SAR studies on hydropentalene derivatives--Important core units of biologically active tetramic acid macrolactams and ptychanolides.

2.50
Hdl Handle:
http://hdl.handle.net/10033/620813
Title:
SAR studies on hydropentalene derivatives--Important core units of biologically active tetramic acid macrolactams and ptychanolides.
Authors:
Lutz, Vanessa; Mannchen, Fabian; Krebs, Michael; Park, Natja; Krüger, Claudia; Raja, Aruna; Sasse, Florenz; Baro, Angelika; Laschat, Sabine
Abstract:
Structurally diverse bicyclo[3.3.0]octanes were prepared and tested for their biological activity. Both the antiproliferative activity and the results of phenotypic characterization varied with the substitution patterns. Two derivatives displayed high inhibitory (IC50 ≤3μM) activity against the L-929 cell line, but differed in their mode of action. A cluster analysis with impedance profiling data showed the two compounds in relationship to microtubule interfering compounds. In PtK2 cells treated with both derivatives a perturbing effect on the microtubular network was observed, whereas the actin cytoskeleton in incubated PtK2 cells was disturbed only by one compound. The effects on tubulin and actin polymerization could be confirmed by in vitro polymerization experiments.
Affiliation:
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
Citation:
SAR studies on hydropentalene derivatives--Important core units of biologically active tetramic acid macrolactams and ptychanolides. 2014, 22 (13):3252-61 Bioorg. Med. Chem.
Journal:
Bioorganic & medicinal chemistry
Issue Date:
1-Jul-2014
URI:
http://hdl.handle.net/10033/620813
DOI:
10.1016/j.bmc.2014.04.063
PubMed ID:
24856181
Type:
Article
Language:
en
ISSN:
1464-3391
Appears in Collections:
Publications of the research group Chemical Biology (CBIO)

Full metadata record

DC FieldValue Language
dc.contributor.authorLutz, Vanessaen
dc.contributor.authorMannchen, Fabianen
dc.contributor.authorKrebs, Michaelen
dc.contributor.authorPark, Natjaen
dc.contributor.authorKrüger, Claudiaen
dc.contributor.authorRaja, Arunaen
dc.contributor.authorSasse, Florenzen
dc.contributor.authorBaro, Angelikaen
dc.contributor.authorLaschat, Sabineen
dc.date.accessioned2017-02-08T13:16:01Z-
dc.date.available2017-02-08T13:16:01Z-
dc.date.issued2014-07-01-
dc.identifier.citationSAR studies on hydropentalene derivatives--Important core units of biologically active tetramic acid macrolactams and ptychanolides. 2014, 22 (13):3252-61 Bioorg. Med. Chem.en
dc.identifier.issn1464-3391-
dc.identifier.pmid24856181-
dc.identifier.doi10.1016/j.bmc.2014.04.063-
dc.identifier.urihttp://hdl.handle.net/10033/620813-
dc.description.abstractStructurally diverse bicyclo[3.3.0]octanes were prepared and tested for their biological activity. Both the antiproliferative activity and the results of phenotypic characterization varied with the substitution patterns. Two derivatives displayed high inhibitory (IC50 ≤3μM) activity against the L-929 cell line, but differed in their mode of action. A cluster analysis with impedance profiling data showed the two compounds in relationship to microtubule interfering compounds. In PtK2 cells treated with both derivatives a perturbing effect on the microtubular network was observed, whereas the actin cytoskeleton in incubated PtK2 cells was disturbed only by one compound. The effects on tubulin and actin polymerization could be confirmed by in vitro polymerization experiments.en
dc.language.isoenen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/*
dc.subject.meshAnimalsen
dc.subject.meshAntineoplastic Agentsen
dc.subject.meshBridged Bicyclo Compoundsen
dc.subject.meshCell Lineen
dc.subject.meshCell Proliferationen
dc.subject.meshDose-Response Relationship, Drugen
dc.subject.meshDrug Evaluation, Preclinicalen
dc.subject.meshHumansen
dc.subject.meshLactams, Macrocyclicen
dc.subject.meshMiceen
dc.subject.meshMolecular Conformationen
dc.subject.meshPyrrolidinonesen
dc.subject.meshStructure-Activity Relationshipen
dc.titleSAR studies on hydropentalene derivatives--Important core units of biologically active tetramic acid macrolactams and ptychanolides.en
dc.typeArticleen
dc.contributor.departmentHelmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.en
dc.identifier.journalBioorganic & medicinal chemistryen

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