Synthesis, radioiodination and biological evaluation of a novel phthalimide derivative

Motaleb, M. A.; Abdel-Ghaney, I. Y.; Abdel‐Bary, Hamed M.; Shamsel-Din, Hesham A.

doi:10.1007/s10967-015-4140-3

Cited by 15 publications

(2 citation statements)

References 63 publications

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“…At Low OLZ amount (25 lg) the radiochemical yield was small to 87.5 ± 3.76% due to the OLZ amount being insufficient to react with the reduced 99m Tc species forming 99m Tc-OLZ complex. Therefore, the remaining reduced form of technetium-99m was converted to colloid (R-H 99m TcO 2 ) (8.4 ± 0.2%) (Motaleb, Abdel-Ghaney, et al 2016). By increasing the OLZ amount to 150 lg, the radiochemical yield was maximized to become 96.30 ± 1.09% which was significantly higher than other yields (p ˂ .001).…”

Section: Resultsmentioning

confidence: 96%

Brain-targeting by optimized ^99mTc-olanzapine: in vivo and in silico studies

Ibrahim

Shamsel-Din

Hussein

et al. 2020

International Journal of Radiation Biology

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Purpose: Olanzapine (OLZ) is an atypical antipsychotic agent that is characterized by low brain porousness. The present work aimed to develop radiolabeled olanzapine (OLZ) without colloidal impurities and evaluate its biodistribution following intravenous (I.V.) and intranasal (I.N.) administration as a potential agent for brain diagnosis. Materials and methods: OLZ was radiolabeled with technetium-99m by using sodium dithionite as the reducing agent. Biodistribution of 99m Tc-OLZ complex in mice following I.V. and I.N. administrations was examined. Furthermore, a molecular docking study was performed. Results: Sodium dithionite labeling procedure resulted in highest radiochemical yield (96.30 ± 0.09%) and in vitro stability in serum up to 8 h. Biodistribution study of 99m Tc-OLZ complex showed high brain uptake following I.N. (6.2 ± 0.12% ID/g) and I.V. (5.5 ± 0.09% ID/g) at 0.5 and 1 h post administration (P.I.), respectively. Docking into two brain targets predicts higher affinity of 99m Tc-OLZ than free OLZ. Additionally, docking to P-glycoproteins shows less affinity for the radiolabelled OLZ and hence it is expected to be associated with better brain exposure than free OLZ. Conclusion: These chemical and preliminary biological merits strongly suggest that the 99m Tc-OLZ complex with new reducing agent could be used as a potential diagnostic agent for brain.

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Section: Resultsmentioning

confidence: 96%

Brain-targeting by optimized ^99mTc-olanzapine: in vivo and in silico studies

Ibrahim

Shamsel-Din

Hussein

et al. 2020

International Journal of Radiation Biology

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“…Synthesized derivatives of PhI used in medicinal chemistry have been found to have a wide range of biological activities, including antitumor, anti-inflammatory, and antimicrobial properties [1]. PhI derivatives are also used to interact with liver receptors that are involved in the regulation of cholesterol, lipid and glucose metabolism [2].…”

Section: Introductionmentioning

confidence: 99%

Microwave spectrum and the gas phase structure of phthalimide

Pejlovas

Lin

Oncer

et al. 2015

Journal of Molecular Spectroscopy

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a b s t r a c tThe microwave spectrum of phthalimide (PhI) was measured in the 4.8-9.5 GHz range using a FlygareBalle type, pulsed-beam Fourier transform microwave spectrometer. Rotational transitions were measured for the parent and all unique single 13 C substituted isotopologues. The rotational (MHz), centrifugal distortion (kHz), and quadrupole coupling constants (MHz) were determined for the parent to be A = 1745.6655(10), B = 1199.3309(6), C = 711.0864 (3), D J = 0.012 (7), D JK = À0.05(9), 1.5v aa = 2.719(11), and 0.25(v bb À v cc ) = 1.236(3). Using the measured rotational constants of the isotopologues, a nonlinear least squares fit was performed to obtain the best fit gas phase structure. The inertial defect is D = À0.175 amu Å 2 , indicating a planar structure for PhI.Calculations using B3LYP/aug-cc-pVQZ provided rotational constants which are much closer to the experimental values compared to the MP2/6-311++G ** calculated values.

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A novel ^99mTc‐diester complex as tumor targeting agent: Synthesis, radiolabeling, and biological distribution study

Shamsel-Din

Gizawy

Zaki

et al. 2020

Labelled Comp Radiopharmac

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The target of this study is the synthesis of a new diester derivative and radiolabeling with one of the most effective diagnostic radioisotopes to be investigated as a novel targeting radiotracer for tumor imaging. 10‐[2‐(9‐Carboxynonanoyloxy)propoxy]‐10‐oxodecanoic acid was synthesized in excellent yield and characterized by Fourier‐transform infrared spectroscopy, mass, 1H‐NMR, and 13C‐NMR spectra. The diester was technetium‐99m (99mTc) radiolabeled by direct technique using sodium dithionite as a reducing agent. The labeling parameters such as diester amount, reducing agent amount, pH of the medium, and reaction time were optimized. High radiochemical yield of 95.10 ± 0.41% and in vitro stability in serum up to 12 h have been obtained on complexation of the synthesized diester with Tc‐99m. Evaluation of the diester anticancer activity against breast cancer cell line (MCF‐7) showed high percent of inhibition about 61.5% at 100 μg/ml. The rhenium complex of the diester was synthesized and characterized by liquid chromatography–mass spectrometry (ESI) and elemental analysis depending on the strong chemical resemblance between Tc and Re. Biodistribution studies of 99mTc‐diester complex showed high target to nontarget ratio (T/NT) equals 6.24 ± 0.09 in tumor‐bearing mice at 30‐min postinjection, suggesting this complex could be used as hopeful solid tumor‐imaging agent.

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Synthesis, radioiodination and biological evaluation of a novel phthalimide derivative

Cited by 15 publications

References 63 publications

Brain-targeting by optimized ^99mTc-olanzapine: in vivo and in silico studies

Brain-targeting by optimized ^99mTc-olanzapine: in vivo and in silico studies

Microwave spectrum and the gas phase structure of phthalimide

A novel ^99mTc‐diester complex as tumor targeting agent: Synthesis, radiolabeling, and biological distribution study

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Synthesis, radioiodination and biological evaluation of a novel phthalimide derivative

Cited by 15 publications

References 63 publications

Brain-targeting by optimized 99mTc-olanzapine: in vivo and in silico studies

Brain-targeting by optimized 99mTc-olanzapine: in vivo and in silico studies

Microwave spectrum and the gas phase structure of phthalimide

A novel 99mTc‐diester complex as tumor targeting agent: Synthesis, radiolabeling, and biological distribution study

Contact Info

Product

Resources

About

Brain-targeting by optimized ^99mTc-olanzapine: in vivo and in silico studies

Brain-targeting by optimized ^99mTc-olanzapine: in vivo and in silico studies

A novel ^99mTc‐diester complex as tumor targeting agent: Synthesis, radiolabeling, and biological distribution study