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Eb, Moroshkina; Nv, Zagoruĭko; En, Glibin

doi:10.1023/a:1004811120059

Cited by 8 publications

(1 citation statement)

References 12 publications

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“…For instance, crown ethers have found use in vivo as targeting functionalities incorporated inter alia into modified DNA-binding agents [14, 15]. It was shown that the positive charge of the cation-crown ether complexes increased the ability of crown ether linked compounds to interact with the polyanionic phosphate backbone of DNA [14, 16]. Presumably, the in vitro or in vivo formation of cationic crown ether complexes with ions that are abundant in cells, such as sodium (intracellular concentration = 5-15 mM) or potassium (intracellular concentration = 140 mM) leads to an increased interaction with the DNA target.…”

Section: Introductionmentioning

confidence: 99%

Crown ether functionalized texaphyrin monomers and dimers

Preihs

Magda

Sessler

2011

J. Porphyrins Phthalocyanines

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The synthesis and characterization of two 18-crown-6 functionalized analogues of an extensively studied gadolinium texaphyrin derivative, motexafin gadolinium (1, MGd), are reported. These are the monomeric and dimeric species, compounds 2 and 3, respectively. Both crown ether functionalized species proved to be stable at physiological pH and revealed distinct shifts in the UV spectrum when treated with sodium-, potassium-, ammonium- or zinc(II)-salts. Zinc(II) is believed to play a major role regulating apoptosis mechanisms in cancerous cells. Therefore, cytotoxicity studies of 2 and 3 were carried out using Ramos cell lines in the presence and absence of zinc(II).

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Section: Introductionmentioning

confidence: 99%

Crown ether functionalized texaphyrin monomers and dimers

Preihs

Magda

Sessler

2011

J. Porphyrins Phthalocyanines

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Oxa-aza Crown Ethers as Ligands for Mixed-Ligand Cisplatin Derivatives and Dinuclear Platinum Anticancer Drugs

Jansen

Wielaard

Dulk

et al. 2002

Eur. J. Inorg. Chem.

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Keywords: Anticancer drugs / Platinum / DNA binding / Crown ethers / A2780 human ovarian cancerIn the search for novel platinum anticancer drugs, cisplatin derivatives and dinuclear platinum complexes containing oxa-aza crown ether and oxa-diaza crown ether ligands have been prepared. The cisplatin derivatives cis-[PtCl 2 (NH 3 )(1,4,7,10,13-pentaoxa-16-azacyclooctadecane-N)] (AO18) and cis-[PtCl 2 (NH 3 )(1,4,7,10-tetraoxa-13-azacyclopentadecane-N)] (AO15), and the dinuclear cationic platinum complexes [{trans-PtCl(NH 3 ) 2 } 2 (µ-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-N,NЈ)](NO 3 ) 2 (DAO18) and [{trans-PtCl(NH 3 ) 2 } 2 (µ-1,4,10-trioxa-7,13-diazacyclopentadecane-N,NЈ)](NO 3 ) 2 (DAO15) were investigated for their cytotoxic properties, cellular uptake and intracellular DNA binding in A2780 human ovarian cancer. The cisplatin derivative AO15 shows the highest cytotoxic activity, whereas the

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Laccase‐Mediated Synthesis of Novel Substituted Phenoxazine Chromophores Featuring Tuneable Water Solubility

Bruyneel

Payen

Rescigno

et al. 2009

Chemistry A European J

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Laccases are members of the blue copper oxidases family found in nature. They commonly oxidise a wide range of phenol and aniline derivatives, which in turn are involved in oxidative coupling reactions. Yet, laccases remain rarely described as biocatalysts in organic synthesis. This paper describes the chemical preparation of original sulfonated aminophenol substrates and their enzyme-mediated dimerisation into phenoxazine chromophores that feature tuneable water solubility as a function of the sulfonyl substituent. The scope and limitations of the biocatalysed synthetic process are outlined. Kinetic data were collected to evaluate the influence of physicochemical parameters. The structure of the novel phenoxazine dyes ("head-to-head" or "head-to-tail" dimer) was assessed by NMR spectroscopic analysis. Two crystalline compounds were analysed by X-ray diffraction. Such laccase-mediated synthesis (a green chemistry process) was proven to be more efficient than the chemical oxidation of o-aminophenols with silver oxide.

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Cited by 8 publications

References 12 publications

Crown ether functionalized texaphyrin monomers and dimers

Crown ether functionalized texaphyrin monomers and dimers

Oxa-aza Crown Ethers as Ligands for Mixed-Ligand Cisplatin Derivatives and Dinuclear Platinum Anticancer Drugs

Laccase‐Mediated Synthesis of Novel Substituted Phenoxazine Chromophores Featuring Tuneable Water Solubility

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