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Synthesis of stereochemically diverse cyclic analogs of tubulysins

Title
Synthesis of stereochemically diverse cyclic analogs of tubulysins
Authors
Park, YunjeongBae, Song YiHah, Jung-MiLee, Sang KookRyu, Jae-Sang
Ewha Authors
류재상
SCOPUS Author ID
류재상scopus
Issue Date
2015
Journal Title
BIOORGANIC & MEDICINAL CHEMISTRY
ISSN
0968-0896JCR Link1464-3391JCR Link
Citation
vol. 23, no. 21, pp. 6827 - 6843
Keywords
TubulysinAntitumor agentsPeptidesAsymmetric catalysisHetero Diels-Alder reaction
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
The synthesis of tubulysin analogs containing stereochemically diverse cyclic Tuv moieties is described. A tetrahydropyranyl moiety was incorporated into the Tuv unit by enantioselective hetero Diels-Alder reactions of Danishefsky's diene and thiazole aldehyde. Four different stereoisomers of cyclic Tuv units were used as surrogates for the Tuv moiety. The synthesized stereochemically diverse simplified cyclic analogs were evaluated for the inhibition of tubulin polymerization. (C) 2015 Elsevier Ltd. All rights reserved.
DOI
10.1016/j.bmc.2015.10.003
Appears in Collections:
약학대학 > 약학과 > Journal papers
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