Ontology type: schema:ScholarlyArticle
2011-05
AUTHORSPradeep K. Naik, Biswa Prasun Chatterji, Surya N. Vangapandu, Ritu Aneja, Ramesh Chandra, Srinivas Kanteveri, Harish C. Joshi
ABSTRACTNoscapine and its derivatives are important microtubule-interfering agents shown to have potent anti-tumor activity. The binding free energies (ΔG (bind)) of noscapinoids computed using linear interaction energy (LIE) method with a surface generalized Born (SGB) continuum solvation model were in agreement with the experimental ΔG (bind) with average root mean square error of 0.082 kcal/mol. This LIE-SGB model guided us in designing a novel derivative of noscapine, amino-noscapine [(S)-3-((R)-9-amino-4-methoxy-6-methyl-5,6,7,8-tetrahydro [1, 3] dioxolo[4,5-g]isoquinolin-5-yl)-6,7-dimethoxy isobenzo-furan-1(3H)-one] that has higher tubulin binding activity (predicted ΔG (bind) = -6.438 kcal/mol and experimental ΔG (bind) = -6.628 kcal/mol) than noscapine, but does not significantly change the total extent of the tubulin subunit/polymer ratio. The modes of interaction of amino-noscapine with the binding pocket of tubulin involved three hydrogen bonds and are distinct compared to noscapine which involved only one hydrogen bond. Also the patterns of non-bonded interactions are albeit different between both the lignads. The 'blind docking' approach (docking of ligand with different binding sites of a protein and their evaluations) as well as the reasonable accuracy of calculating ΔG (bind) using LIE-SGB model constitutes the first evidence that this class of compounds binds to tubulin at a site overlapping with colchicine-binding site or close to it. Our results revealed that amino-noscapine has better anti-tumor activity than noscapine. More... »
PAGES443-454
http://scigraph.springernature.com/pub.10.1007/s10822-011-9430-4
DOIhttp://dx.doi.org/10.1007/s10822-011-9430-4
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PUBMEDhttps://www.ncbi.nlm.nih.gov/pubmed/21544622
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curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1007/s10822-011-9430-4'
Turtle is a human-readable linked data format.
curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/s10822-011-9430-4'
RDF/XML is a standard XML format for linked data.
curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/s10822-011-9430-4'
This table displays all metadata directly associated to this object as RDF triples.
290 TRIPLES
21 PREDICATES
79 URIs
36 LITERALS
24 BLANK NODES