Show simple item record

dc.contributor.authorShaaban, Saad
dc.contributor.authorSasse, Florenz
dc.contributor.authorBurkholz, Torsten
dc.contributor.authorJacob, Claus
dc.date.accessioned2017-02-13T12:49:47Z
dc.date.available2017-02-13T12:49:47Z
dc.date.issued2014-07-15
dc.identifier.citationSulfur, selenium and tellurium pseudopeptides: synthesis and biological evaluation. 2014, 22 (14):3610-9 Bioorg. Med. Chem.en
dc.identifier.issn1464-3391
dc.identifier.pmid24890655
dc.identifier.doi10.1016/j.bmc.2014.05.019
dc.identifier.urihttp://hdl.handle.net/10033/620816
dc.description.abstractA new series of sulfur, selenium and tellurium peptidomimetic compounds was prepared employing the Passerini and Ugi isocyanide based multicomponent reactions (IMCRs). These reactions were clearly superior to conventional methods traditionally used for organoselenium and organotellurium synthesis, such as classical nucleophilic substitution and coupling methods. From the biological point of view, these compounds are of considerable interest because of suspected anticancer and antimicrobial activities. While the sulfur and selenium containing compounds generally did not show either anticancer or antimicrobial activities, their tellurium based counterparts frequently exhibited antimicrobial activity and were also cytotoxic. Some of the compounds synthesized even showed selective activity against certain cancer cells in cell culture. These compounds induced a cell cycle delay in the G0/G1 phase. At closer inspection, the ER and the actin cytoskeleton appeared to be the primary cellular targets of these tellurium compounds, in line with some of our previous studies. As most of these peptidomimetic compounds also comply with Lipinski's Rule of Five, they promise good bioavailability, which needs to be studied as part of future investigations.
dc.language.isoenen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/*
dc.subject.meshAnti-Bacterial Agentsen
dc.subject.meshAntifungal Agentsen
dc.subject.meshAntineoplastic Agentsen
dc.subject.meshBacteriaen
dc.subject.meshCell Cycleen
dc.subject.meshCell Line, Tumoren
dc.subject.meshCell Proliferationen
dc.subject.meshDose-Response Relationship, Drugen
dc.subject.meshDrug Screening Assays, Antitumoren
dc.subject.meshFungien
dc.subject.meshHumansen
dc.subject.meshMCF-7 Cellsen
dc.subject.meshMicrobial Sensitivity Testsen
dc.subject.meshMolecular Structureen
dc.subject.meshPeptidesen
dc.subject.meshPeptidomimeticsen
dc.subject.meshSeleniumen
dc.subject.meshStructure-Activity Relationshipen
dc.subject.meshSulfuren
dc.subject.meshTelluriumen
dc.titleSulfur, selenium and tellurium pseudopeptides: synthesis and biological evaluation.en
dc.typeArticleen
dc.contributor.departmentHelmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.en
dc.identifier.journalBioorganic & medicinal chemistryen
refterms.dateFOA2018-06-13T04:14:57Z
html.description.abstractA new series of sulfur, selenium and tellurium peptidomimetic compounds was prepared employing the Passerini and Ugi isocyanide based multicomponent reactions (IMCRs). These reactions were clearly superior to conventional methods traditionally used for organoselenium and organotellurium synthesis, such as classical nucleophilic substitution and coupling methods. From the biological point of view, these compounds are of considerable interest because of suspected anticancer and antimicrobial activities. While the sulfur and selenium containing compounds generally did not show either anticancer or antimicrobial activities, their tellurium based counterparts frequently exhibited antimicrobial activity and were also cytotoxic. Some of the compounds synthesized even showed selective activity against certain cancer cells in cell culture. These compounds induced a cell cycle delay in the G0/G1 phase. At closer inspection, the ER and the actin cytoskeleton appeared to be the primary cellular targets of these tellurium compounds, in line with some of our previous studies. As most of these peptidomimetic compounds also comply with Lipinski's Rule of Five, they promise good bioavailability, which needs to be studied as part of future investigations.


Files in this item

Thumbnail
Name:
Publisher version
Thumbnail
Name:
Shaaban et al.pdf
Size:
365.9Kb
Format:
PDF
Description:
submitted manuscript

This item appears in the following Collection(s)

Show simple item record

http://creativecommons.org/licenses/by-nc-sa/4.0/
Except where otherwise noted, this item's license is described as http://creativecommons.org/licenses/by-nc-sa/4.0/