Unexpected reactivity of cyclometalated iridium(<scp>iii</scp>) dimers. Direct synthesis of a mononuclear luminescent complex

Tu, Jing; Veclani, Daniele; Monti, Filippo; Mazzanti, Andrea; Sambri, Letizia; Armaroli, Nicola; Baschieri, Andrea

doi:10.1039/d3dt02689b

Cited by 2 publications

(1 citation statement)

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“…The excess ligand that dissociates from [Zn(PPTP4c4mSe)Cl] 2 may drive formation of the 2:1 L:Cu(II) complex upon the addition of Cu(OAc) 2 (Figures S6A–D and S7). This facile dissociation may occur due to the dichlorido bridge in [Zn(PPTP4c4mSe)Cl] 2 (Figure B) being readily hydrolyzed, as demonstrated for other complexes of this type. − …”

Section: Resultsmentioning

confidence: 92%

Isosteric Replacement of Sulfur to Selenium in a Thiosemicarbazone: Promotion of Zn(II) Complex Dissociation and Transmetalation to Augment Anticancer Efficacy

Kaya,

Gholam Azad,

Suleymanoglu

et al. 2024

J. Med. Chem.

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We implemented isosteric replacement of sulfur to selenium in a novel thiosemicarbazone (PPTP4c4mT) to create a selenosemicarbazone (PPTP4c4mSe) that demonstrates potentiated anticancer efficacy and selectivity. Their design specifically incorporated cyclohexyl and styryl moieties to sterically inhibit the approach of their Fe(III) complexes to the oxy-myoglobin heme plane. Importantly, in contrast to the Fe(III) complexes of the clinically trialed thiosemicarbazones Triapine, COTI-2, and DpC, the Fe(III) complexes of PPTP4c4mT and PPTP4c4mSe did not induce detrimental oxy-myoglobin oxidation. Furthermore, PPTP4c4mSe demonstrated more potent antiproliferative activity than the homologous thiosemicarbazone, PPTP4c4mT, with their selectivity being superior or similar, respectively, to the clinically trialed thiosemicarbazone, COTI-2. An advantageous property of the selenosemicarbazone Zn(II) complexes relative to their thiosemicarbazone analogues was their greater transmetalation to Cu(II) complexes in lysosomes. This latter effect probably promoted their antiproliferative activity. Both ligands down-regulated multiple key receptors that display inter-receptor cooperation that leads to aggressive and resistant breast cancer.

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Section: Resultsmentioning

confidence: 92%

Isosteric Replacement of Sulfur to Selenium in a Thiosemicarbazone: Promotion of Zn(II) Complex Dissociation and Transmetalation to Augment Anticancer Efficacy

Kaya,

Gholam Azad,

Suleymanoglu

et al. 2024

J. Med. Chem.

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Synthesis, photophysical characterisation, quantum-chemical study and in vitro antiproliferative activity of cyclometalated Ir(iii) complexes based on 3,5-dimethyl-1-phenyl-1H-pyrazole and N,N-donor ligands

Masternak,

Okła,

Kubas

et al. 2024

Dalton Trans.

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Unexpected reactivity of cyclometalated iridium(iii) dimers. Direct synthesis of a mononuclear luminescent complex

Abstract: A new synthetic method has been developed for the preparation of unexpected emissive iridium(III) complexes (A and B), directly obtained from the established [Ir(ppy)2(µ-Cl)]2 dimer, under reaction conditions in which...

Cited by 2 publications

References 63 publications

Isosteric Replacement of Sulfur to Selenium in a Thiosemicarbazone: Promotion of Zn(II) Complex Dissociation and Transmetalation to Augment Anticancer Efficacy

Isosteric Replacement of Sulfur to Selenium in a Thiosemicarbazone: Promotion of Zn(II) Complex Dissociation and Transmetalation to Augment Anticancer Efficacy

Synthesis, photophysical characterisation, quantum-chemical study and in vitro antiproliferative activity of cyclometalated Ir(iii) complexes based on 3,5-dimethyl-1-phenyl-1H-pyrazole and N,N-donor ligands

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