4.6 Article

Investigation on Optical and Biological Properties of 2-(4-Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes

期刊

CHEMISTRY-A EUROPEAN JOURNAL
卷 27, 期 63, 页码 15757-15772

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202102737

关键词

cell imaging; cyclometallation; dual emission; platinum; photocytotoxicity

资金

  1. Spanish Ministerio de Ciencia e Innovacion [PID2019-109742GB I00]
  2. European Regional Development Fund
  3. ADER (Gobierno de La Rioja) [2017-I-IDD-00031]
  4. Fundacion Rioja Salud (Gobierno de La Rioja)
  5. Miguel Servet contract [CP15/00198, CP20/00029]
  6. Instituto de Salud Carlos III-FEDER (Fondo Europeo de Desarrollo Regional)
  7. European Social fund (ESF) Investing in your future
  8. Spanish Association Against Cancer (AECC)

向作者/读者索取更多资源

The optical and biological properties of cycloplatinated complexes with bioactive ligands 2-(4-dimethylaminophenyl)benzothiazole were studied. These complexes displayed dual emissions, with warm-white emissions achieved for certain compositions. They showed potential in cancer cell targeting, with one complex exhibiting high selectivity towards non-tumoral cells.
The optical and biological properties of 2-(4-dimethylaminophenyl)benzothiazole cycloplatinated complexes featuring bioactive ligands ([{Pt(Me2N-pbt)(C6F5)}L] [L=Me2N-pbtH 1, p-dpbH (4-(diphenylphosphino)benzoic acid) 2, o-dpbH (2-(diphenylphosphino)benzoic acid) 3), [Pt(Me2N-pbt)(o-dpb)] 4, [{Pt(Me2N-pbt)(C6F5)}(2)(mu-PRnP)] [PR4P=O(CH2CH2OC(O)C6H4PPh2)(2) 5, PR12P=O{(CH2CH2O)(3)C(O)C6H4PPh2}(2) 6] are presented. Complexes 1-6 display (ILCT)-I-1 and metal-perturbed (ILCT)-I-3 dual emissions. The ratio between both bands is excitation dependent, accomplishing warm-white emissions for 2, 5 and 6. The phosphorescent emission is lost in aerated solutions owing to photoinduced electron transfer to O-3(2) and the formation of O-1(2), as confirmed in complexes 2 and 4. They also exhibit photoinduced phosphorescence enhancement in non-degassed DMSO due to local oxidation of DMSO by sensitized O-1(2), which causes a local degassing. Me2N-pbtH and the complexes specifically accumulate in the Golgi apparatus, although only 2, 3 and 6 were active against A549 and HeLa cancer cell lines, 6 being highly selective in respect to nontumoral cells. The potential photodynamic property of these complexes was demonstrated with complex 4.

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