Stepwise Coordination of PtII‐180° and PdII‐90° Metal Fragments to the Purine Nucleobase 9‐Methylhypoxanthine Affords a Closed Octadecanuclear Pt6Pd12 Cluster

Albertí, Francisca M.; Zieliński, W.; Cerdà, Marta Morell; Miguel, Pablo J. Sanz; Troeppner, Oliver; Lippert, Bernhard

doi:10.1002/chem.201300446

Cited by 16 publications

(4 citation statements)

References 33 publications

(17 reference statements)

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“…Hence, adenine and its derivatives have been intensely investigated as building blocks for coordination polymers . The rational design of multinuclear metal complexes relies on a combination of suitably oriented metal-to-ligand vectors and preferred coordination environments of the respective metal ions . For example, the formation of a molecular square is enabled by a 90° angle between the N1→M and N7→M vectors of N1,N7-dimetalated purine residues when using linearly coordinating metal ions .…”

Section: Introductionmentioning

confidence: 99%

Metal-Mediated Assembly of 1,N⁶-Ethenoadenine: From Surfaces to DNA Duplexes

Mandal¹,

Wang

Prajapati

et al. 2016

Inorg. Chem.

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The design of multinuclear metal complexes requires a match of the ligand-to-metal vectors and the preferred coordination geometries of the metal ions. Only a few ligands are known with a parallel orientation of N→M vectors that brings the metal ions into close proximity. We establish here the adenine derivative 1,N(6)-ethenoadenine (εA) as an ideal bis(monodentate) ligand. Scanning tunneling microscope images of alkylated εA on graphite surface clearly indicate that these ligands bind to Ag(I) ions. The molecular structures of [Ag2(1)2](ClO4)2 and [Ag2(2)2](ClO4)2 (1, 9-ethyl-1,N(6)-ethenoadenine; 2, 9-propyl-1,N(6)-propylenoadenine) confirm that dinuclear complexes with short Ag···Ag distances are formed (3.0256(3) and 2.984(1) Å, respectively). The structural motif can be extended to divalent metal ions, as was shown by determining the molecular structure of [Cu2(1)2(CHO2)2(OH2)2](NO3)2·2H2O with a Cu···Cu distance of 3.162(2) Å. Moreover, when introducing the 1,N(6)-ethenoadenine deoxyribonucleoside into parallel-stranded DNA duplexes, even dinuclear Ag(I)-mediated base pairs are formed, featuring the same transoid orientation of the glycosidic bonds as the model complexes. Hence, 1,N(6)-ethenoadenine and its derivatives are ideally suited as bis(monodentate) ligands with a parallel alignment of the N→M vectors for the construction of supramolecular metal complexes that require two metal ions at close distance.

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Section: Introductionmentioning

confidence: 99%

Metal-Mediated Assembly of 1,N⁶-Ethenoadenine: From Surfaces to DNA Duplexes

Mandal¹,

Wang

Prajapati

et al. 2016

Inorg. Chem.

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“…[ 2 ] In contemporary literature, organometallic compounds frequently appear in supramolecular chemistry too. Globally research groups of Stang, [ 3 ] Fujita, [ 4 ] Lippert, [ 5 ] Raymond, [ 6 ] Mirkin, [ 7 ] Hupp, [ 8 ] Shionoya, [ 9 ] Sessler, [ 10 ] Therrien, [ 11 ] Chi, [ 12 ] Yang, [ 13 ] and others have synthesized inorganic/organometallic complexes using different metal ions for their subsequent use as building blocks in the development of interesting yet complex supramolecular frameworks.…”

Section: Introductionmentioning

confidence: 99%

Topical progress in medicinal applications of self‐assembled organoplatinum complexes using diverse Pt(II)‐ and N‐based tectons

Kumar

Jana

Bhowmick

et al. 2022

Applied Organom Chemis

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The last decade witnessed a flourishing advancement in the design and synthesis of discrete Pt‐based metallamacrocycles self‐assembled using coordination bonds. Such supramolecular entities were obtained using novel nitrogen‐based ligands and have wide and versatile applications such as chemical sensors, catalysts, theranostic agents, optical materials, drug delivery, and others. Herein, we present a concise review of recently reported metallacycles obtained using various N‐functionalized donor and Pt acceptor tectons of various shapes and sizes. While highlighting recent developments in the syntheses and characterization of such platinacycles, we lay special emphasis on their biological interactions and applications.

