Article ; Online: Total Synthesis of Amphidinolide K, a Macrolide That Stabilizes F-Actin.
The Journal of organic chemistry
2015 Volume 80, Issue 17, Page(s) 8511–8519
Abstract: The total synthesis of (-)-amphidinolide K (1) based on asymmetric addition of allylsilane C1-C8 ...
Abstract | The total synthesis of (-)-amphidinolide K (1) based on asymmetric addition of allylsilane C1-C8 to enal C9-C22 is reported. The 1,9,18-tris-O-TBDPS ether was converted into the desired 9,18-dihydroxy acid. Its macrolactonization was accomplished by the Shiina method. Compound 1 together with some of its stereoisomers and analogues were subjected to evaluation of the possible disruption of the α,β-tubulin-microtubule and/or G-actin-F-actin equilibria. Compound 1 behaves as a stabilizer of actin filaments (F-actin) in vitro. |
---|---|
MeSH term(s) | Actins/chemistry ; Anti-Bacterial Agents/chemical synthesis ; Anti-Bacterial Agents/chemistry ; Macrolides/chemical synthesis ; Macrolides/chemistry ; Molecular Structure ; Stereoisomerism ; Tubulin/chemistry |
Chemical Substances | Actins ; Anti-Bacterial Agents ; Macrolides ; Tubulin ; amphidinolide K |
Language | English |
Publishing date | 2015-09-04 |
Publishing country | United States |
Document type | Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't |
ZDB-ID | 123490-0 |
ISSN | 1520-6904 ; 0022-3263 |
ISSN (online) | 1520-6904 |
ISSN | 0022-3263 |
DOI | 10.1021/acs.joc.5b00966 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
More links
Kategorien
In stock of ZB MED Cologne/Königswinter
Zs.A 4473: Show issues | Location: Je nach Verfügbarkeit (siehe Angabe bei Bestand) bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular Jg. 1995 - 2021: Lesesall (2.OG) ab Jg. 2022: Lesesaal (EG) |
Order via subito
This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.