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Chemical Structure
Chemical Structure
Chemical Structure

Arzanol [32274-52-5]

Research Use Only
AG-CN2-0500
AdipoGen Life Sciences
CAS Number32274-52-5
Product group Chemicals
Estimated Purity>98%
Molecular Weight402.4
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Arzanol [32274-52-5]
  • Delivery Days Customer
    10
  • CAS Number
    32274-52-5
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Molecular Formula
    C22H26O7
  • Molecular Weight
    402.4
  • Scientific Description
    Brain glycogen phosphorylase (bGP) agonist. Arzanol directly interacts with bGP, competing for the same allosteric binding site on bGP like AMP (but with higher affinity), inducing similar conformational changes and promoting the transition to the active form, consequently leading to increased bGP enzyme activity. GPs are key enzymes in glycogen metabolism, promoting the rate-limiting step of its mobilization. In brain, glycogen acts as an emergency glucose storage to protect neurons against hypoglycemia and hypoxic stress, being critical for high cognitive processes such as learning and memory consolidation. Reduced glycogen breakdown is associated with impaired cognitive functions and neuro-degeneration. Activation of glycogen breakdown might be a new therapeutic strategy. Anti-inflammatory compound. Potent dual inhibitor of pro-inflammatory transcription factors and inflammatory enzymes. Inhibitor of NFkappaB activation. Potent inhibitor of inducible microsomal prostaglandin E2 synthase-1 (mPGES-1), the terminal synthase responsible for the synthesis of the pro-tumorigenic prostaglandin E2 (PGE2). Antioxidant. 5-Lipoxygenase (5-LO) inhibitor. Antibacterial compound. HIV-1 replication inhibitor. - Chemical. CAS: 32274-52-5. Formula: C22H26O7. MW: 402.4. Isolated from Helichrysum italicum. Anti-inflammatory compound. Potent dual inhibitor of pro-inflammatory transcription factors and inflammatory enzymes. Inhibitor of NFkappaB activation. Potent inhibitor of inducible microsomal prostaglandin E2 synthase-1 (mPGES-1), the terminal synthase responsible for the synthesis of the pro-tumorigenic prostaglandin E2 (PGE2). Antioxidant. 5-Lipoxygenase (5-LO) inhibitor. Antibacterial compound. HIV-1 replication inhibitor.
  • SMILES
    CC1=C(CC)OC(C(CC2=C(O)C(C/C=C(C)/C)=C(O)C(C(C)=O)=C2O)=C1O)=O
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • Arzanol, an anti-inflammatory and anti-HIV-1 phloroglucinol alpha-Pyrone from Helichrysum italicum ssp. microphyllum: G. Appendino, et al.; J. Nat. Prod. 70, 608 (2007)
  • Evaluation of the antioxidant and cytotoxic activity of arzanol, a prenylated alpha-pyrone-phloroglucinol etherodimer from Helichrysum italicum subsp. microphyllum: A. Rosa, et al.; Chem. Biol. Interact. 165, 117 (2007)
  • Arzanol, a prenylated heterodimeric phloroglucinyl pyrone, inhibits eicosanoid biosynthesis and exhibits anti-inflammatory efficacy in vivo: J. Bauer, et al.; Biochem. Pharmacol. 81, 259 (2011)
  • Protective role of arzanol against lipid peroxidation in biological systems: A. Rosa, et al.; Chem. Phys. Lipids 164, 24 (2011)
  • A Multicomponent Carba-Betti Strategy to Alkylidene Heterodimers - Total Synthesis and Structure - Activity Relationships of Arzanol: A. Minassi, et al.; Eur. J. Org. Chem. 772 (2012)
  • Arzanol, a potent mPGES-1 inhibitor: Novel anti-inflammatory agent: P. S. Kothavade, et al.; Sci. World J. 2013, 986429 (2013) (Review)
  • Antimicrobial phenolics and unusual glycerides from Helichrysum italicum subsp. microphyllum: O. Taglialatela-Scafati, et al.; J. Nat. Prod. 76, 346 (2013)