4-(苯并[D]噻唑-2-基)-2-甲氧基苯酚性質(zhì)、用途與生產(chǎn)工藝
YL-109是新型的抗腫瘤試劑，在體內(nèi)外可抑制乳腺癌細胞的生長和侵襲。
YL-109 (0.001-10 μM; 96 h or 24 h) inhibits cell proliferation, motility, and invasiveness in breast cancer cells.
YL-109 (1 μM) increases both CHIP mRNA and protein levels in MDA-MB-231 cells.
Cell Proliferation Assay
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Cell Line:
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MCF-7 and MDA-MB-231 cells
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Concentration:
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0.001, 0.01, 0.1, 1, 10 μM
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Incubation Time:
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96 hours
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Result:
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Strongly inhibited cell proliferation of MCF-7 and MDA-MB-231 cells in a dose-dependent manner (IC
50
=85.8 nM and 4.02 μM, respectively).
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YL-109 (15 mg/kg; s.c. for every 2 d) inhibits both tumor growth and cancer metastasis of breast cancer cells in vivo.
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Animal Model:
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BALB/cAjcl-nu/nu female mice (4-5 weeks) inoculated with MCF-7 or MDA-MB-231 cells
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Dosage:
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15 mg/kg
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Administration:
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S.c. every 2 days for 63 days
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Result:
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Suppressed tumor growth in mice injected with MCF-7 and MDA-MB-231 cells.
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生產(chǎn)方法
以香蘭素和2-氨基苯硫酚為原料合成2-(4-羥基-3-甲氧基苯基)苯并噻唑的一般步驟：在催化反應中，將香蘭素（3mmol）、2-氨基苯硫酚（3mmol）和CdS納米球（5mg）的混合物置于100mL雙壁石英燒瓶中，該燒瓶配備有水入口和出口以維持反應溫度在室溫。反應在甲醇（20mL）中進行，并在攪拌條件下將反應混合物暴露于可見光下照射指定時間（參見表3）。反應進程通過薄層色譜（TLC）和氣相色譜（GC）監(jiān)測。反應完成后，通過旋轉(zhuǎn)蒸發(fā)去除甲醇，將殘余物溶解于二氯甲烷中。通過離心分離催化劑與反應混合物。隨后，蒸發(fā)二氯甲烷至干，產(chǎn)物通過硅膠G60柱色譜法進行純化。
參考文獻：
[1] Chemistry Letters, 2004, vol. 33, # 3, p. 274 - 275
[2] Tetrahedron Letters, 2013, vol. 54, # 9, p. 1090 - 1096
[3] Heterocycles, 2007, vol. 71, # 8, p. 1837 - 1842
[4] Research on Chemical Intermediates, 2015, vol. 41, # 10, p. 7509 - 7516
[5] Journal of Heterocyclic Chemistry, 2009, vol. 46, # 1, p. 91 - 95
4-(苯并[D]噻唑-2-基)-2-甲氧基苯酚
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