Biological Evaluation of Platinum(II) Sulfonamido Complexes: Synthesis, Characterization, Cytotoxicity, and Biological Imaging
Platinum-based compounds are actively used in clinical trials as anticancer agents. In this study, two novel platinum complexes, (C1 = [PtCl2(N(SO2quin)dpa)], C2 = [PtCl2(N(SO2azobenz)dpa)]) containing quinoline and azobenzene appended dipicolylamine sulfonamide ligands were synthesized in good yiel...
Saved in:
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2022-01-01
|
| Series: | Bioinorganic Chemistry and Applications |
| Online Access: | http://dx.doi.org/10.1155/2022/7821284 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832555191993368576 |
|---|---|
| author | Charini Maladeniya Taniya Darshani Sameera R. Samarakoon Frank R. Fronczek W. M. C. Sameera Inoka C. Perera Theshini Perera |
| author_facet | Charini Maladeniya Taniya Darshani Sameera R. Samarakoon Frank R. Fronczek W. M. C. Sameera Inoka C. Perera Theshini Perera |
| author_sort | Charini Maladeniya |
| collection | DOAJ |
| description | Platinum-based compounds are actively used in clinical trials as anticancer agents. In this study, two novel platinum complexes, (C1 = [PtCl2(N(SO2quin)dpa)], C2 = [PtCl2(N(SO2azobenz)dpa)]) containing quinoline and azobenzene appended dipicolylamine sulfonamide ligands were synthesized in good yield. The singlet attributable to methylene CH2 protons of the ligands of C1 and C2 appears as two doublets in 1H NMR spectra, which confirms the presence of magnetically nonequivalent protons upon coordination to platinum. Structural data of N(SO2quin)dpa (L1), N(SO2azobenz)dpa (L2) and PtCl2(N(SO2quin)dpa) confirmed the formation of the desired compounds. Time-dependent density functional theory calculations suggested that the excitation of L1 show quin-unit-based π⟶π∗ excitations (i.e., ligand-centered charge transfer, LC), while C1 shows the metal-ligand-to-ligand charge-transfer (MLLCT) character. L1 displays intense fluorescence from the 1LC excited state, while C1 gives phosphorescence from the 3LC state. Mammalian cell toxicity of ligands and complexes was assessed with NCI–H292 nonsmall-cell lung cancer cells. Further, C1 and C2 showed significantly low IC50 values compared with N(SO2azobenz)dpa and PtCl2(N(SO2quin)dpa). Fluorescence imaging data of both ligands and complexes revealed the potential fluorescence activity of these compounds for biological imaging. All four compounds are promising novel candidates that can be further investigated on their usage as potential anticancer agents and cancer cell imaging agents. |
| format | Article |
| id | doaj-art-9253bb29ef604b5a8e3f17661ab2d7a1 |
| institution | Kabale University |
| issn | 1687-479X |
| language | English |
| publishDate | 2022-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Bioinorganic Chemistry and Applications |
| spelling | doaj-art-9253bb29ef604b5a8e3f17661ab2d7a12025-02-03T05:49:20ZengWileyBioinorganic Chemistry and Applications1687-479X2022-01-01202210.1155/2022/7821284Biological Evaluation of Platinum(II) Sulfonamido Complexes: Synthesis, Characterization, Cytotoxicity, and Biological ImagingCharini Maladeniya0Taniya Darshani1Sameera R. Samarakoon2Frank R. Fronczek3W. M. C. Sameera4Inoka C. Perera5Theshini Perera6Department of ChemistryDepartment of ChemistryInstitute of BiochemistryDepartment of ChemistryInstitute of Low Temperature ScienceDepartment of Zoology and Environment SciencesDepartment of ChemistryPlatinum-based compounds are actively used in clinical trials as anticancer agents. In this study, two novel platinum