Chlorido-, aqua-, 9-ethylguanine- and 9-ethyladenine-adducts of cytotoxic ruthenium arene complexes containing O,O-chelating ligands

Melchart, Michael; Habtemariam, Abraha; Parsons, Simon; Sadler, Peter J.

doi:10.1016/j.jinorgbio.2007.04.018

Cited by 42 publications

(38 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Complex (54) exhibited an HT orientation of bases, with the Pt-N and Pt-P bond lengths being similar to those reported for (53). In the solid-state, C-H···O hydrogen bonds were observed between a phenyl group and the guanine oxygen O6 in (53) [(O6b in (54)]. Regarding associations between intermolecular guanine ligands, hydrogen bonds via amino group N2 and nitrogen N3 were noted.…”

Section: Mono- Di-and Trinuclear Complexes Con-taining Platinum(ii)supporting

confidence: 57%

“…In a follow-up study on O,O-chelated cytotoxic ruthenium arene complexes, Sadler et al [54] synthesized [( 6 -pcymene)Ru II (Ph 2 acac)(He 9 gua)]CF 3 SO 3 (Ph 2 acac = 1,3-diphenyl-1,3-propanedionate) (93 · CF 3 SO 3 -) from [Ru II ( 6 -pcymene)(Ph 2 acac)NO 3 ] (92) by treatment with 9-ethylguanine, followed by anion metathesis, Scheme (13). An X-ray crystallographic structure obtained for (93 · CF 3 SO 3 -· 2 PhMe) showed that it existed as a dimer in the unit cell.…”

Section: Ruthenium(ii) Ruthenium(iii) and Osmium(ii) Complexesmentioning

confidence: 99%

“…Half-sandwich tetrahedral (T-4) 6 / 5 -arene-ruthenium(II), -osmium(II) and -ruthenium(III) complexes (80-100)[50][51][52][53][54][55].…”

mentioning

confidence: 99%

See 2 more Smart Citations

Transition Metal Ion Complexes of N-alkylguanines

Ferenc

Pádár

Szolomájer

et al. 2011

COC

View full text Add to dashboard Cite

The family of cisplatin and its analogues contains some of the most powerful anticancer drugs developed to date and, since their discovery, extensive efforts have been devoted to understand their mode of action. 9-Alkylguanines have featured widely in these studies as model nucleobases. This review describes both the synthesis and the chemical, biological and miscellaneous spectroscopic properties of a variety of transition metal ion (Pt, Pd, Ru, Os, Rh, Re, Tc, Zn, Cu, Cd) complexes of N-alkylguanines (mostly 9-alkylguanines) which have been reported in the literature principally within the 2003-2008 period. Special attention has been given to the acid-base properties of these complexes, where coordination to transition metal ions usually leads to significant acidification of the guaninyl N1-H proton, and its consequences

show abstract

Section: Mono- Di-and Trinuclear Complexes Con-taining Platinum(ii)supporting

confidence: 57%

Section: Ruthenium(ii) Ruthenium(iii) and Osmium(ii) Complexesmentioning

confidence: 99%

See 1 more Smart Citation

Transition Metal Ion Complexes of N-alkylguanines

Ferenc

Pádár

Szolomájer

et al. 2011

COC

View full text Add to dashboard Cite

show abstract

“…87 Moreover, characterization by NMR spectroscopy indicates that binding to guanine is enhanced by the formation of H bonds between the en ligand N−H groups and the exocyclic oxygen atom on guanine. 88 Such behavior is somewhat reminiscent of that proposed for cisplatin, which is perhaps not that surprising given the relationship between the en ligand and two ammonia ligands in the platinum drug. With larger arene rings binding of the "[Ru(η 6 -arene)(en)] 2+ " fragment to nucleotide bases appears to be promoted by hydrophobic interactions and arene−purine base π−π stacking interactions.…”

Section: ■ Introductionmentioning

confidence: 77%

Challenges and Opportunities in the Development of Organometallic Anticancer Drugs

2012

View full text Add to dashboard Cite

This review provides an introduction into the fascinating area of organometallic anticancer compounds. Although the subject dates back many years, it has witnessed considerable growth only in the past decade. A brief overview of the subject together with recent pertinent examples is provided. The properties of organometallic compounds that lend themselves to medical applications, the main current approaches used, and possible avenues for future research are identified.

show abstract

“…The presence of mild H-bond acceptor ligands (such as acetylacetonate (acac) derivatives) in Ru(II) arene framework, can also lead to some specific interactions [84]. The crystal structure of [(g 6 -p-cym)Ru(acac)9E-tA-N7]PF 6 , where 9EtA = 9-ethyladenine, shows the existence of a strong H-bonding interaction between the adenine N6H-O(acac), which may contribute to the selectivity of {(g 6 -p-cym)Ru(acac)} + towards adenine bases [85]. In this study we probed the effect of strong hydrogen bond acceptor, P@O, expecting it to participate in specific interactions which may contribute to improvement in cytotoxicity of the complex.…”

Section: Entrymentioning

confidence: 99%