Tricarbonyl 99mTc(i) and Re(i)-thiosemicarbazone complexes: synthesis, characterization and biological evaluation for targeting bacterial infection

Dipak Kumar Nayak; Rinku Baishya; Ramalingam Natarajan; Tuhinadri Sen; Mita Chatterjee Debnath

doi:10.1039/c5dt02264a

Tricarbonyl ^99mTc(i) and Re(i)-thiosemicarbazone complexes: synthesis, characterization and biological evaluation for targeting bacterial infection

Dipak Kumar Nayak, Rinku Baishya, Ramalingam Natarajan, Tuhinadri Sen, Mita Chatterjee Debnath

Research output: Contribution to journal › Article › peer-review

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Abstract

Methyl, ethyl and phenyl nitrofuryl thiosemicarbazone ligands (1, 2 and 3 respectively) were radiolabeled with freshly prepared aqueous solution of a fac[^99mTc(CO)₃(H₂O)₃]⁺ precursor. The radiochemical yield was around 98% as determined by thin layer chromatography and HPLC. The complexes exhibited substantial stability. The corresponding Re(i) complexes were prepared from a Re(CO)₅Br precursor to understand the coordination behavior of the ligands against a tricarbonyl rhenium(i) precursor. The rhenium(i) complexes were characterized by means of IR, NMR and mass spectroscopic studies as well as by X-ray crystallography, and correlated with the technetium complexes by means of HPLC studies. Electrochemical reduction of monomeric Re(CO)₃-complexes of nitrofuryl ethyl thiosemicarbazone was also studied using cyclic voltammetry. Biodistribution studies of ^99mTc(CO)₃-labeled thiosemicarbazones in rats intramuscularly infected with S. aureus exhibited substantial in vivo stability of the complex and moderate accumulation at the site of focal infection.

Original language	English
Pages (from-to)	16136-16148
Number of pages	13
Journal	Dalton Transactions
Volume	44
Issue number	36
DOIs	https://doi.org/10.1039/c5dt02264a
State	Published - 4 Aug 2015
Externally published	Yes

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Inorganic Chemistry

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title = "Tricarbonyl 99mTc(i) and Re(i)-thiosemicarbazone complexes: synthesis, characterization and biological evaluation for targeting bacterial infection",

abstract = "Methyl, ethyl and phenyl nitrofuryl thiosemicarbazone ligands (1, 2 and 3 respectively) were radiolabeled with freshly prepared aqueous solution of a fac[99mTc(CO)3(H2O)3]+ precursor. The radiochemical yield was around 98% as determined by thin layer chromatography and HPLC. The complexes exhibited substantial stability. The corresponding Re(i) complexes were prepared from a Re(CO)5Br precursor to understand the coordination behavior of the ligands against a tricarbonyl rhenium(i) precursor. The rhenium(i) complexes were characterized by means of IR, NMR and mass spectroscopic studies as well as by X-ray crystallography, and correlated with the technetium complexes by means of HPLC studies. Electrochemical reduction of monomeric Re(CO)3-complexes of nitrofuryl ethyl thiosemicarbazone was also studied using cyclic voltammetry. Biodistribution studies of 99mTc(CO)3-labeled thiosemicarbazones in rats intramuscularly infected with S. aureus exhibited substantial in vivo stability of the complex and moderate accumulation at the site of focal infection.",

author = "Nayak, {Dipak Kumar} and Rinku Baishya and Ramalingam Natarajan and Tuhinadri Sen and Debnath, {Mita Chatterjee}",

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T1 - Tricarbonyl 99mTc(i) and Re(i)-thiosemicarbazone complexes

T2 - synthesis, characterization and biological evaluation for targeting bacterial infection

AU - Nayak, Dipak Kumar

AU - Baishya, Rinku

AU - Natarajan, Ramalingam

AU - Sen, Tuhinadri

AU - Debnath, Mita Chatterjee

PY - 2015/8/4

Y1 - 2015/8/4

N2 - Methyl, ethyl and phenyl nitrofuryl thiosemicarbazone ligands (1, 2 and 3 respectively) were radiolabeled with freshly prepared aqueous solution of a fac[99mTc(CO)3(H2O)3]+ precursor. The radiochemical yield was around 98% as determined by thin layer chromatography and HPLC. The complexes exhibited substantial stability. The corresponding Re(i) complexes were prepared from a Re(CO)5Br precursor to understand the coordination behavior of the ligands against a tricarbonyl rhenium(i) precursor. The rhenium(i) complexes were characterized by means of IR, NMR and mass spectroscopic studies as well as by X-ray crystallography, and correlated with the technetium complexes by means of HPLC studies. Electrochemical reduction of monomeric Re(CO)3-complexes of nitrofuryl ethyl thiosemicarbazone was also studied using cyclic voltammetry. Biodistribution studies of 99mTc(CO)3-labeled thiosemicarbazones in rats intramuscularly infected with S. aureus exhibited substantial in vivo stability of the complex and moderate accumulation at the site of focal infection.

AB - Methyl, ethyl and phenyl nitrofuryl thiosemicarbazone ligands (1, 2 and 3 respectively) were radiolabeled with freshly prepared aqueous solution of a fac[99mTc(CO)3(H2O)3]+ precursor. The radiochemical yield was around 98% as determined by thin layer chromatography and HPLC. The complexes exhibited substantial stability. The corresponding Re(i) complexes were prepared from a Re(CO)5Br precursor to understand the coordination behavior of the ligands against a tricarbonyl rhenium(i) precursor. The rhenium(i) complexes were characterized by means of IR, NMR and mass spectroscopic studies as well as by X-ray crystallography, and correlated with the technetium complexes by means of HPLC studies. Electrochemical reduction of monomeric Re(CO)3-complexes of nitrofuryl ethyl thiosemicarbazone was also studied using cyclic voltammetry. Biodistribution studies of 99mTc(CO)3-labeled thiosemicarbazones in rats intramuscularly infected with S. aureus exhibited substantial in vivo stability of the complex and moderate accumulation at the site of focal infection.

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SN - 1477-9226

VL - 44

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JO - Dalton Transactions

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ER -

Tricarbonyl ^99mTc(i) and Re(i)-thiosemicarbazone complexes: synthesis, characterization and biological evaluation for targeting bacterial infection

Abstract

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