ArticleCommunications chemistry2024
Discovery from Hypericum elatoides and synthesis of hyperelanitriles as α-aminopropionitrile-containing polycyclic polyprenylated acylphloroglucinols.
Article in Communications chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed, 33 citations in OpenAlex.
- First discovery of triterpenoids and sterols from Cotinus coggygria var. cinereus Engl. with anti-inflammatory and antibacterial activities.Natural products and bioprospecting · 2026Article
- Neuroprotective Effect ofInternational journal of molecular sciences · 2025Article
- Total Synthesis of (-)-Elodeoidins A and B.JACS Au · 2025Article
- Three New Ionone Glycosides fromMolecules (Basel, Switzerland) · 2024Article
- Abietane-Type Diterpenoids from the Arils ofMolecules (Basel, Switzerland) · 2024Article
- Four New Polyprenylated Acylphloroglucinols fromMolecules (Basel, Switzerland) · 2024Article
Corrections and comments
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
Abstract
The search for lead compounds with anti-neuroinflammatory activity from structurally 'optimized' natural products is a crucial and promising strategy in the quest to discover safe and efficacious agents for treating neurodegenerative diseases. A phytochemical investigation on the aerial portions of Hypericum elatoides led to the isolation of five nitrogenous polycyclic polyprenylated acylphloroglucinols (PPAPs), hyperelanitriles A-D (1-4) and hyperelamine A (5). Their structures were determined by spectroscopic analysis, ECD and NMR calculations, and X-ray crystallography. To the best of our knowledge, compounds 1-4 represent the first examples of acylphloroglucinols featuring an α-aminonitrile moiety, while 5 is a rare enamine-containing PPAP. Further, the synthesis of these naturally occurring PPAP-based nitriles or amines was accomplished. Compound 5 exhibited inhibitory activity against LPS-activated NO production in BV-2 cells, potentially through the suppression of TLR-4/NF-κB signaling. Here we show the isolation, structural elucidation, synthesis, and bioactive evaluation of compounds 1-5.
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Registered trials
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