SBR00002
Arzanol
from Helichrysum italicum, ≥98%
Sinônimo(s):
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
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About This Item
Fórmula empírica (Notação de Hill):
C22H26O7
Número CAS:
Peso molecular:
402.44
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.25
Produtos recomendados
fonte biológica
Helichrysum italicum
Nível de qualidade
Ensaio
≥98%
forma
powder
aplicação(ões)
metabolomics
vitamins, nutraceuticals, and natural products
temperatura de armazenamento
−20°C
cadeia de caracteres SMILES
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
chave InChI
ZOIAPLVBZQQHCG-UHFFFAOYSA-N
Descrição geral
Arzanol is a pyrone–phloroglucinol etherodimer. It is a polyphenol compound extracted from the plant Helichrysum italicum which grows in the Mediterranean area.
Aplicação
Arzanol has been used to test its effects as an autophagy modulator on HeLa cells and bladder cancer cells
Ações bioquímicas/fisiológicas
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.
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.
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 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.
Reconstituição
Soluble in dimethyl sulfoxide (DMSO) at 1 mg/mL; poorly soluble in water
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Certificados de análise (COA)
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Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.
Jana Deitersen et al.
Cell death & disease, 12(6), 560-560 (2021-06-02)
Autophagy is an intracellular recycling pathway with implications for intracellular homeostasis and cell survival. Its pharmacological modulation can aid chemotherapy by sensitizing cancer cells toward approved drugs and overcoming chemoresistance. Recent translational data on autophagy modulators show promising results in
Arzanol, a prenylated heterodimeric phloroglucinyl pyrone, inhibits eicosanoid biosynthesis and exhibits anti-inflammatory efficacy in vivo.
Bauer J, et al.
Biochemical Pharmacology, 81(2), 259-268 (2011)
Antonella Rosa et al.
Chemistry and physics of lipids, 164(1), 24-32 (2010-10-12)
This study examines the protective effect of arzanol, a pyrone-phloroglucinol etherodimer from Helichrysum italicum subsp. microphyllum, against the oxidative modification of lipid components induced by Cu(2+) ions in human low density lipoprotein (LDL) and by tert-butyl hydroperoxide (TBH) in cell
Evaluation of the antioxidant and cytotoxic activity of arzanol, a prenylated a-pyrone?phloroglucinol etherodimer from Helichrysum italicum subsp. microphyllum.
Rosa A, et al.
Chemico-Biological Interactions, 165(2), 117-126 (2007)
Jana Deitersen et al.
Cell death & disease, 12(6), 560-560 (2021-06-02)
Autophagy is an intracellular recycling pathway with implications for intracellular homeostasis and cell survival. Its pharmacological modulation can aid chemotherapy by sensitizing cancer cells toward approved drugs and overcoming chemoresistance. Recent translational data on autophagy modulators show promising results in
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