Titlebar

Export bibliographic data
Literature by the same author
plus on the publication server
plus at Google Scholar

 

Synthesis and antiproliferative effect of the proposed stereoisomer of the marine sponge metabolite halisphingosine A

Title 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
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