complexes, (C1 = [PtCl2(N(SO2quin)dpa)], C2 = [PtCl2(N(SO2azobenz)dpa)]) containing quinoline and azobenzene appended dipicolylamine sulfonamide ligands were synthesized in good yield. The singlet attributable to methylene CH2 protons of the ligands of C1 and C2 appears as two doublets in 1H NMR spectra, which confirms the presence of magnetically nonequivalent protons upon coordination to platinum. Structural data of N(SO2quin)dpa (L1), N(SO2azobenz)dpa (L2) and PtCl2(N(SO2quin)dpa) confirmed the formation of the desired compounds. Time-dependent density functional theory calculations suggested that the excitation of L1 show quin-unit-based π⟶π∗ excitations (i.e., ligand-centered charge transfer, LC), while C1 shows the metal-ligand-to-ligand charge-transfer (MLLCT) character. L1 displays intense fluorescence from the 1LC excited state, while C1 gives phosphorescence from the 3LC state. Mammalian cell toxicity of ligands and complexes was assessed with NCI–H292 nonsmall-cell lung cancer cells. Further, C1 and C2 showed significantly low IC50 values compared with N(SO2azobenz)dpa and PtCl2(N(SO2quin)dpa). Fluorescence imaging data of both ligands and complexes revealed the potential fluorescence activity of these compounds for biological imaging. All four compounds are promising novel candidates that can be further investigated on their usage as potential anticancer agents and cancer cell imaging agents.http://dx.doi.org/10.1155/2022/7821284 |
| spellingShingle | Charini Maladeniya Taniya Darshani Sameera R. Samarakoon Frank R. Fronczek W. M. C. Sameera Inoka C. Perera Theshini Perera Biological Evaluation of Platinum(II) Sulfonamido Complexes: Synthesis, Characterization, Cytotoxicity, and Biological Imaging Bioinorganic Chemistry and Applications |
| title | Biological Evaluation of Platinum(II) Sulfonamido Complexes: Synthesis, Characterization, Cytotoxicity, and Biological Imaging |
| title_full | Biological Evaluation of Platinum(II) Sulfonamido Complexes: Synthesis, Characterization, Cytotoxicity, and Biological Imaging |
| title_fullStr | Biological Evaluation of Platinum(II) Sulfonamido Complexes: Synthesis, Characterization, Cytotoxicity, and Biological Imaging |
| title_full_unstemmed | Biological Evaluation of Platinum(II) Sulfonamido Complexes: Synthesis, Characterization, Cytotoxicity, and Biological Imaging |
| title_short | Biological Evaluation of Platinum(II) Sulfonamido Complexes: Synthesis, Characterization, Cytotoxicity, and Biological Imaging |
| title_sort | biological evaluation of platinum ii sulfonamido complexes synthesis characterization cytotoxicity and biological imaging |
| url | http://dx.doi.org/10.1155/2022/7821284 |
| work_keys_str_mv | AT charinimaladeniya biologicalevaluationofplatinumiisulfonamidocomplexessynthesischaracterizationcytotoxicityandbiologicalimaging AT taniyadarshani biologicalevaluationofplatinumiisulfonamidocomplexessynthesischaracterizationcytotoxicityandbiologicalimaging AT sameerarsamarakoon biologicalevaluationofplatinumiisulfonamidocomplexessynthesischaracterizationcytotoxicityandbiologicalimaging AT frankrfronczek biologicalevaluationofplatinumiisulfonamidocomplexessynthesischaracterizationcytotoxicityandbiologicalimaging AT wmcsameera biologicalevaluationofplatinumiisulfonamidocomplexessynthesischaracterizationcytotoxicityandbiologicalimaging AT inokacperera biologicalevaluationofplatinumiisulfonamidocomplexessynthesischaracterizationcytotoxicityandbiologicalimaging AT theshiniperera biologicalevaluationofplatinumiisulfonamidocomplexessynthesischaracterizationcytotoxicityandbiologicalimaging |