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Functional, Aromatic, and Fluorinated Monothiosemicarbazones: Investigations into Their Structures and Activity toward the Gallium-68 Incorporation by Microwave Irradiation.

التفاصيل البيبلوغرافية
العنوان: Functional, Aromatic, and Fluorinated Monothiosemicarbazones: Investigations into Their Structures and Activity toward the Gallium-68 Incorporation by Microwave Irradiation.
المؤلفون: Sarpaki S; Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom., Cortezon-Tamarit F; Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom., Exner RM; Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom., Song K; Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom., de Aguiar SRMM; Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom., Ge H; Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom., Pourzand C; Department of Pharmacy and Pharmacology, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom.; Centre of Therapeutic Innovations, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom., Paisey SJ; Wales Research and Diagnostic PET Imaging Centre, School of Medicine, University of Cardiff, Cardiff CF10 3AT, United Kingdom., Kociok-Köhn G; Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom., Dilworth JR; Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom.; Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Oxford OX2 3TA, United Kingdom., Carroll L; Department of Medicine, Imperial College, Du Cane Road, London W12 0NN, United Kingdom.; Russell H. Morgan Department of Radiology and Radiological Sciences, Johns Hopkins Medical Institutions, Baltimore, Maryland 21287, United States., Pascu SI; Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom.; Centre of Therapeutic Innovations, University of Bath, Claverton Down, Bath BA2 7AY, United Kingdom.
المصدر: ACS omega [ACS Omega] 2022 Apr 11; Vol. 7 (16), pp. 13750-13777. Date of Electronic Publication: 2022 Apr 11 (Print Publication: 2022).
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: American Chemical Society Country of Publication: United States NLM ID: 101691658 Publication Model: eCollection Cited Medium: Internet ISSN: 2470-1343 (Electronic) Linking ISSN: 24701343 NLM ISO Abbreviation: ACS Omega Subsets: PubMed not MEDLINE
أسماء مطبوعة: Original Publication: Washington, D.C. : American Chemical Society, [2016]-
مستخلص: We report on the synthesis and spectroscopic characterization of a new series of coordinating monothiosemicarbazones incorporating aromatic backbones, featuring O/N/S donor centers monosubstituted with different aliphatic, aromatic, fluorinated, and amine-functionalized groups at their N centers. Their ability to bind metal ions such as Zn(II) and Ga(III) was explored, and the formation of two different coordination isomers of the Zn(II) complex was demonstrated by X-ray diffraction studies using synchrotron radiation. These studies showed the planar geometry for the coordinated mono(thiosemicarbazone) ligand and that the metal center can adopt either a heavily distorted tetrahedral Zn center (placed in an N/S/S/N environment, with CN = 4) or a pseudo-octahedral geometry, where the Zn(II) center is in the O/N/S/S/N/O environment, and CN = 6. Furthermore, 2-(4,5-dimethyl-2-thiazolyl)-3,5-diphenyl-2 H -tetrazolium bromide (MTT) assays and cellular imaging in living cells were subsequently performed in two different cancer cell lines: PC-3 (a standard cell line derived from a bone metastasis of a stage IV prostate cancer) and EMT6 (a commercial murine mammary carcinoma cell line). The radiolabeling of new functional and aromatic monothiosemicarbazones with either gallium-68 (under pH control) or fluorine-18 is discussed. The potential of this class of compounds to act as synthetic scaffolds for molecular imaging agents of relevance to positron emission tomography was evaluated in vitro , and the cellular uptake of a simultaneously fluorinated and [ 68 Ga]-labeled mono(thiosemicarbazone) was investigated and is reported here.
Competing Interests: The authors declare no competing financial interest.
(© 2022 The Authors. Published by American Chemical Society.)
