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Synthesis and Evaluation of 99m Tc(CO) 3 Complexes with Ciprofloxacin Dithiocarbamate for Infection Imaging.

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Title: Synthesis and Evaluation of 99m Tc(CO) 3 Complexes with Ciprofloxacin Dithiocarbamate for Infection Imaging.
Authors: Papasavva, Afroditi1 (AUTHOR) papasavvaphro@gmail.com, Pirmettis, Nektarios N.1 (AUTHOR) nnpirmettis@pharm.uoa.gr, Shegani, Antonio1 (AUTHOR) ant.she@hotmail.gr, Papadopoulou, Eleni1 (AUTHOR) el.papadopoulou@gmail.com, Kiritsis, Christos1 (AUTHOR) kiritsis.chr@gmail.com, Georgoutsou-Spyridonos, Maria1 (AUTHOR) maria.georgoutsou.spyridonos@gmail.com, Mastellos, Dimitrios C.1 (AUTHOR) mastellos@rrp.demokritos.gr, Chiotellis, Aristeidis1 (AUTHOR) achiotel@rrp.demokritos.gr, Kyprianidou, Patricia1 (AUTHOR) pkypri@rrp.demokritos.gr, Pelecanou, Maria2 (AUTHOR) pelmar@bio.demokritos.gr, Papadopoulos, Minas1 (AUTHOR) mspap@rrp.demokritos.gr, Pirmettis, Ioannis1 (AUTHOR) ipirme@rrp.demokritos.gr
Source: Pharmaceutics. Sep2024, Vol. 16 Issue 9, p1210. 14p.
Subject Terms: *MAGNETIC resonance imaging, *NUCLEAR medicine, *BACTERIAL diseases, *COMPUTED tomography, *LABORATORY mice, *CIPROFLOXACIN
Abstract: Background: The accurate diagnosis of bacterial infections remains a critical challenge in clinical practice. Traditional imaging modalities like computed tomography (CT) and magnetic resonance imaging (MRI) often fail to distinguish bacterial infections from sterile inflammation. Nuclear medicine, such as technetium-99m (99mTc) radiopharmaceuticals, offers a promising alternative due to its ideal characteristics. Methods: This study explores the development of [2 + 1] mixed-ligand 99mTc-labeled ciprofloxacin dithiocarbamate (Cip-DTC) complexes combined with various phosphine ligands, including triphenylphosphine (PPh3), tris(4-methoxyphenyl)phosphine (TMPP), methyl(diphenyl)phosphine (MePPh2), dimethylphenylphosphine (DMPP), and 1,3,5-triaza-7-phosphaadamantane (ADAP). The characterization of 99mTc-complexes was conducted using rhenium analogs as structural models to ensure similar coordination. Results: Stability studies demonstrated the high integrity (97–98%) of the complexes under various conditions, including cysteine and histidine challenges. Lipophilicity studies indicated that complexes with higher logD7.4 values (1.6–2.7) exhibited enhanced tissue penetration and prolonged circulation. Biodistribution studies in Swiss Albino mice with induced infections and aseptic inflammation revealed distinct patterns. Specifically, the complex fac-[99mTc(CO)3(Cip-DTC)(PPh3)] (2′) showed high infected/normal muscle ratios (4.62 at 120 min), while the complex fac-[99mTc(CO)3(Cip-DTC)(TMPP)] (3′) demonstrated delayed but effective targeting (infected/normal muscle ratio of 3.32 at 120 min). Conclusions: These findings highlight the potential of 99mTc-labeled complexes as effective radiopharmaceuticals for the differential diagnosis of bacterial infections, advancing nuclear medicine diagnostics. Future studies will focus on optimizing molecular weight, lipophilicity, and stability to further enhance the diagnostic specificity and clinical utility of these radiopharmaceuticals. [ABSTRACT FROM AUTHOR]
Copyright of Pharmaceutics is the property of MDPI and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Synthesis and Evaluation of 99m Tc(CO) 3 Complexes with Ciprofloxacin Dithiocarbamate for Infection Imaging.
