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Triacetyl Resveratrol

三乙酰基白藜芦醇
Catalog No.
B5971
白藜芦醇前药
组合的产品项目
规格价格库存 数量
10mM (in 1mL DMSO)
¥ 454.00
现货
10mg
¥ 272.00
现货
25mg
¥ 363.00
现货

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A

背景

三乙酰白藜芦醇(Triacetyl Resveratrol)是一种细胞渗透性的和更稳定的白藜芦醇前药[1].

Triacetyl Resveratrol是一种潜在的细胞渗透性白藜芦醇前药.在32D-CL3细胞中,Triacetyl Resveratrol(3',5',4'-三-O-乙酰白藜芦醇)保护细胞免受辐射并增加抗辐射性,比白藜芦醇效力略强[1].在HEK293-TYR细胞的裂解液中,Triacetyl Resveratrol抑制人TYR活性,IC50值为20 μM.在HEMs中,Triacetyl Resveratrol比白藜芦醇的细胞毒性更小.在小鼠黑色素瘤B16/F10细胞和HEMs中,Triacetyl Resveratrol有效抑制分别由α-MSH和L-酪氨酸增加的细胞内黑色素含量.Triacetyl Resveratrol很容易被酯酶消化为白藜芦醇[2].在LNCaP细胞中,Triacetyl Resveratrol激活p53\增加p21和p53R2并降低PSA的表达.在CWR22Rv1细胞(突变的p53)中,Triacetyl Resveratrol诱导G1/S期阻滞[3].在MCF-7和MDA-MB-231乳腺癌细胞中,通过与RGD多肽靶向的位点结合,Triacetyl Resveratrol特异性地与整合素αvβ3相互作用.Triacetyl Resveratrol诱导ERK和p38磷酸化[4].

接受γ-照射的小鼠中,γ射线之前用3,5,4'-三-O-乙酰白藜芦醇(10 mg/kg)治疗表现出显著的保护活动,存活率为80%.而且,3',5',4'-三-O-乙酰白藜芦醇具有更长的半衰期,可有助于更迅速地分布到组织中[1].

参考文献:
[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.

化学属性

Physical AppearanceA solid
StorageStore at -20°C
M.Wt354.35
Cas No.42206-94-0
FormulaC20H18O6
Solubilityinsoluble in EtOH; insoluble in H2O; ≥13.85 mg/mL in DMSO
Chemical Name(E)-5-(4-acetoxystyryl)-1,3-phenylene diacetate
SDFDownload SDF
Canonical SMILESCC(OC1=CC=C(C=C1)/C([H])=C([H])/C2=CC(OC(C)=O)=CC(OC(C)=O)=C2)=O
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