Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
5
pubmed:dateCreated
2008-3-6
pubmed:abstractText
Ten cytoselective compounds have been identified from 372 thiazolidinone analogues by applying iterative library approaches. These compounds selectively killed both non-small cell lung cancer cell line H460 and its paclitaxel-resistant variant H460 taxR at an IC 50 between 0.21 and 2.93 microM while showing much less toxicity to normal human fibroblasts at concentrations up to 195 microM. Structure-activity relationship studies revealed that (1) the nitrogen atom on the 4-thiazolidinone ring (ring B in Figure 1) cannot be substituted, (2) several substitutions on ring A are tolerated at various positions, and (3) the substitution on ring C is restricted to the -NMe 2 group at the 4-position. A pharmacophore derived from active molecules suggested that two hydrogen bond acceptors and three hydrophobic regions were common features. Activities against P-gp-overexpressing and paclitaxel-resistant cell line H460 taxR and modeling using a previously validated P-gp substrate pharmacophore suggested that active compounds were not likely P-gp substrates.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Mar
pubmed:issn
0022-2623
pubmed:author
pubmed:issnType
Print
pubmed:day
13
pubmed:volume
51
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
1242-51
pubmed:dateRevised
2010-11-18
pubmed:meshHeading
pubmed-meshheading:18257542-Antineoplastic Agents, pubmed-meshheading:18257542-Cell Line, Tumor, pubmed-meshheading:18257542-Cell Proliferation, pubmed-meshheading:18257542-Combinatorial Chemistry Techniques, pubmed-meshheading:18257542-Drug Design, pubmed-meshheading:18257542-Drug Resistance, Neoplasm, pubmed-meshheading:18257542-Drug Screening Assays, Antitumor, pubmed-meshheading:18257542-Humans, pubmed-meshheading:18257542-Hydrogen Bonding, pubmed-meshheading:18257542-Hydrophobic and Hydrophilic Interactions, pubmed-meshheading:18257542-Lung Neoplasms, pubmed-meshheading:18257542-Models, Molecular, pubmed-meshheading:18257542-P-Glycoprotein, pubmed-meshheading:18257542-Paclitaxel, pubmed-meshheading:18257542-Structure-Activity Relationship, pubmed-meshheading:18257542-Thiazolidinediones
pubmed:year
2008
pubmed:articleTitle
Design, synthesis, cytoselective toxicity, structure-activity relationships, and pharmacophore of thiazolidinone derivatives targeting drug-resistant lung cancer cells.
pubmed:affiliation
Department of Chemical Biology and Therapeutics, St. Jude Research Hospital, Memphis, Tennessee 38105, USA.
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't