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Naringenin 7-methyl ether

CAS No.: 2957-21-3

  • Molecular Formula: C₁₆H₁₄O₅
  • Molecular Weight: 286.28 g/mol

Chemical type

  • Flavanone (flavonoids/flavanones)
[1]
  • Methoxylated flavanone (aglycone of sakuranin, phenolic phytoalexin)
[2]

Key properties

  • Synthesized from phenylalanine via naringenin
  • Targets M. oryzae and other fungi
  • UV and pathogen-inducible
  • Regulated by CHS isozymes and JA/ET signaling
[1]
  • Anti-inflammatory (inhibits PI3K/Akt/NF-κB pathway, suppresses iNOS expression, reduces oxidative stress)
  • Antioxidant
  • Antiproliferative (against melanoma, esophageal squamous cell carcinoma, colon cancer)
  • Antiviral (against human rhinovirus 3, influenza B virus)
  • Antimicrobial, antiparasitic, antiallergic, antimutagenic
  • Modulates keratinization, cornified envelope formation, kallikrein-related peptidase activity
  • Selectively downregulates IL-17A while preserving IL-17F
  • Upregulates genes like KRT1, KRT16, KLK7, Sprr2f, Wfdc18, Tslp
  • Downregulates genes like Sprr2k, Sprr3
[2]
  • Antimicrobial activity in rice and other angiosperms
  • Inhibits fungal growth and supports innate immunity
[1]
  • Topical treatment for psoriasis (attenuates inflammation, restores skin barrier function in imiquimod-induced model)
  • Potential corticosteroid-sparing alternative for long-term psoriasis management
  • Anti-inflammatory agent in osteoarthritis, liver inflammation, diabetes models
  • Phytoalexin in plants (response to stressors like UV, jasmonic acid, phytotoxins)
[2]

Classification by use

  • Phytoalexins used in fungal resistance
  • Flavonoid-derived defenses for biotic stress
[1]
  • Chemicals used as anti-inflammatory agents
  • Chemicals used in dermatological treatments (psoriasis, skin barrier restoration)
  • Plant-derived therapeutics (from cherry trees, rice, Polymnia fruticosa)
[2]

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  1. [Cite:1] Redefining phytoalexins as engineered defenses for plant disease resistance, Current Plant Biology, Volume 45, January 2026, 100577
  2. [Cite:2] Sakuranetin modulates IL-17A-related inflammation and enhances skin barrier function in an Desoximetasone-induced psoriasis model, Biomedicine & Pharmacotherapy, Volume 186, May 2025, 118035