Complete assignments 1H and 13C NMR spectral data of four anabaseine derivatives.

Magn Reson Chem

Department of Organic Chemistry and C.S.I.C. Associated Unit, Faculty of Chemistry, University of Santiago de Compostela, 15782, Santiago de Compostela, Spain.

Published: December 2006

The anabaseine derivatives 6-methoxy-7-hydroxy-1-(pyridin-3-yl)-3,4-dihydroisoquinoline, 6,7-dimethoxy-1-(pyridin-3-yl)-1,2,3,4-tetrahydroisoquinoline and 6,7-dimethoxy-1-(piperidin-3-yl)-1,2,3,4-tetrahydroisoquino- line were prepared either by demethylation with HBr or by reduction with different reagents, NaBH4 and H2/PtO2 from 6,7-dimethoxy-1-(pyridin-3-yl)-3,4-dihydroisoquinoline, as starting material. The structures have been fully assigned by the combination of one- and two-dimensional experiments.

Download full-text PDF

Source
http://dx.doi.org/10.1002/mrc.1911DOI Listing

Publication Analysis

Top Keywords

anabaseine derivatives
8
complete assignments
4
assignments 13c
4
13c nmr
4
nmr spectral
4
spectral data
4
data anabaseine
4
derivatives anabaseine
4
derivatives 6-methoxy-7-hydroxy-1-pyridin-3-yl-34-dihydroisoquinoline
4
6-methoxy-7-hydroxy-1-pyridin-3-yl-34-dihydroisoquinoline 67-dimethoxy-1-pyridin-3-yl-1234-tetrahydroisoquinoline
4

Similar Publications

GTS-21 attenuates ACE/ACE2 ratio and glycocalyx shedding in lipopolysaccharide-induced acute lung injury by targeting macrophage polarization derived ADAM-17.

Int Immunopharmacol

March 2024

Department of Critical Care Medicine, Zhongnan Hospital, Wuhan University, Wuhan 430071, Hubei Province, China; Clinical Research Center of Hubei Critical Care Medicine, Wuhan 430071, Hubei, China. Electronic address:

Acute lung injury (ALI) has received considerable attention in intensive care owing to its high mortality rate. It has been demonstrated that the selective alpha7 nicotinic acetylcholine receptor agonist Gainesville Tokushima scientists (GTS)-21 is promising for treating ALI caused by lipopolysaccharides (LPS). However, the precise underlying mechanism remains unknown.

View Article and Find Full Text PDF
Article Synopsis
  • Activation of the cholinergic anti-inflammatory pathway through vagus nerve stimulation can improve acute kidney injury in rodent models, highlighting the role of α7nAChR positive macrophages.
  • Research using mice lacking macrophage-specific α7nAChRs demonstrated that the drug GTS-21 helps protect kidney function in normal mice, but not in those without the receptor.
  • Single-cell RNA-sequencing revealed that activating α7nAChRs enhances interactions between macrophages, leading to reduced inflammatory signals, thereby indicating potential protective mechanisms for kidney health.
View Article and Find Full Text PDF

Discovery of the Nicotinic Receptor Toxin Anabaseine in a Nemertean.

Toxins (Basel)

January 2023

Departamento de Ciencias de la Vida, Universidad de Alcalá, 28805 Alcalá de Henares, Spain.

Nemerteans (also called Nemertines) are a phylum of predominantly marine worms that use toxins to capture prey and to defend themselves against predators. Hoplonemerteans have a proboscis armed with one or more stylets used in prey capture and are taxonomically divided into Order Monostilifera, whose members possess a single large proboscis stylet, and Order Polystilifera, whose members have multiple small stylets. Many monostiliferans contain alkaloidal toxins, including anabaseine, that stimulate and then desensitize nicotinic acetylcholine receptors that are present in all animals.

View Article and Find Full Text PDF

Anti-Alzheimer's Molecules Derived from Marine Life: Understanding Molecular Mechanisms and Therapeutic Potential.

Mar Drugs

April 2021

Nutrition and Bromatology Group, Department of Analytical and Food Chemistry, Faculty of Food Science and Technology, University of Vigo, Ourense Campus, E32004 Ourense, Spain.

Alzheimer's disease (AD) is a devastating neurodegenerative disease and the most common cause of dementia. It has been confirmed that the pathological processes that intervene in AD development are linked with oxidative damage to neurons, neuroinflammation, tau phosphorylation, amyloid beta (Aβ) aggregation, glutamate excitotoxicity, and cholinergic deficit. Still, there is no available therapy that can cure AD.

View Article and Find Full Text PDF

Acute ischemic stroke (AIS) causes both central and peripheral inflammation, while activation of α7 nicotinic acetylcholine receptors (nAChRs) provides both central and peripheral anti-inflammatory and anti-apoptotic effects. Here, we provide evidence that 4OH-GTS-21, a selective α7 agonist, produces its therapeutic effects via primarily central sites of action because 4OH-GTS-21 was found equally effective in splenectomized and non-spenectomized rats in the sub-acute phase of ischemic stroke (≤1 week). However, the spleen may boost the therapeutic efficacy of 4OH-GTS-21 in certain behavioral tasks as our data also indicated.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!