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Investigation on Optical and Biological Properties of 2‐(4‐Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes
Author(s) -
Lara Rebeca,
Millán Gonzalo,
Moreno M. Teresa,
Lalinde Elena,
AlfaroArnedo Elvira,
López Icíar P.,
Larráyoz Ignacio M.,
Pichel José G.
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202102737
Subject(s) - benzothiazole , chemistry , combinatorial chemistry , nanotechnology , materials science , organic chemistry
The optical and biological properties of 2‐(4‐dimethylaminophenyl)benzothiazole cycloplatinated complexes featuring bioactive ligands ([{Pt(Me 2 N‐pbt)(C 6 F 5 )}L] [L=Me 2 N‐pbtH 1 , p ‐dpbH (4‐(diphenylphosphino)benzoic acid) 2 , o ‐dpbH (2‐(diphenylphosphino)benzoic acid) 3 ), [Pt(Me 2 N‐pbt)( o ‐dpb)] 4 , [{Pt(Me 2 N‐pbt)(C 6 F 5 )} 2 (μ‐PR n P)] [PR 4 P=O(CH 2 CH 2 OC(O)C 6 H 4 PPh 2 ) 2 5 , PR 12 P=O{(CH 2 CH 2 O) 3 C(O)C 6 H 4 PPh 2 } 2 6 ] are presented. Complexes 1 – 6 display 1 ILCT and metal‐perturbed 3 ILCT 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 3 O 2 and the formation of 1 O 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 1 O 2 , which causes a local degassing. Me 2 N‐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 .