Synthesis of a Cyclic Analogue of Tuv N-Methyl Tubulysin

Title
Synthesis of a Cyclic Analogue of Tuv N-Methyl Tubulysin
Authors
박윤정이재균유재상
Keywords
antitumor agents; peptides; Diels?Alder reaction; asymmetric catalysis
Issue Date
2015-05
Publisher
Synlett
Citation
VOL 26, NO 8, 1063-1068
Abstract
Tubulysins are the most potent antimitotic agents known so far. We are interested in the conformational effect of tubulysin and herein we report the design and synthesis of a conformationally rigid cyclic analogue of Tuv N-methyl tubulysin. A conformationally rigid tetrahydropyran moiety was incorporated into the Tuv fragment via enantioselective hetero Diels-Alder reaction to prevent the rotation of the Tuv chain. The following diastereoselective reductive amination yielded the (4-methylamino)tetrahydropyranyl Tuv fragment, which was coupled to d-Mep-l-Ile dipeptide fragment and Tup fragment sequentially.
URI
http://pubs.kist.re.kr/handle/201004/50604
ISSN
09365214
Appears in Collections:
KIST Publication > Article
Files in This Item:
There are no files associated with this item.
Export
RIS (EndNote)
XLS (Excel)
XML


qrcode

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

BROWSE