the interstitial cell line of Hydra. Nematoblasts developed into defective nematocytes t...