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“…Intense research interest in understanding the complexity level of these artificial self-assembly processes is reflected in the quantum of reports published in this research domain (Barbara, 2001 ; Sauvage, 2001 ; Balzani et al, 2002 ; Beuerle, 2016 ; Fujita et al, 2016 ). Moreover, metal-mediated self-assembly studies are useful in understanding the fundamental principles of molecular self-organization in nature (Liu et al, 2007 ; Albertí et al, 2013 ; Chakraborty et al, 2013 , 2015 ; Cook et al, 2013b ; Galstyan et al, 2013 ; Saha et al, 2014 ; Sarkar et al, 2014 ; Chen et al, 2015 ; Cook and Stang, 2015 ; Li et al, 2015 ).…”

Section: Introductionmentioning

confidence: 99%

Self-Assembly of a [1 + 1] Ionic Hexagonal Macrocycle and Its Antiproliferative Activity

et al. 2018

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A unique irregular hexagon was self-assembled using an organic donor clip (bearing terminal pyridyl units) and a complementary organometallic acceptor clip. The resulting metallamacrocycle was characterized by multinuclear NMR, mass spectrometry, and elemental analyses. Molecular modeling confirmed hexagonal shaped cavity for this metallamacrocycle which is a unique example of a discrete hexagonal framework self-assembled from only two building blocks. Cytotoxicity of the Pt-based acceptor tecton and the self-assembled PtII-based macrocycle was evaluated using three cancer cell lines and results were compared with cisplatin. Results confirmed a positive effect of the metallamacrocycle formation on cell growth inhibition.

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Stepwise Coordination of Pt^II‐180° and Pd^II‐90° Metal Fragments to the Purine Nucleobase 9‐Methylhypoxanthine Affords a Closed Octadecanuclear Pt₆Pd₁₂ Cluster

Cited by 16 publications

References 33 publications

Metal-Mediated Assembly of 1,N⁶-Ethenoadenine: From Surfaces to DNA Duplexes

Metal-Mediated Assembly of 1,N⁶-Ethenoadenine: From Surfaces to DNA Duplexes

Topical progress in medicinal applications of self‐assembled organoplatinum complexes using diverse Pt(II)‐ and N‐based tectons

Self-Assembly of a [1 + 1] Ionic Hexagonal Macrocycle and Its Antiproliferative Activity

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Stepwise Coordination of PtII‐180° and PdII‐90° Metal Fragments to the Purine Nucleobase 9‐Methylhypoxanthine Affords a Closed Octadecanuclear Pt6Pd12 Cluster

Cited by 16 publications

References 33 publications

Metal-Mediated Assembly of 1,N6-Ethenoadenine: From Surfaces to DNA Duplexes

Metal-Mediated Assembly of 1,N6-Ethenoadenine: From Surfaces to DNA Duplexes

Topical progress in medicinal applications of self‐assembled organoplatinum complexes using diverse Pt(II)‐ and N‐based tectons

Self-Assembly of a [1 + 1] Ionic Hexagonal Macrocycle and Its Antiproliferative Activity

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Product

Resources

About

Stepwise Coordination of Pt^II‐180° and Pd^II‐90° Metal Fragments to the Purine Nucleobase 9‐Methylhypoxanthine Affords a Closed Octadecanuclear Pt₆Pd₁₂ Cluster

Metal-Mediated Assembly of 1,N⁶-Ethenoadenine: From Surfaces to DNA Duplexes

Metal-Mediated Assembly of 1,N⁶-Ethenoadenine: From Surfaces to DNA Duplexes