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- CAS號(hào):
- 86361-55-9
- 英文名:
- 2-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,3-benzenediol
- 英文別名:
- Gnetol;Gnetol>Gnetol, 10 mM in DMSO;-2-(3,5-Dihydroxystyryl);2,3',5',6-Tetrahydroxy-trans-stilbene;(E)-2-(3,5-Dihydroxystyryl)benzene-1,3-diol;2-[2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol;2-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,3-benzenediol;1,3-Benzenediol, 2-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-;2-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,3-benzenediol USP/EP/BP
- 中文名:
- 2,6,3',5'-四羥基二苯乙烯
- 中文別名:
- 買(mǎi)麻藤醇;2,6,3',5'-四羥基二苯乙烯;買(mǎi)麻藤醇,10 MM DMSO 溶液;(E)-2-(3,5-二羥基苯乙烯基)苯-1,3-二酚
- CBNumber:
- CB02514556
- 分子式:
- C14H12O4
- 分子量:
- 244.24
- MOL File:
- 86361-55-9.mol
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2,6,3',5'-四羥基二苯乙烯性質(zhì)、用途與生產(chǎn)工藝
2,6,3',5'-四羥基二苯乙烯又叫買(mǎi)麻藤醇。買(mǎi)麻藤醇是從買(mǎi)麻藤屬植物中分離得到的一個(gè)二苯乙烯單體化合物, 藥理實(shí)驗(yàn)表明, 它具有較強(qiáng)的抗炎和抗氧化活性。
2,6,3',5'-四羥基二苯乙烯可用于制備4-(6,8-二甲氧基-2-萘基)-1,3-苯二醇。2,6,3',5'-四羥基二苯乙烯為新型的2,6,3',5'-四羥基二苯乙烯二聚體失去兩個(gè)苯環(huán)生成的苯基萘衍生物，藥理活性測(cè)試結(jié)果表明, 4-(6,8-二甲氧基-2-萘基)-1,3-苯二醇顯示有較強(qiáng)的抗氧化活性。
小葉買(mǎi)麻藤藤莖10 kg, 80 %乙醇熱提 3 次, 減壓回收溶劑得乙醇提取物, 用熱水分散后依次用石油醚、乙酸乙酯、正丁醇萃取。用多種柱層析和薄層制備層析等方法, 從乙酸乙酯部位分得化合物 Ⅰ(20 mg) 、Ⅱ(30 mg) 、Ⅲ(8 mg) ;Ⅳ (15 mg) 、Ⅴ(20 mg) 、Ⅵ (20 mg ) 、Ⅶ (400 mg) 、Ⅷ (100 mg) 、Ⅸ(33 mg) , 從正丁醇部位分得化合物Ⅹ (150 mg) 。Ⅸ即2,6,3',5'-四羥基二苯乙烯。
Gnetol 是從 Gnetum ula Brongn 的根中分離出來(lái)的酚類(lèi)化合物。Gnetol 有效抑制 COX-1 (IC50 為 0.78 μM) 和 HDAC。Gnetol 是一種有效的酪氨酸酶抑制劑，對(duì)鼠酪氨酸酶的 IC50 為 4.5 μM，可抑制黑色素的生物合成。Gnetol 具有抗氧化，抗增殖，抗癌和保肝活性。Gnetol 還具有濃度依賴性的 α-淀粉酶，α-葡萄糖苷酶和脂肪形成活性。
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COX-1
0.78 μM (IC
50
)
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Tyrosinase
4.5 μM (IC
50
)
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HDAC
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The antiproliferative activities of Gnetol are tested in HCT-116, Hep-G2, MDA-MB-231, and PC-3 cell lines by measuring cell viability after treatment with 4.1 μM, 40.9 μM, 204.7 μM, 409.4 μM, and 1023.6 μM. Gnetol shows concentration-dependent reductions in cell viability in cancer cell lines with greatest activity in colorectal cancer.
Gnetol at 200 μg/mL significantly offers the highest protection of 54.3% against the toxicant. A lower dose of Gnetol (50 μg/mL) also shields the cell line from the toxic effects of CCl4.
The ligand molecule TGF-β and PPARα protein show that Gnetol has the binding affinity of 7.0 and 8.4, respectively.
Male Sprague-Dawley rats were cannulated and dosed either intravenously with Gnetol (10?μg/kg) or orally (100?mg/kg). After oral and intravenous administration, Gnetol is detected in both serum and urine as the parent compound and as a glucuronidated metabolite. The bioavailability of Gnetol is determined to be 6%. Gnetol is rapidly glucuronidated and is excreted in urine and via nonrenal routes.
Pretreatment of Male NIH Swiss mice (20-35 g) with Gnetol (50mg/kg, SC) is able to increase the latency period to response in analgesia models.
2,6,3',5'-四羥基二苯乙烯
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