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2种烷基取代吖啶酮磺酰氯紫外荧光衍生剂的合成及其光谱性质

Synthesis and spectral quality of two alkylation acridone sulfochlorides ultraluminescence derivatization agents

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【作者】 常珍珍闫云辉郑惠良杨莹董丽孙祥德

【Author】 CHANG Zhen-zhen1,YAN Yun-hui1,ZHENG Hui-liang2,YANG Ying2,DONG Li1,SUN Xiang-de1(1.Pharmacy College,Xinxiang Medical College,Xinxiang 453003,Henan Province,China;2.Medical Experiment Center,Zhengzhou University,Zhengzhou 450052,Henan Province,China)

【机构】 新乡医学院药学院郑州大学医学实验中心

【摘要】 目的以吖啶酮为原料,合成N-甲基吖啶酮-3-磺酰氯(MASC)和N-乙基吖啶酮-3-磺酰氯(EASC)2种新型紫外荧光衍生剂。方法经N位上烷基化修饰和氯磺化合成MASC和EASC,用紫外、核磁共振、质谱等技术对其进行结构表征,并将MASC、EASC与衍生剂丹磺酰氯(DNS-Cl)的紫外吸收及荧光强度相比较。结果通过紫外、核磁共振、质谱等技术证明了二者即为目标化合物,EASC、MASC与DNS-Cl的摩尔吸光系数之比分别为UVEASC-257 nm/UVDNS-Cl-323 nm=7.57、UVMASC-257 nm/UVDNA-Cl-323 nm=7.75,荧光量子效率之比分别为Φf(EASC)/Φf(DNS-Cl)=4.70、Φf(EASC)/Φf(DNS-Cl)=5.42,与二乙胺衍生的衍生物荧光强度之比分别为If(EASC)/If(DNS-Cl)=97.82、If(MASC)/If(DNS-Cl)=103.38。结论EASC和MASC有较强的紫外吸收与荧光强度,有望用于含氨基类化合物的痕量测定。

【Abstract】 Objective To synthesize two novel ultraluminescence derivatization agents which include N-methyl acridone-3-sulfonyl chloride(MASC) and N-ethyl acridone-3-sulfonyl chloride(EASC) taking acridone as raw materials.Methods EASC and MASC were synthesized by the reaction of alkylation on N position and chlorosulfonation with chlorosulfonic acid.The structures of compouds were characterized by UV-Vis,nuclear magnetic resonance(NMR)and mass spectrum(MS)techniques.Then ultraviolet absorption and fluorescence intensity of MASC and EASC were compared with danayl chloride(DNS-Cl).Results The target compouds were characterized by UV-Vis,NMR and MS techniques.Ratios of molar absorptivity were UVEASC-257 nm/UVDNS-Cl-323 nm=7.57,UVMASC-257 nm/UVDNA-Cl-323 nm=7.75.Ratios of fluorescence quantum yield were Φf(EASC)/Φf(DNS-Cl)=4.70,Φf(EASC)/Φf(DNS-Cl)=5.42;ratios of fluorescence intensity of diethylamine derivatives were If(EASC)/If(DNS-Cl)=97.82,If(MASC)/If(DNS-Cl)=103.38(at the same derivative condition).Conclusion EASC and MASC have high UV absorptivity and fluourscence intensity,and they can be used to the trace determinate of amine-compouds.

【基金】 河南省重点科技攻关计划项目(编号:122102310091);新乡医学院省级重点学科开放课题
  • 【文献出处】 新乡医学院学报 ,Journal of Xinxiang Medical College , 编辑部邮箱 ,2012年07期
  • 【分类号】R914
  • 【下载频次】88
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