ArticleOrganic & biomolecular chemistry2017
Synthesis of monoalkylidene diketopiperazines and application to the synthesis of barettin.
Article in Organic & biomolecular chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Barettin, a Nonopioid, Nonhallucinogenic Marine Natural Product with Antihyperalgesic Properties Mediated by 5HT2A Inverse Agonism.Journal of natural products · 2026Article
- The Chemistry and Pharmacology of the Alkaloid Barettin and Its Analogues from the Marine SpongeMarine drugs · 2026Review
- Photoswitchable Fluorescence of Peptide-Based Hemipiperazines Inside of Living Cells.Journal of the American Chemical Society · 2025Article
- Naturally Occurring Organohalogen Compounds-A Comprehensive Review.Progress in the chemistry of organic natural products · 2023Review
- Synthesis of Pyrrolopyrazinones by Construction of the Pyrrole Ring onto an Intact Diketopiperazine.The Journal of organic chemistry · 2020Article
- The Sponge-Associated Fungus Eurotium chevalieri MUT 2316 and its Bioactive Molecules: Potential Applications in the Field of Antifouling.Marine biotechnology (New York, N.Y.) · 2019Article
- Domino Reaction Sequence for the Synthesis of [2.2.2]Diazabicycloalkenes and Base-Promoted Cycloreversion to 2-Pyridone Alkaloids.Organic letters · 2018Article
- A facile synthesis of cysteine-based diketopiperazine from thiol-protected precursor.Royal Society open science · 2018Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
The synthesis of barettin, a selective serotonin receptor inhibitor and potent antibiofouling natural product, is described. The synthesis starts with the diketopiperazine nucleus intact and the side chains are installed using iterative aldol condensations. The route represents a general strategy for synthesis of a wide array of mono-alkylidene diketopiperazine structures, including those derived from non-canonical amino acid residues.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.