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Thiomaltol, a potential S,O-coordinating molecule, has been utilized for the complexation of four different organometallic fragments, yielding the desired Ru , Os , Rh , and Ir complexes having a "piano-stool" configuration. In addition to the synthesis of these compounds with a chlorido leaving group, the analogous 1-methylimidazole derivatives have been prepared, giving rise to thiomaltol-based organometallics with enhanced stability under physiological conditions. The organometallic compounds have been characterized by NMR spectroscopy, elemental analysis, and X-ray diffraction analysis. Their behavior in aqueous solution and their interactions with certain amino acids have been studied by ESI mass spectrometry. Their pH-dependent stability has been investigated by H NMR in aqueous solution, and their cytotoxicity against three different cancer cell lines has been investigated. Furthermore, their capacity as topoisomerase IIα inhibitors as well as their effect on the cell cycle distribution and reactive oxygen species (ROS) generation have been elucidated.

In this study, novel water-soluble corrole amino acid conjugates were synthesized and characterized. The coupling reaction of A 2 B-and A 3 -corroles with glycine ethyl ester and taurine under strong basic conditions proved to be successful and yielded di-and trifunctionalized corrole amino acid conjugates in good yields. The subsequent metalation of the corrole/amino acid conjugates broadens the scope for applications considerably. As examples, we herein show the catalytic activity of the Mn(III) A 3 -corrole towards O 2 evolution. First we employed tert-butyl hydroperoxide (t-BuOOH) as oxidant to obtain the Mn(V)oxo species and tetrabutyl ammonium hydroxide (TBAH) as hydroxide donor agent. Furthermore, the binding properties of the non-metalated and the Mn(III) A 3 -corrole/amino sulfonic acid conjugates and transport of proteins were investigated and the conjugates exhibited binding to human serum albumin (HSA). Finally, a novel Ga(III) A 3 -corrole/amino sulfonic acid derivative was synthesized and we briefly describe the photophysical properties of this compound.Synthesis of 10-(4-bromophenyl)-5,15-bis[4-(1-propylamino)-2,3,5,6tetrafluorophenyl]corrole (2a)Compound 1 (0.039 g, 0.050 mmol) was dissolved in 1 ml DMSO and 0.1 ml n-propylamine was added. The reaction mixture was stirred for 6 h at 100 C and the product was extracted with 25 ml chloroform and 25 ml water. The aqueous phase was M. Schmidlehner et al.wileyonlinelibrary.com/journal/aoc 5,10,15-Tris(pentafluorophenyl)corrole (3) (0.035 g, 0.0439 mmol) was dissolved in 1.5 ml DMSO, and 0.043 g (0.345 mmol) taurine and 0.008 g (0.345 mmol) sodium hydride (60% in oil) were added and the solution was stirred for 5.5 h at 100 C. After addition and removal of 2 ml water, silica gel chromatography was performed Water-soluble corrole/amino acid conjugates

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