Palladium(II) complexes as biologically potent metallo-drugs: Synthesis, spectral characterization, DNA interaction studies and antibacterial activity

Prasad, Kollur Shiva; Kumar, L. Shiva; Shivamallu, Chandan; Kumar, Raj; Revanasiddappa, H. D.

doi:10.1016/j.saa.2013.01.013

Cited by 49 publications

(18 citation statements)

References 24 publications

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“…pH-sensitive pyridine moieties have, therefore, been incorporated into the backbone of the rectangle to modulate the reversible host-guest interaction within the constrained rectangle environment on protonation/deprotonation of the pyridine nitrogen atom to achieve multiaddressable functions that would not have been readily achievable with the molecular tweezers structure. Additionally, the use of various platinum and gold complexes as guest molecules, which have been shown to display anticancer therapeutic behavior (58)(59)(60)(61)(62)(63)(64)(65), may lead to the design of a smart multiaddressable molecular rectangle system that could capture and release specific guest molecules under different pH conditions to achieve proof-ofprinciple on-demand controlled drug delivery. Herein, the design and synthesis of a series of alkynylplatinum(II) terpyridine molecular rectangles ( Fig.…”

Section: Significancementioning

confidence: 99%

Multiaddressable molecular rectangles with reversible host–guest interactions: Modulation of pH-controlled guest release and capture

Chan

Lam

Tanaka

et al. 2015

Proc. Natl. Acad. Sci. U.S.A.

122

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A series of multiaddressable platinum(II) molecular rectangles with different rigidities and cavity sizes has been synthesized by endcapping the U-shaped diplatinum(II) terpyridine moiety with various bisalkynyl ligands. The studies of the host-guest association with various square planar platinum(II), palladium(II), and gold(III) complexes and the related low-dimensional gold(I) complexes, most of which are potential anticancer therapeutics, have been performed. Excellent guest confinement and selectivity of the rectangular architecture have been shown. Introduction of pH-responsive functionalities to the ligand backbone generates multifunctional molecular rectangles that exhibit reversible guest release and capture on the addition of acids and bases, indicating their potential in controlled therapeutics delivery on pH modulation. The reversible host-guest interactions are found to be strongly perturbed by metal-metal and π-π interactions and to a certain extent, electrostatic interactions, giving rise to various spectroscopic changes depending on the nature of the guest molecules. Their binding mode and thermodynamic parameters have been determined by 2D NMR and van't Hoff analysis and supported by computational study. noncovalent interactions | platinum complex | luminescence T he study of metal-metal interactions has drawn enormous attention since the past two decades because of the intriguing spectroscopic and photophysical properties arising from the close proximity of the metal centers (1, 2). Square planar d 8 platinum(II) complexes with coordination unsaturation are one of the important classes of metal complexes that have been extensively explored because of their capability to exhibit metalmetal interactions and display rich photophysical properties (3-26). Platinum(II) terpyridine complexes have been found to exhibit rich polymorphism in the solid state (16)(17)(18)(19)(20) owing to their square planar coordination geometry, which permits facile access to Pt(II)···Pt(II) interactions as well as π-π interactions between the chromophores. It was not until 2001 that the first successful synthesis of platinum(II) terpyridine alkynyl complexes, which possess enhanced solubility and luminescence compared with the chloro counterpart, was reported (16). Additional efforts have been devoted to the use of the system to respond to external stimuli, such as variation in solvent composition (17, 18), pH (19, 20), temperature (21, 22), addition of ionic (24-26), and polymeric species (27,28), in which spectral changes induced by strong Pt(II)···Pt(II) and π−π interactions have been displayed.In the past few decades, enormous efforts have been devoted to the construction of molecular architectures by fusing the organic framework to the transition metal centers through selfassembly processes (29-57). There has been continuous interest in the construction of stimuli-responsive metallosupramolecular architectures with diverse sizes, shapes, and symmetries to rationalize the criteria for molecular recognition and impa...

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Section: Significancementioning

confidence: 99%

Multiaddressable molecular rectangles with reversible host–guest interactions: Modulation of pH-controlled guest release and capture

Chan

Lam

Tanaka

et al. 2015

Proc. Natl. Acad. Sci. U.S.A.

122

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“…Electronic absorption spectroscopy in the UV-vis range is a useful technique to investigate the interactions of metal compounds with biomolecules [8].…”

Section: Uv-visible Spectral Studiesmentioning

confidence: 99%

“…Various palladium (II) complexes such as mononuclear Pd(II) complexes derived from 3-amino-2-methyl-4 (3H)-quinazolinone, some Pd(II) complexes with thiosemicarbazone ligands, Pd (II) complexes from 2,6-diacetylpyridine dioxime and square-planar palladium(II) complexes with O-N-N-O type ligands have been tested in human tumor and cisplatin-resistant tumor cell lines [7][8][9][10]. The biological activity of the compounds is mainly dependent on their molecular structures [8]. Dithiocarbamates have attracted considerable interest because of their diverse activities.…”

Section: Introductionmentioning

confidence: 99%

Biophysical study on the interaction between two palladium(II) complexes and human serum albumin by Multispectroscopic methods

Saeidifar

Mansouri‐Torshizi

Saboury

2015

Journal of Luminescence

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“…Referable to the similar coordination modes and chemical properties of palladium(II) and platinum(II), the anticancer activity of palladium complexes has also drawn broad attention. In some systems, palladium complexes have greater activity than platinum analogues [6][7][8][9][10][11][12][13][14]. Depending on the exact nature of the metal and the ligand the complexes can bind with nucleic acid covalently as well as non-covalently [15,16].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, spectral characterization, crystal structure and in vitro DNA/protein binding studies of phosphorous ylide palladacyclic complexes containing azide group

Karami

Shirani-Sarmazeh

Hosseini-Kharat

et al. 2015

Journal of Photochemistry and Photobiology B: Biology

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Palladium(II) complexes as biologically potent metallo-drugs: Synthesis, spectral characterization, DNA interaction studies and antibacterial activity

Cited by 49 publications

References 24 publications

Multiaddressable molecular rectangles with reversible host–guest interactions: Modulation of pH-controlled guest release and capture

Multiaddressable molecular rectangles with reversible host–guest interactions: Modulation of pH-controlled guest release and capture

Biophysical study on the interaction between two palladium(II) complexes and human serum albumin by Multispectroscopic methods

Synthesis, spectral characterization, crystal structure and in vitro DNA/protein binding studies of phosphorous ylide palladacyclic complexes containing azide group

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