SBR00002

Arzanol

from Helichrysum italicum, ≥98%

• Synonym(e): 3-[[3-Acetyl-2,4,6-trihydroxy-5-(3-methyl-2-buten-1-yl)phenyl]methyl]-6-ethyl-4-hydroxy-5-methyl-2H-pyran-2-one
• Empirische Formel (Hill-System): C₂₂H₂₆O₇
• CAS-Nummer: 32274-52-5
• Molekulargewicht: 402.44
• NACRES: NA.25
• PubChem Substance ID: 329824643
• UNSPSC Code: 12352200
• MDL number: MFCD28168041

Eigenschaften

• biological source: Helichrysum italicum
• Quality Segment: 200
• assay: ≥98%
• form: powder
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• storage temp.: −20°C
• SMILES string: OC1=C(CC2=C(O)C(C)=C(CC)OC2=O)C(O)=C(C(C)=O)C(O)=C1CC=C(C)C
• InChI: 1S/C22H26O7/c1-6-16-11(4)18(24)15(22(28)29-16)9-14-19(25)13(8-7-10(2)3)20(26)17(12(5)23)21(14)27/h7,24-27H,6,8-9H2,1-5H3
• InChI key: ZOIAPLVBZQQHCG-UHFFFAOYSA-N

Beschreibung

General description

Arzanol is a pyrone–phloroglucinol etherodimer.[1] It is a polyphenol compound extracted from the plant Helichrysum italicum which grows in the Mediterranean area.

Application

Arzanol has been used to test its effects as an autophagy modulator on HeLa cells and bladder cancer cells[2]

Biochem/physiol Actions

Arzanol is known for its anti-inflammatory and antimicrobial activities. The anti-inflammatory activity was verified in an in-vivo rat model and was found to suppress the inflammatory response of the carrageenan-induced pleurisy. Moreover it was found to have an anti-HIV-1 activity. Arzanol inhibits COX-2-derived prostaglandin synthase-1 (mPGES-1) Inhibitor in-vitro, in human stimulated monocytes.
Arzanol inhibits the activation of inflammatory transcription factor nuclear factor-KB (NF-KB), human immunodeficiency virus (HIV) replication in T cells, releases of interleukin (IL)-1β, IL-6, IL-8, and tumor necrosis factor (TNF)-α and biosynthesis of prostaglandin E2 (PGE2) by potentially inhibiting the mPGES-1 enzyme. It also possesses antioxidant and cytotoxic activity.

Arzanol is a polyphenol compound extracted from the plant Helichrysum italicum which grows in the Mediterranean area. Arzanol is known for its anti-inflammatory and antimicrobial activities. The anti-inflammatory activity was verified in an in-vivo rat model and was found to suppress the inflammatory response of the carrageenan-induced pleurisy. Moreover it was found to have an anti-HIV-1 activity. Arzanol inhibits COX-2-derived prostaglandin synthase-1 (mPGES-1) Inhibitor in-vitro, in human stimulated monocytes.
Arzanol inhibits the activation of inflammatory transcription factor NFκB, HIV replication in T cells, releases of IL-1β, IL-6, IL-8, and TNF-α,and biosynthesis of PGE2 by potentially inhibiting the mPGES-1 enzyme.

Demonstrates anti-inflammatory and antimicrobial activity., Inhibits COX-2-derived prostaglandin synthase- (mPGES)-1 Inhibitor in-vitro, in human stimulated monocytes.

Preparation Note

Soluble in dimethyl sulfoxide (DMSO) at 1 mg/mL; poorly soluble in water

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable