Synthesis and cytotoxicity evaluation of diastereoisomers and N-terminal analogues of tubulysin-U (Articolo in rivista)

Type
Label
  • Synthesis and cytotoxicity evaluation of diastereoisomers and N-terminal analogues of tubulysin-U (Articolo in rivista) (literal)
Anno
  • 2013-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.tetlet.2013.09.010 (literal)
Alternative label
  • Shankar, P. Sreejith; Bigotti, Serena; Lazzari, Paolo; Manca, Ilaria; Spiga, Marco; Sani, Monica; Zanda, Matteo (2013)
    Synthesis and cytotoxicity evaluation of diastereoisomers and N-terminal analogues of tubulysin-U
    in Tetrahedron letters
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Shankar, P. Sreejith; Bigotti, Serena; Lazzari, Paolo; Manca, Ilaria; Spiga, Marco; Sani, Monica; Zanda, Matteo (literal)
Pagina inizio
  • 6137 (literal)
Pagina fine
  • 6141 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 54 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali
  • 5 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 45 (literal)
Note
  • ISI Web of Science (WoS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Polytechnic University of Milan; KemoTech Srl; University of Sassari; Consiglio Nazionale delle Ricerche (CNR); Consiglio Nazionale delle Ricerche (CNR); University of Aberdeen (literal)
Titolo
  • Synthesis and cytotoxicity evaluation of diastereoisomers and N-terminal analogues of tubulysin-U (literal)
Abstract
  • Tubulysins are potent anti-mitotic natural compounds and a scalable and efficient synthetic route for generation of its analogues has been developed and extended to the synthesis of diastereoisomers and N-terminal analogues of tubulysin-U. Structure-activity-relationship studies on these synthetic analogues reaffirmed the significance of native stereochemistry of tubulysins for optimal biological activity and cytotoxicity. However, while modification of Tup stereochemistry has only minor effect on the tubulysins cytotoxicity, Tuv stereochemistry is critically important and modification of either Tuv stereo-centre produced a dramatic drop in cytotoxicity. (C) 2013 Elsevier Ltd. All rights reserved. (literal)
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