Triacetyl Resveratrol

Triacetyl Resveratrol

Catalog Number:
FC01365902APE
Mfr. No.:
APE-B5971
Price:
$180
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          Background

          Triacetyl Resveratrol is a cell-permeable and more stable resveratrol prodrug [1]. Triacetyl Resveratrol is a potential and cell-permeable resveratrol prodrug. In 32D-cl3 cells, triacetyl resveratrol (3', 5',4'-Tri-O-acetylresveratrol) protected cells from irradiation and increased radioresistance, and is slightly more potent than resveratrol [1]. In lysates derived from HEK293-TYR cells, triacetyl resveratrol inhibited human TYR activity with IC50 value of 20 μM. In HEMs, triacetyl resveratrol was less cytotoxic than resveratrol. In both murine melanoma B16/F10 cells and HEMs, triacetyl resveratrol effectively inhibited intracellular melanin contents increased by α-MSH and L-tyrosine, respectively. Triacetyl Resveratrol was easily digested to resveratrol by esterases [2]. In LNCaP cells, triacetyl-resveratrol activated p53, increased p21 and p53R2 and decreased PSA expression. In CWR22Rv1 cells (mutated p53), triacetyl-resveratrol induced G1/S arrest [3]. In MCF-7 and MDA-MB-231 breast cancer cells, triacetyl-resveratrol interacted avidly and specifically with integrin αvβ3 through binding at the site targeted by the RGD peptide. Triacetyl-resveratrol induced ERK and p38 phosphorylation [4]. In γ-irradiated mice, 3,5,4'-Tri-O-acetylresveratrol (10 mg/kg) prior to γ-irradiation exhibited significant protective activity with 80% survival rate. Moreover, 3', 5',4'-Tri-O-acetylresveratrol had longer half-life that may assist more rapid distribution to tissues [1].

          [1]. Koide K, Osman S, Garner AL, et al. The Use of 3,5,4'-Tri-O-acetylresveratrol as a Potential Pro-drug for Resveratrol Protects Mice from γ-Irradiation-Induced Death. ACS Med Chem Lett, 2011, 2(4): 270-274.
          [2]. Park J, Park JH, Suh HJ, et al. Effects of resveratrol, oxyresveratrol, and their acetylated derivatives on cellular melanogenesis. Arch Dermatol Res, 2014, 306(5): 475-487.
          [3]. Hsieh TC, Huang YC, Wu JM. Control of prostate cell growth, DNA damage and repair and gene expression by resveratrol analogues, in vitro. Carcinogenesis, 2011, 32(1): 93-101.
          [4]. Hsieh TC, Wong C, John Bennett D, et al. Regulation of p53 and cell proliferation by resveratrol and its derivatives in breast cancer cells: an in silico and biochemical approach targeting integrin αvβ3. Int J Cancer, 2011, 129(11): 2732-2743.

      • Properties
        • Categories
          Cell-permeable resveratrol prodrug
          Alternative Name
          (E)-5-(4-acetoxystyryl)-1,3-phenylene diacetate
          CAS Number
          42206-94-0
          Molecular Formula
          C20H18O6
          Molecular Weight
          354.35
          Appearance
          A solid
          Purity
          98.69%
          Solubility
          insoluble in EtOH; insoluble in H2O; ≥13.85 mg/mL in DMSO
          Storage
          Store at -20°C
          SMILES
          CC(OC1=CC=C(C=C1)/C([H])=C([H])/C2=CC(OC(C)=O)=CC(OC(C)=O)=C2)=O

          * For Research Use Only

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