References: Chem Asian J. 2010 Mar 1;5(3):506-19. (PMID: 20169605)
Chem Rev. 2010 May 12;110(5):2903-20. (PMID: 20415476)
Mol Oncol. 2008 Aug;2(2):115-52. (PMID: 19383333)
Dalton Trans. 2008 Apr 28;(16):2107-10. (PMID: 18398535)
J Nucl Med. 2008 Jun;49 Suppl 2:129S-48S. (PMID: 18523070)
Methods Enzymol. 1997;276:307-26. (PMID: 27754618)
J Nucl Med. 2014 Mar;55(3):488-94. (PMID: 24421288)
Cancer Lett. 2003 May 30;195(1):1-16. (PMID: 12767506)
Mol Imaging. 2017 Jan-Dec;16:1536012117737010. (PMID: 29098927)
Dalton Trans. 2016 Jan 7;45(1):144-55. (PMID: 26583314)
Curr Top Med Chem. 2012;12(11):1282-90. (PMID: 22571790)
Appl Environ Microbiol. 1999 Aug;65(8):3727-9. (PMID: 10427074)
Chem Soc Rev. 2011 May;40(5):3005-18. (PMID: 21409228)
Biochim Biophys Acta. 2009 Dec;1787(12):1433-43. (PMID: 19524545)
Nanoscale. 2020 Mar 28;12(12):6603-6608. (PMID: 32181455)
Molecules. 2017 Nov 10;22(11):. (PMID: 29125561)
Dalton Trans. 2011 Jun 21;40(23):6238-52. (PMID: 21594287)
J Med Chem. 2018 Feb 8;61(3):711-723. (PMID: 29232129)
J Nucl Med. 2017 May;58(5):687-688. (PMID: 28408526)
J Appl Crystallogr. 2011 Dec 1;44(Pt 6):1281-1284. (PMID: 22477785)
Adv Enzyme Regul. 1995;35:117-30. (PMID: 7572339)
Eur J Med Chem. 2018 Jun 25;154:91-100. (PMID: 29777989)
J Inorg Biochem. 2010 Feb;104(2):126-35. (PMID: 19932509)
Future Med Chem. 2009 Sep;1(6):1143-51. (PMID: 21425997)
Bioconjug Chem. 2011 Oct 19;22(10):2093-103. (PMID: 21877750)
Oncol Rep. 2008 Oct;20(4):803-7. (PMID: 18813821)
Antioxid Redox Signal. 2014 Oct 1;21(10):1516-54. (PMID: 24512032)
Eur J Med Chem. 2018 Oct 5;158:853-862. (PMID: 30248656)
J Nucl Med. 1997 Jul;38(7):1155-60. (PMID: 9225812)
Nat Commun. 2019 Mar 1;10(1):989. (PMID: 30824691)
J Nucl Med. 2012 Aug;53(8):1171-4. (PMID: 22789676)
J Biol Inorg Chem. 2010 Feb;15(2):225-35. (PMID: 19771456)
Chem Rec. 2016 Jun;16(3):1380-97. (PMID: 27149900)
RSC Adv. 2021 Jun 7;11(33):20335-20341. (PMID: 34178309)
Free Radic Biol Med. 2018 Oct;126:296-312. (PMID: 30130569)
BMC Cancer. 2013 Jul 05;13:331. (PMID: 23829203)
Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22. (PMID: 18156677)
Br J Cancer. 2015 Jan 20;112(2):238-50. (PMID: 25514380)
J Inorg Biochem. 1997 Apr;66(1):7-17. (PMID: 9076969)
Arch Biochem Biophys. 1993 Jun;303(2):474-82. (PMID: 8390225)
Dalton Trans. 2017 Oct 31;46(42):14452-14460. (PMID: 28920628)
Am J Nucl Med Mol Imaging. 2014 Jun 07;4(4):365-84. (PMID: 24982822)
Br J Radiol. 2014 Mar;87(1035):20130676. (PMID: 24588669)
تواريخ الأحداث: Date Created: 20220513 Latest Revision: 20220716
رمز التحديث: 20231215
مُعرف محوري في PubMed: PMC9088960
DOI: 10.1021/acsomega.1c07396
PMID: 35559172
قاعدة البيانات: MEDLINE
الوصف
تدمد:2470-1343
DOI:10.1021/acsomega.1c07396