Mitochondrial‐DNA‐Targeted IrIII‐Containing Metallohelices with Tunable Photodynamic Therapy Efficacy in Cancer Cells

Li Xuezhao; Wu Jinguo; Wang Lei; He Cheng; Chen Liyong; Jiao Yang; Duan Chunying

摘要

Abstract > The development of DNA‐targeted photodynamic therapy (PDT) agents for cancer treatment has drawn substantial attention. Herein, the design and synthesis of dinuclear Ir III ‐containing luminescent metallohelices with tunable PDT efficacy that target mitochondrial DNA in cancer cells are reported. The metallohelices are fabricated using dynamic imine‐coupling chemistry between aldehyde end‐capped fac‐Ir(ppy) <sub>3</sub> handles and linear alkanediamine spacers, followed by reduction of the imine linkages. The length and odd–even character of the diamine alkyl linker determined the stereochemistry (helicates vs. mesocates). Compared to the helicates, the mesocates exhibit improved apoptosis‐induction upon white‐light irradiation. Molecular docking studies indicate that the mesocate with a proper length of diamine spacers shows stronger affinity for the minor groove of DNA. This study highlights the potential of DNA‐targeting Ir III ‐containing metallohelices as PDT agents. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译：</span><Abstract Type =“Main”XML：Lang =“en”> <标题类型=“main”>抽象</ title> > 用于癌症治疗的DNA靶向光动力治疗（PDT）药物的发展具有大量关注。在此，DiTuclear IR的设计和合成 iii </ sup> - 统一的发光金属噬菌体，具有可调谐的PDT疗效，据报道靶线粒体DNA在癌细胞中靶向。使用醛结束的FAC-IR（PPY）之间的动态亚胺偶联化学制造金属角。 <sub> 3 </ sub> 手柄和线性链烷基胺间隔物，然后减少亚胺键。二胺烷基接头的长度和奇数均匀特征确定了立体化学（螺旋酸盐与中皮）。与螺旋物相比，Mesocates在白光照射时表现出改善的凋亡诱导。分子对接研究表明，具有适当长度的二胺间隔物的介质对DNA的次凹槽表示较强的亲和力。本研究突出了DNA靶向IR的潜力 iii </ sup> - 统一的金属角作为PDT剂。 </ p> </摘要> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-19011/'>《Angewandte Chemie》</a> <b style="margin: 0 2px;">|</b><span>2020年第16期</span><b style="margin: 0 2px;">|</b><span>共8页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Li Xuezhao&option=202" target="_blank" rel="nofollow">Li Xuezhao;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Wu Jinguo&option=202" target="_blank" rel="nofollow">Wu Jinguo;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Wang Lei&option=202" target="_blank" rel="nofollow">Wang Lei;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=He Cheng&option=202" target="_blank" rel="nofollow">He Cheng;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Chen Liyong&option=202" target="_blank" rel="nofollow">Chen Liyong;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Jiao Yang&option=202" target="_blank" rel="nofollow">Jiao Yang;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Duan Chunying&option=202" target="_blank" rel="nofollow">Duan Chunying;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>State Key Laboratory of Fine ChemicalsDalian University of TechnologyDalian 116012 China;</p> <p>State Key Laboratory of Fine ChemicalsDalian University of TechnologyDalian 116012 China;</p> <p>Department of PharmacyDalian University of TechnologyDalian 116012 China;</p> <p>State Key Laboratory of Fine ChemicalsDalian University of TechnologyDalian 116012 China;</p> <p>State Key Laboratory of Fine ChemicalsDalian University of TechnologyDalian 116012 China;</p> <p>State Key Laboratory of Fine ChemicalsDalian University of TechnologyDalian 116012 China;</p> <p>State Key Laboratory of Fine ChemicalsDalian University of TechnologyDalian 116012 China;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/1188.html" title="应用化学">应用化学;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=cancer&option=203" rel="nofollow">cancer;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=DNA recognition&option=203" rel="nofollow">DNA recognition;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=helical structures&option=203" rel="nofollow">helical structures;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=IrIII complex&option=203" rel="nofollow">IrIII complex;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=photodynamic therapy&option=203" rel="nofollow">photodynamic therapy;</a> </p> <div class="translation"> 机译：癌症;DNA识别;螺旋结构;IRIII复合物;光动力疗法; </div> </li> </ul> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 class="all_title" id="enpatent66">相似文献</h3> <div class="similaritytab clearfix"> <ul> <li class="active" >外文文献</li> <li >中文文献</li> <li >专利</li> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a 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<b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=陆玥达&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 陆玥达</a> <span> . 2021</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/061204505547.html">一种兼具肺癌靶向及增强光动力治疗效果的介孔过氧化钛纳米药物组合物及其制备方法</a> <b>[P]</b> . <span> 中国专利： CN109602917B </span> <span> . 2021.07.02</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/061204685623.html">一种靶向增强肿瘤光动力治疗效果的氟化纳米复合物及其制备和应用</a> <b>[P]</b> . <span> 中国专利： CN112675306B </span> <span> . 2021.09.28</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130437900502.html">Selective nuclear receptor-targeted systems for delivery of cytotoxins to cancer cells for targeted photodynamic therapy</a> <b>[P]</b> . <span> 外国专利：  US7038041B2 </span> <span> . 2006-05-02</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：将细胞毒素递送至癌细胞以进行靶向光动力疗法的选择性核受体靶向系统 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130442642699.html">Selective nuclear receptor-targeted systems for delivery of cytotoxins to cancer cells for targeted photodynamic therapy</a> <b>[P]</b> . <span> 外国专利：  US2003220313A1 </span> <span> . 2003-11-27</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：将细胞毒素递送至癌细胞以进行靶向光动力疗法的选择性核受体靶向系统 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130448591089.html">SELECTIVE NUCLEAR RECEPTOR-TARGETED SYSTEMS FOR DELIVERY OF CYTOTOXINS TO CANCER CELLS FOR TARGETED PHOTODYNAMIC THERAPY</a> <b>[P]</b> . <span> 外国专利：  WO0178606A1 </span> <span> . 2001-10-25</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：选择性核受体靶向系统，可将细胞毒素递送至靶向细胞，进行靶向光动力疗法 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" id="enpatent55">相关主题</h3> <ul id="subject"> </ul> </div> </div> </div> </div> <div class="right rightcon"> <div class="details_img cardcommon clearfix" style="margin-bottom: 10px;display:none;" > </div> </div> </div> <div id="thesis_get_original1" class="downloadBth" style="bottom: 19px;z-index: 999;" onclick="ywcd('0704028161374','4',7,2,1,'',this,24)" class="delivery" prompt="010401" title="通过人工服务将文献原文发送至邮箱" >获取原文</div> <div class="journalsub-pop-up" style="display: none"> <div class="journal-sub"> <h2>期刊订阅</h2> <img src="https://cdn.zhangqiaokeyan.com/img/loginclose.png" alt="关闭" onclick="$('.journalsub-pop-up').hide()"> <p 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