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  Data: <searchLink fieldCode="AR" term="%22Papasavva%2C+Afroditi%22">Papasavva, Afroditi</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> papasavvaphro@gmail.com</i><br /><searchLink fieldCode="AR" term="%22Pirmettis%2C+Nektarios+N%2E%22">Pirmettis, Nektarios N.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> nnpirmettis@pharm.uoa.gr</i><br /><searchLink fieldCode="AR" term="%22Shegani%2C+Antonio%22">Shegani, Antonio</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> ant.she@hotmail.gr</i><br /><searchLink fieldCode="AR" term="%22Papadopoulou%2C+Eleni%22">Papadopoulou, Eleni</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> el.papadopoulou@gmail.com</i><br /><searchLink fieldCode="AR" term="%22Kiritsis%2C+Christos%22">Kiritsis, Christos</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> kiritsis.chr@gmail.com</i><br /><searchLink fieldCode="AR" term="%22Georgoutsou-Spyridonos%2C+Maria%22">Georgoutsou-Spyridonos, Maria</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> maria.georgoutsou.spyridonos@gmail.com</i><br /><searchLink fieldCode="AR" term="%22Mastellos%2C+Dimitrios+C%2E%22">Mastellos, Dimitrios C.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> mastellos@rrp.demokritos.gr</i><br /><searchLink fieldCode="AR" term="%22Chiotellis%2C+Aristeidis%22">Chiotellis, Aristeidis</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> achiotel@rrp.demokritos.gr</i><br /><searchLink fieldCode="AR" term="%22Kyprianidou%2C+Patricia%22">Kyprianidou, Patricia</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> pkypri@rrp.demokritos.gr</i><br /><searchLink fieldCode="AR" term="%22Pelecanou%2C+Maria%22">Pelecanou, Maria</searchLink><relatesTo>2</relatesTo> (AUTHOR)<i> pelmar@bio.demokritos.gr</i><br /><searchLink fieldCode="AR" term="%22Papadopoulos%2C+Minas%22">Papadopoulos, Minas</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> mspap@rrp.demokritos.gr</i><br /><searchLink fieldCode="AR" term="%22Pirmettis%2C+Ioannis%22">Pirmettis, Ioannis</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> ipirme@rrp.demokritos.gr</i>
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  Data: *<searchLink fieldCode="DE" term="%22MAGNETIC+resonance+imaging%22">MAGNETIC resonance imaging</searchLink><br />*<searchLink fieldCode="DE" term="%22NUCLEAR+medicine%22">NUCLEAR medicine</searchLink><br />*<searchLink fieldCode="DE" term="%22BACTERIAL+diseases%22">BACTERIAL diseases</searchLink><br />*<searchLink fieldCode="DE" term="%22COMPUTED+tomography%22">COMPUTED tomography</searchLink><br />*<searchLink fieldCode="DE" term="%22LABORATORY+mice%22">LABORATORY mice</searchLink><br />*<searchLink fieldCode="DE" term="%22CIPROFLOXACIN%22">CIPROFLOXACIN</searchLink>
– Name: Abstract
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  Data: Background: The accurate diagnosis of bacterial infections remains a critical challenge in clinical practice. Traditional imaging modalities like computed tomography (CT) and magnetic resonance imaging (MRI) often fail to distinguish bacterial infections from sterile inflammation. Nuclear medicine, such as technetium-99m (99mTc) radiopharmaceuticals, offers a promising alternative due to its ideal characteristics. Methods: This study explores the development of [2 + 1] mixed-ligand 99mTc-labeled ciprofloxacin dithiocarbamate (Cip-DTC) complexes combined with various phosphine ligands, including triphenylphosphine (PPh3), tris(4-methoxyphenyl)phosphine (TMPP), methyl(diphenyl)phosphine (MePPh2), dimethylphenylphosphine (DMPP), and 1,3,5-triaza-7-phosphaadamantane (ADAP). The characterization of 99mTc-complexes was conducted using rhenium analogs as structural models to ensure similar coordination. Results: Stability studies demonstrated the high integrity (97–98%) of the complexes under various conditions, including cysteine and histidine challenges. Lipophilicity studies indicated that complexes with higher logD7.4 values (1.6–2.7) exhibited enhanced tissue penetration and prolonged circulation. Biodistribution studies in Swiss Albino mice with induced infections and aseptic inflammation revealed distinct patterns. Specifically, the complex fac-[99mTc(CO)3(Cip-DTC)(PPh3)] (2′) showed high infected/normal muscle ratios (4.62 at 120 min), while the complex fac-[99mTc(CO)3(Cip-DTC)(TMPP)] (3′) demonstrated delayed but effective targeting (infected/normal muscle ratio of 3.32 at 120 min). Conclusions: These findings highlight the potential of 99mTc-labeled complexes as effective radiopharmaceuticals for the differential diagnosis of bacterial infections, advancing nuclear medicine diagnostics. Future studies will focus on optimizing molecular weight, lipophilicity, and stability to further enhance the diagnostic specificity and clinical utility of these radiopharmaceuticals. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of Pharmaceutics is the property of MDPI and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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