ArticleBioorganic & medicinal chemistry letters2015
Synthesis and preliminary biological evaluation of a small library of hybrid compounds based on Ugi isocyanide multicomponent reactions with a marine natural product scaffold.
Article in Bioorganic & medicinal chemistry letters, 2015. 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.
- Exploiting Multicomponent Reactions to Drive the Development of Novel Antitubercular Agents: An Overview.ChemMedChem · 2026Review
- Derivatization of Abietane Acids by Peptide-like Substituents Leads to Submicromolar Cytotoxicity at NCI-60 Panel.Molecules (Basel, Switzerland) · 2024Article
- Marine organisms as potential sources of natural products for the prevention and treatment of malaria.RSC advances · 2023Review
- 6-Deoxy- and 11-Hydroxytolypodiols: Meroterpenoids from the Cyanobacterium HT-58-2.Journal of natural products · 2020Article
- Delivery of mRNA vaccines with heterocyclic lipids increases anti-tumor efficacy by STING-mediated immune cell activation.Nature biotechnology · 2019Article
- Doebner-type pyrazolopyridine carboxylic acids in an Ugi four-component reaction.Beilstein journal of organic chemistry · 2019Article
- Natural product-based synthesis of novel anti-infective isothiocyanate- and isoselenocyanate-functionalized amphilectane diterpenes.Bioorganic & medicinal chemistry letters · 2016Article
- Discovery of New Compounds Active against Plasmodium falciparum by High Throughput Screening of Microbial Natural Products.PloS one · 2016Article
Corrections and comments
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Authors and funding
7 authors.
Funding
Abstract
A mixture-based combinatorial library of five Ugi adducts (4-8) incorporating known antitubercular and antimalarial pharmacophores was successfully synthesized, starting from the naturally occurring diisocyanide 3, via parallel Ugi four-center three-component reactions (U-4C-3CR). The novel α-acylamino amides obtained were evaluated for their antiinfective potential against laboratory strains of Mycobacterium tuberculosis H37Rv and chloroquine-susceptible 3D7 Plasmodium falciparum. Interestingly, compounds 4-8 displayed potent in vitro antiparasitic activity with higher cytotoxicity in comparison to their diisocyanide precursor 3, with the best compound exhibiting an IC50 value of 3.6 nM. Additionally, these natural product inspired hybrids potently inhibited in vitro thromboxane B2 (TXB2) and superoxide anion (O2(-)) generation from Escherichia coli lipopolysaccharide (LPS)-activated rat neonatal microglia, with concomitant low short-term toxicity.
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Registered trials
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