Antiproliferative effect on HepaRG cell cultures of new calix[4]arenes

Rouge, Pascal; Pires, Viviane Silva; Gaboriau, François; Dassonville‐Klimpt, Alexandra; Guillon, Jean; Nascimento, Sophie Da; Léger, Jean‐Michel; Lescoat, Gérard; Sonnet, Pascal

doi:10.3109/14756360903169949

Cited by 17 publications

(8 citation statements)

References 45 publications

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“…Rouge et al [44] used calix [4]arenes bearing alkyl ester and alkyl acid moieties at the lower rim, Pires et al [45] used calix [4]arenes bearing two hydrazide function or ornithine, glutamic/aspartic acid groups at the lower rim, and Latxague et al [46] used calix [4]arenes bearing diamino-tetraesters, diamino-tetraalcohols, diamino-tetraacid and tetraaryloxypentoxy groups at the lower rim. They compared their calixarene derivatives with 4-3,5-bis-(2-hydroxyphenyl)-1,2,4-triazol-1-yl-benzoic acid as a new oral chelator.…”

Section: Anti-mycobacterial and Anti-proliferativitymentioning

confidence: 99%

Applications of calixarene nano-baskets in pharmacology

Bahram

Pourabdollah

2011

J Incl Phenom Macrocycl Chem

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Calixarene nano-baskets enable to encapsulate the guest drugs and show different biological activities. This review deals with the behavior of calixarene-based drugs and illustrates their potentials in the pharmacological sciences. The role of calixarene's scaffolds and substitutions in aspects of anti-cancer, anti-mycobacterial, antiproliferativity, catalytic and inhibitory activities as well as solubility control, drug analysis, drug purification, drug supports and structural studies is reviewed.

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Section: Anti-mycobacterial and Anti-proliferativitymentioning

confidence: 99%

Applications of calixarene nano-baskets in pharmacology

Bahram

Pourabdollah

2011

J Incl Phenom Macrocycl Chem

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“…Compounds 1, 3, 8 and 9 were synthesised according to previously described methods (17)(18)(19)(20)23). The synthesis of the compounds 2, 4-7 and 10-13 was firstly reported in this study.…”

Section: Synthesismentioning

confidence: 99%

“…5-bromova leric acid and 4-(bromomethyl)benzoic acid) were converted to methyl esters with methanol in the presence of sulphuric acid through an esterification reaction. Then they were connected to calixarene in the form of an ester (17,18). The obtained calixarene diester derivatives were hydrolysed for a period of 5 -10 min via a microwave device, and through the continuation of the reaction with oxalyl chloride, the acid chloride derivatives were obtained.…”

Section: Synthesis Of Calix[4]arene Derivativesmentioning

confidence: 99%

Synthesis of new calix[4]arene amide derivatives and investigation of their DNA cleavage activity

Özkan

Yïlmaz

Özmen

2013

Supramolecular Chemistry

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This study comprises the synthesis of new p-tert-butylcalix[4]arene with different amide functional groups and summarises an investigation of their DNA cleavage activities. The structural investigations of the synthesised compounds were examined by FTIR, 1 H NMR, 13 C NMR, elemental analysis and FAB-MS techniques. The interaction between these compounds and pBR322 plasmid DNA has been investigated via agarose gel electrophoresis and, according to the results, compounds 5, 7, 8 and 13 exhibit efficient DNA cleavage activity. In the electrophoresis images of 5, 7 and 8, Form IV which is small DNA fragment was observed in addition to supercoiled Form I, open circular Form II and linear Form III.

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“…[69] In comparison of results of both lower-and upper-rim-functionalized calix [4]arene iminosugar clusters 7 and 20, respectively, the former was found much more active than the later. Sonnet et al [86,87] have synthesized functionalized calix [4]arene podands 21-23 having diamino-tetraesters, diamino-tetraalcohols, and diamino-tetraacids groups, respectively, at the lower rim (Scheme 12) and reported their effect on cell proliferation, in comparison with the new oral chelator ICL670A (4-[3,5-bis-(2-hydroxyphenyl)-1,2,4 -triazol-1-yl]-benzoic acid). The results of the antiproliferative effect of these functionalized calix [4]arene derivatives (studied in the human hepatocarcinoma HepaRG cell cultures, using cell nuclei counting subsequent to staining with the DNA intercalating fluorescence dye, Hoechst 33342) showed that the podands 21-23 have comparable activity to that of ICL670.…”

Section: Upper-rim-functionalized Calix[4] Arenesmentioning

confidence: 99%

Functionalized calix[4]arenes as potential therapeutic agents

2017

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Calixarenes, composed of phenolic units linked by methylene bridges at the 2,6-positions, represent a versatile class of macrocyclic compounds in supramolecular chemistry that can host small molecules or ions in their well-defined hydrophobic cavities. In recent years, it has been recognized that this class of compounds has the potential to serve as platform for the design of biological active compounds. Therefore, the calixarenes functionalized with different pharmacophoric groups have been synthesized as target structure by many researchers and were further evaluated for their biological activities. Owing to their promising biological activities such as antiviral, antibacterial, antifungal, and anticancer, the functionalized calixarenes are recently receiving increased attention from pharmaceutical/medicinal chemistry community. In this review, we summarize and discuss the synthetic approaches and the biological potential of functionalized calixarenes, mainly focusing on the selected recent studies for a comprehensive and target-oriented information, which could help in the design and synthesis of new therapeutic agents leading to the development of clinically viable drugs based on these macrocyles. K E Y W O R D Sbiological activity, calixarenes, cone conformation, functionalization, upper/lower rim/annulus

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Antiproliferative effect on HepaRG cell cultures of new calix[4]arenes

Cited by 17 publications

References 45 publications

Applications of calixarene nano-baskets in pharmacology

Applications of calixarene nano-baskets in pharmacology

Synthesis of new calix[4]arene amide derivatives and investigation of their DNA cleavage activity

Functionalized calix[4]arenes as potential therapeutic agents

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