Chiral resolution and absolute configuration determination of new metal-based photodynamic therapy antitumor agents.
Chiral resolution and absolute configuration determination of new metal-based photodynamic therapy antitumor agents.
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DOI：
10.1016/j.jpba.2021.114233
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发表时间：
2021-09-10
影响因子：
3.4
通讯作者：
Nafie J
中科院分区：
文献类型：
--
作者：
Armstrong DW;Yu J;Cole HD;McFarland SA;Nafie J
20世纪60年代晚期，顺铂作为抗癌药物的出现引起了人们对过渡金属配合物作为癌症治疗药物的极大兴趣。尽管这一领域的研究得到了加强，但尚未有任何非铂基过渡金属复合物抗癌药物获得美国食品和药物管理局（FDA）的批准。最近，Ru（II）金属有机二偶体（TLD1433）作为光动力治疗（PDT）药物治疗某些类型的癌症提供了有希望的结果。这种特别有效的PDT化合物具有一个附着在咪唑吩啉配体上的低硫噻吩链，该配体与Ru（II）螯合。整个配合物是手性的，以外消旋体的形式合成。合成了5种手性Ru（II）和Os(II) PDT试剂，并首次分离了它们的对映体。这些化合物的对映体不易结晶。然而，制备LC提供了足够数量的这些新型PDT试剂，通过振动圆二色性（VCD）来确定它们的绝对构型。对合成、分离和绝对构型的测定进行了详细的描述和讨论。
The advent of cisplatin as a cancer drug in the late 1960s generated considerable interest in the use of transition metal complexes as cancer therapy agents. Despite enhanced research in this area, there has yet to be any non-platinum-based transition metal complex cancer drugs approved by the Food and Drug Administration (FDA). Recently a Ru(II) metal-organic dyad (TLD1433) has provided promising results as a photodynamic therapy (PDT) agent for some types of cancer. This particularly effective PDT compound has an oligothiophene chain appended to an imidazophenanthroline ligand which chelates Ru(II). The entire complex is chiral and is synthesized as a racemate. Five such chiral Ru(II) and Os(II) PDT agents were synthesized and their enantiomers separated for the first time. The enantiomers of these compounds are not easily crystalized. However, preparative LC provided sufficient amounts of these novel PDT agents to determine their absolute configurations by vibrational circular dichroism (VCD). The synthesis, separation and absolute configuration determinations are described and discussed in detail.
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影响因子：
3.3
作者：
Roque, John, III;Havrylyuk, Dmytro;McFarland, Sherri A.
通讯作者：
McFarland, Sherri A.
影响因子：
56.9
作者：
ARMSTRONG, DW;WARD, TJ;BEESLEY, TE
通讯作者：
BEESLEY, TE
影响因子：
4.6
作者：
Chamayou, Anne-Christine;Luedeke, Steffen;Janiak, Christoph
通讯作者：
Janiak, Christoph
影响因子：
7.4
作者：
ARMSTRONG, DW;DEMOND, W;CZECH, BP
通讯作者：
CZECH, BP
影响因子：
4.6
作者：
Lassen, Peter R.;Guy, Laure;Nafie, Laurence A.
通讯作者：
Nafie, Laurence A.