at Google ScholarTitle data
Bär, Alexander ; Bär, Sofia I. ; Schobert, Rainer:
Synthesis and antiproliferative effect of the proposed stereoisomer of the marine sponge metabolite halisphingosine A.
In: Organic & Biomolecular Chemistry.
Vol. 18
(2020)
Issue 38
.
- pp. 7565-7570.
ISSN 1477-0539
DOI: https://doi.org/10.1039/D0OB01786H
Abstract in another language
The first synthesis of the proposed natural stereoisomer of halisphingosine A, a metabolite of the marine sponge Haliclona tubifera, was accomplished in 11 steps including an enantioselective Henry reaction, a Weinreb amide – acetylide coupling, and stereoselective reductions of the resulting ynone to afford the R,Z-configured allyl alcohol moiety. The synthetic product differed from the natural isolate in some 13C-NMR data. It showed antiproliferative activity at clinically relevant concentrations against six tumour cell lines including such lacking functional tumor suppressor gene p53.
Further data
| Item Type: | Article in a journal |
|---|---|
| Refereed: | Yes |
| Institutions of the University: | Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry I > Chair Organic Chemistry I - Univ.-Prof. Dr. Rainer Schobert Faculties Faculties > Faculty of Biology, Chemistry and Earth Sciences Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry I |
| Result of work at the UBT: | Yes |
| DDC Subjects: | 500 Science > 540 Chemistry |
| Date Deposited: | 19 Apr 2022 09:58 |
| Last Modified: | 19 Apr 2022 09:58 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/69220 |