Gd-complexes of new arylpiperazinyl conjugates of DTPA-bis(amides): Synthesis, characterization and magnetic relaxation properties

Abdullah O. Ba-Salem; Nisar Ullah; M. Nasiruzzaman Shaikh; Mohamed Faiz; Zaheer Ul-Haq

doi:10.3390/molecules20057807

Gd-complexes of new arylpiperazinyl conjugates of DTPA-bis(amides): Synthesis, characterization and magnetic relaxation properties

Abdullah O. Ba-Salem
, Nisar Ullah^*
, M. Nasiruzzaman Shaikh
, Mohamed Faiz
, Zaheer Ul-Haq

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

Two new DTPA-bis(amide) based ligands conjugated with the arylpiperazinyl moiety were synthesized and subsequently transformed into their corresponding Gd(III) complexes 1 and 2 of the type [Gd(L)H₂O]·nH₂O. The relaxivity (R₁) of these complexes was measured, which turned out to be comparable with that of Omniscan®, a commercially available MRI contrast agent. The cytotoxicity studies of these complexes indicated that they are non-toxic, which reveals their potential and physiological suitability as MRI contrast agents. All the synthesized ligands and complexes were characterized with the aid of analytical and spectroscopic methods, including elemental analysis, ¹H-NMR, FT-IR, XPS and fast atom bombardment (FAB) mass spectrometry.

Original language	English
Pages (from-to)	7807-7819
Number of pages	13
Journal	Molecules
Volume	20
Issue number	5
DOIs	https://doi.org/10.3390/molecules20057807
State	Published - 1 May 2015

Bibliographical note

Publisher Copyright:
© 2015 by the authors; licensee MDPI.

Keywords

Arylpiperazine
DTPA-bis(amide)
Gd(III)-complexes
MRI contrast agents
Magneto-pharmaceuticals
Relaxivity

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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10.3390/molecules20057807

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@article{31013c40d9de49f3b0297c6c9f449b97,

title = "Gd-complexes of new arylpiperazinyl conjugates of DTPA-bis(amides): Synthesis, characterization and magnetic relaxation properties",

abstract = "Two new DTPA-bis(amide) based ligands conjugated with the arylpiperazinyl moiety were synthesized and subsequently transformed into their corresponding Gd(III) complexes 1 and 2 of the type [Gd(L)H2O]·nH2O. The relaxivity (R1) of these complexes was measured, which turned out to be comparable with that of Omniscan{\textregistered}, a commercially available MRI contrast agent. The cytotoxicity studies of these complexes indicated that they are non-toxic, which reveals their potential and physiological suitability as MRI contrast agents. All the synthesized ligands and complexes were characterized with the aid of analytical and spectroscopic methods, including elemental analysis, 1H-NMR, FT-IR, XPS and fast atom bombardment (FAB) mass spectrometry.",

keywords = "Arylpiperazine, DTPA-bis(amide), Gd(III)-complexes, MRI contrast agents, Magneto-pharmaceuticals, Relaxivity",

author = "Ba-Salem, \{Abdullah O.\} and Nisar Ullah and Shaikh, \{M. Nasiruzzaman\} and Mohamed Faiz and Zaheer Ul-Haq",

note = "Publisher Copyright: {\textcopyright} 2015 by the authors; licensee MDPI.",

year = "2015",

month = may,

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doi = "10.3390/molecules20057807",

language = "English",

volume = "20",

pages = "7807--7819",

journal = "Molecules",

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TY - JOUR

T1 - Gd-complexes of new arylpiperazinyl conjugates of DTPA-bis(amides)

T2 - Synthesis, characterization and magnetic relaxation properties

AU - Ba-Salem, Abdullah O.

AU - Ullah, Nisar

AU - Shaikh, M. Nasiruzzaman

AU - Faiz, Mohamed

AU - Ul-Haq, Zaheer

PY - 2015/5/1

Y1 - 2015/5/1

N2 - Two new DTPA-bis(amide) based ligands conjugated with the arylpiperazinyl moiety were synthesized and subsequently transformed into their corresponding Gd(III) complexes 1 and 2 of the type [Gd(L)H2O]·nH2O. The relaxivity (R1) of these complexes was measured, which turned out to be comparable with that of Omniscan®, a commercially available MRI contrast agent. The cytotoxicity studies of these complexes indicated that they are non-toxic, which reveals their potential and physiological suitability as MRI contrast agents. All the synthesized ligands and complexes were characterized with the aid of analytical and spectroscopic methods, including elemental analysis, 1H-NMR, FT-IR, XPS and fast atom bombardment (FAB) mass spectrometry.

AB - Two new DTPA-bis(amide) based ligands conjugated with the arylpiperazinyl moiety were synthesized and subsequently transformed into their corresponding Gd(III) complexes 1 and 2 of the type [Gd(L)H2O]·nH2O. The relaxivity (R1) of these complexes was measured, which turned out to be comparable with that of Omniscan®, a commercially available MRI contrast agent. The cytotoxicity studies of these complexes indicated that they are non-toxic, which reveals their potential and physiological suitability as MRI contrast agents. All the synthesized ligands and complexes were characterized with the aid of analytical and spectroscopic methods, including elemental analysis, 1H-NMR, FT-IR, XPS and fast atom bombardment (FAB) mass spectrometry.

KW - Arylpiperazine

KW - DTPA-bis(amide)

KW - Gd(III)-complexes

KW - MRI contrast agents

KW - Magneto-pharmaceuticals

KW - Relaxivity

UR - https://www.scopus.com/pages/publications/84929224544

U2 - 10.3390/molecules20057807

DO - 10.3390/molecules20057807

M3 - Article

C2 - 25939069

AN - SCOPUS:84929224544

SN - 1420-3049

VL - 20

SP - 7807

EP - 7819

JO - Molecules

JF - Molecules

IS - 5

ER -

Gd-complexes of new arylpiperazinyl conjugates of DTPA-bis(amides): Synthesis, characterization and magnetic relaxation properties

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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