ArticleThe Journal of organic chemistry2015
Synthesis of Naamidine A and Selective Access to N(2)-Acyl-2-aminoimidazole Analogues.
Article in The Journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
What it found
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Who cites it
8 citing papers in PubMed, 22 citations in OpenAlex.
- Reviewing Marine Bioactive Compounds From the Red Sea: Advancing Therapeutic Applications While Navigating Translational and Conservation Challenges.Chemistry & biodiversity · 2026Review
- Chemoproteomics of Marine Natural Product Naamidine J Unveils CSE1L as a Therapeutic Target in Acute Lung Injury.Journal of the American Chemical Society · 2024Article
- Imidazole: Synthesis, Functionalization and Physicochemical Properties of a Privileged Structure in Medicinal Chemistry.Molecules (Basel, Switzerland) · 2023Review
- Prokaryote Communities Inhabiting Endemic and Newly Discovered Sponges and Octocorals from the Red Sea.Microbial ecology · 2020Article
- A Cancer-Selective Zinc Ionophore Inspired by the Natural Product Naamidine A.ACS chemical biology · 2019Article
- Regioselective Base-Mediated Cyclizations of Mono-N-acylpropargylguanidines.The Journal of organic chemistry · 2017Article
- Total synthesis and cytotoxicity of Leucetta alkaloids.Bioorganic & medicinal chemistry · 2017Article
- Synthesis of Cyclic Guanidines via Silver-Catalyzed Intramolecular Alkene Hydroamination Reactions of N-Allylguanidines.Organic letters · 2016Article
Corrections and comments
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Authors and funding
6 authors at 2 institutions in 1 country.
Funding
Abstract
A short and scalable synthesis of naamidine A, a marine alkaloid with a selective ability to inhibit epidermal growth factor receptor (EGFR)-dependent cellular proliferation, has been achieved. A key achievement in this synthesis was the development of a regioselective hydroamination of a monoprotected propargylguanidine to deliver N(3)-protected cyclic ene-guanidines. This permits the extension of this methodology to prepare N(2)-acyl analogues in a fashion that obviates the troublesome acylation of the free 2-aminoimidazoles, which typically yields mixtures of N(2)- and N(2),N(2)-diacylated products.
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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.