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New Ru(ii) complex for dual photochemotherapy: release of cathepsin K inhibitor and 1O2 production.

ABSTRACT: A new complex, [Ru(tpy)(dppn)(Cbz-Leu-NHCH2CN)]2+ (1, tpy = 2,2':6',2''-terpyridine, dppn = benzo[i]dipyrido[3,2-a:2',3'-c]phenazine) was synthesized and its photochemical properties were investigated. This complex undergoes photorelease of the Cbz-Leu-NHCH2CN ligand, a known cathepsin K inhibitor, with a quantum yield, ?450, of 0.0012(4) in water (?irr = 450 nm). In addition, 1 sensitizes the production of singlet oxygen upon visible light irradiation with quantum yield, ??, of 0.64(3) in CH3OH. The photophysical properties of 1 were compared with those of [Ru(tpy)(bpy)(Cbz-Leu-NHCH2CN)]2+ (2, bpy = 2,2'-bipyridine), [Ru(tpy)(dppn)(CH3CN)]2+ (3), and [Ru(tpy)(bpy)(CH3CN)]2+ (4) to evaluate the effect of the release of the Cbz-Leu-NHCH2CN inhibitor relative to the CH3CN ligand, as well as the role of dppn as the bidentate ligand for 1O2 production instead of bpy. Nanosecond transient absorption spectroscopy confirms the formation of the long-lived dppn-centered 3??* state in 1 and 3 with a maximum at ?540 nm and ? ?20 ?s in deaerated acetonitrile. Complexes 1 and 3 are able to cause photoinduced damage to DNA (?irr ? 395 nm), whereas 2 and 4 do not photocleave DNA under similar experimental conditions. These results suggest that 1 is a promising agent for dual activity, both releasing a drug and producing singlet oxygen, and is poised to exhibit enhanced biological activity in phototochemotherapy upon irradiation with visible light.

SUBMITTER: Rohrabaugh TN

PROVIDER: S-EPMC6115277 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature

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New Ru(ii) complex for dual photochemotherapy: release of cathepsin K inhibitor and <sup>1</sup>O<sub>2</sub> production.

Rohrabaugh Thomas N TN Collins Kelsey A KA Xue Congcong C White Jessica K JK Kodanko Jeremy J JJ Turro Claudia C

Dalton transactions (Cambridge, England : 2003) 20180801 34

A new complex, [Ru(tpy)(dppn)(Cbz-Leu-NHCH2CN)]2+ (1, tpy = 2,2':6',2''-terpyridine, dppn = benzo[i]dipyrido[3,2-a:2',3'-c]phenazine) was synthesized and its photochemical properties were investigated. This complex undergoes photorelease of the Cbz-Leu-NHCH2CN ligand, a known cathepsin K inhibitor, with a quantum yield, Φ450, of 0.0012(4) in water (λirr = 450 nm). In addition, 1 sensitizes the production of singlet oxygen upon visible light irradiation with quantum yield, ΦΔ, of 0.64(3) in CH3OH ...[more]

PMID: 29741184

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Project description:Homogenous electrochemical sensing using unmodified electrodes remove electrode fabrication challenges and prove effective for detecting sensitive bio-analytes without chances of surface degradation. This work envisages design and optimization of a ruthenium(ii) half-sandwich complex as supradecorated homogeneous electrochemical sensor for simultaneous detection of rifampicin (RIF) and isoniazid (INH) as first-line anti-tuberculosis drugs in aqueous environments. The electrochemical profile of GCE/ruthenium(ii) half-sandwich complex sensor was analyzed using cyclic voltammetry, differential pulse voltammetry and electrochemical impedance spectroscopy (EIS). The results indicate significant electrochemical parameters corroborating enhanced sensing propensity of GCE/ruthenium(ii) half-sandwich complex over bare GCE for simultaneous estimation of RIF and INH binary mixture. The RIF and INZ analytical figure of merit has been corroborated with their relative supra interactional propensity. Supra interactional propensity has also been predicted to be the plausible mechanism of RIF and INZ electrochemical sensing. Under optimized conditions GCE/ruthenium(ii) half-sandwich complex sensor depicted INH detection limits of 1.2 μM, and RIF detection limit of 32 nM. The comparative study of RIF and INZ analytes individually depicted high sensitivity of 24.57 μA μM-1 cm-2 and 1.69 μA μM-1 cm-2 under a linear response in the range of 0.29-3.72 μM and 4.9-82.22 μM for RIF and INH respectively. The analytical figure of merit of homogenous sensor has been compared to other GCE modified electrodes for RIF and INZ analytes. A significant antibiotic contaminant recovery of RIF and INZ drugs in pharmaceutical formulations, municipal water supplies and Dal lake water under spiked as well as unspiked conditions was observed portraying real time sensing application propensity. The homogenous GCE/ruthenium(ii) half-sandwich complex expresses excellent stability and reproducibility. The GCE/ruthenium(ii) half-sandwich complex in the presence of potential redox active biological interfering agents confirmed selectivity towards RIF and INZ analytes.

Dataset Information

New Ru(ii) complex for dual photochemotherapy: release of cathepsin K inhibitor and 1O2 production.

Publications

New Ru(ii) complex for dual photochemotherapy: release of cathepsin K inhibitor and <sup>1</sup>O<sub>2</sub> production.

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