ArticleBioorganic & medicinal chemistry letters2010
Synthetic studies and pharmacological evaluations on the MDMA ('Ecstasy') antagonist nantenine.
Article in Bioorganic & medicinal chemistry letters, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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Who cites it
10 citing papers in PubMed, 17 citations in OpenAlex.
- Binding affinities for histamine receptors 1 to 4: Systematic comparison of ligands from the Psychoactive Drug Screening Program KMolecular pharmacology · 2026Review
- A critical review: traditional uses, phytochemistry, pharmacology and toxicology ofPhytochemistry reviews : proceedings of the Phytochemical Society of Europe · 2020Review
- Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HTMedChemComm · 2018Article
- Article
- C4 phenyl aporphines with selective h5-HT(2B) receptor affinity.Bioorganic & medicinal chemistry letters · 2015Article
- Evaluation of structural effects on 5-HT(2A) receptor antagonism by aporphines: identification of a new aporphine with 5-HT(2A) antagonist activity.Bioorganic & medicinal chemistry letters · 2014Article
- A New Route to Azafluoranthene Natural Products via Direct Arylation.European journal of organic chemistry · 2013Article
- New aporphinoid 5-HT2A and α1A antagonists via structural manipulations of nantenine.Bioorganic & medicinal chemistry · 2011Article
- Cytotoxicity of aporphines in human colon cancer cell lines HCT-116 and Caco-2: an SAR study.Bioorganic & medicinal chemistry letters · 2011Article
- Affinity of aporphines for the human 5-HT2A receptor: insights from homology modeling and molecular docking studies.Bioorganic & medicinal chemistry · 2010Article
Corrections and comments
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Authors and funding
6 authors at 3 institutions in 1 country.
Funding
Abstract
The naturally occurring aporphine alkaloid nantenine, has been shown to antagonize behavioral and physiological effects of MDMA in mice. We have synthesized (+/-)-nantenine via an oxidative cyclization reaction with PIFA and evaluated its binding profile against a panel of CNS targets. To begin to understand the importance of the chiral center of nantenine with regards to its capacity to antagonize the effects of MDMA in vivo, (R)- and (S)-nantenine were prepared and evaluated in a food-reinforced operant task in rats. Pretreatment with either nantenine enantiomer (0.3mg/kg ip) completely blocked the behavioral suppression induced upon administration of 3.0mg/kg MDMA. (+/-)-Nantenine displayed high affinity and selectivity for the alpha(1A) adrenergic receptor among several other receptors suggesting that this alpha(1) subtype may be significantly involved in the anti-MDMA effects of the enantiomers.
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Registered trials
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