Fe(III)-doxycycline complexes with diimine ligands: Syntheses, characterization and biological properties

Three new iron(III) complexes of doxycycline viz: [Fe(dox)2Cl]Cl2 (1), [Febpy(dox)Cl]Cl2 (2) and [Fephen(dox)Cl]Cl2 (3), where dox is doxycycline, bpy is 2,2ʹ-bipyridine and phen is 1,10-phenanthroline, were synthesized and characterized by elemental analysis, electronic absorption, FT-IR, and elect...

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Main Authors: Joshua A Obaleye, Olufunso Olumide Abosede
Format: Article
Language:English
Published: Society of Chemists and Technologists of Macedonia 2019-05-01
Series:Macedonian Journal of Chemistry and Chemical Engineering
Subjects:
Online Access:https://mjcce.org.mk/index.php/MJCCE/article/view/1506
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author Joshua A Obaleye
Olufunso Olumide Abosede
author_facet Joshua A Obaleye
Olufunso Olumide Abosede
author_sort Joshua A Obaleye
collection DOAJ
description Three new iron(III) complexes of doxycycline viz: [Fe(dox)2Cl]Cl2 (1), [Febpy(dox)Cl]Cl2 (2) and [Fephen(dox)Cl]Cl2 (3), where dox is doxycycline, bpy is 2,2ʹ-bipyridine and phen is 1,10-phenanthroline, were synthesized and characterized by elemental analysis, electronic absorption, FT-IR, and electrospray ionization mass spectroscopy. Doxycycline and the polypyridyl ligands behave as bidendate ligands; the polypyridyl ligands coordinate through the two diimine nitrogen atoms and doxycycline through enolate and diketoamide oxygen atoms of ring A in a five-coordinate system with chloride atom in the axial position. Their antibacterial and antiplasmodial activities against chloroquine-sensitive Plasmodium falciparum NF54 and their interaction with calf thymus (CT) DNA using electronic titration were investigated. The three complexes showed good activity against strains of Staphylococcus aureus and Klebsiella pneumonia. The complexes bind moderately to CT DNA with binding constants of 5.6 × 104 and 4.8 × 104 for complexes 2 and 3, respectively.
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spelling doaj.art-44dadf1383074b2c8d01a299f142c9dd2022-12-21T22:24:04ZengSociety of Chemists and Technologists of MacedoniaMacedonian Journal of Chemistry and Chemical Engineering1857-55521857-56252019-05-01381293810.20450/mjcce.2019.1506392Fe(III)-doxycycline complexes with diimine ligands: Syntheses, characterization and biological propertiesJoshua A Obaleye0Olufunso Olumide Abosede1Department of Chemistry, University of Ilorin, PMB 1515, IlorinDepartment of Chemistry, Federal University, Otuoke, Bayelsa StateThree new iron(III) complexes of doxycycline viz: [Fe(dox)2Cl]Cl2 (1), [Febpy(dox)Cl]Cl2 (2) and [Fephen(dox)Cl]Cl2 (3), where dox is doxycycline, bpy is 2,2ʹ-bipyridine and phen is 1,10-phenanthroline, were synthesized and characterized by elemental analysis, electronic absorption, FT-IR, and electrospray ionization mass spectroscopy. Doxycycline and the polypyridyl ligands behave as bidendate ligands; the polypyridyl ligands coordinate through the two diimine nitrogen atoms and doxycycline through enolate and diketoamide oxygen atoms of ring A in a five-coordinate system with chloride atom in the axial position. Their antibacterial and antiplasmodial activities against chloroquine-sensitive Plasmodium falciparum NF54 and their interaction with calf thymus (CT) DNA using electronic titration were investigated. The three complexes showed good activity against strains of Staphylococcus aureus and Klebsiella pneumonia. The complexes bind moderately to CT DNA with binding constants of 5.6 × 104 and 4.8 × 104 for complexes 2 and 3, respectively.https://mjcce.org.mk/index.php/MJCCE/article/view/1506doxycyclinecomplex, diimine, synthesis, characterization biological activity
spellingShingle Joshua A Obaleye
Olufunso Olumide Abosede
Fe(III)-doxycycline complexes with diimine ligands: Syntheses, characterization and biological properties
Macedonian Journal of Chemistry and Chemical Engineering
doxycycline
complex, diimine, synthesis, characterization biological activity
title Fe(III)-doxycycline complexes with diimine ligands: Syntheses, characterization and biological properties
title_full Fe(III)-doxycycline complexes with diimine ligands: Syntheses, characterization and biological properties
title_fullStr Fe(III)-doxycycline complexes with diimine ligands: Syntheses, characterization and biological properties
title_full_unstemmed Fe(III)-doxycycline complexes with diimine ligands: Syntheses, characterization and biological properties
title_short Fe(III)-doxycycline complexes with diimine ligands: Syntheses, characterization and biological properties
title_sort fe iii doxycycline complexes with diimine ligands syntheses characterization and biological properties
topic doxycycline
complex, diimine, synthesis, characterization biological activity
url https://mjcce.org.mk/index.php/MJCCE/article/view/1506
work_keys_str_mv AT joshuaaobaleye feiiidoxycyclinecomplexeswithdiimineligandssynthesescharacterizationandbiologicalproperties
AT olufunsoolumideabosede feiiidoxycyclinecomplexeswithdiimineligandssynthesescharacterizationandbiologicalproperties