Objective
Research objectives and content
A total synthesis of the antitumor active prodrug F-826, which has been developed by Hoechst an two French research groups, has to be accomplished. This synthesis of anthracycline antibiotics follows the A+B--> ABCD approach which has not been used for the construction of the anthracycline skeleton. Task 1: The ring A and ring D building block of this synthesis have to be prepared. Task 2: These two building blocks have to be linked by a temporary Si-O-tether to afford an enediyne. A cobaltmediated cyclization of this enediyne should lead to the anthracycline framework which should be converted into Doxorubicinone.
Task 3: Daunosamine e and its C-5 analogues shall be
prepared starting from m-methoxybenzaldehyde. Task 4: Glycosidation of Doxorubicinone with Daunosamine and its analogues shall afford the corresponding doxorubicines representing the biologically active compounds. Task 5: The synthesis of the prodrug F-826 has to be completed by connecting Doxorubicine with protected 4-b-glucoronyl-3-nitrobenzylalco followed by deprotection.
Training content (objective, benefit and expected impact)
The applicant expects that the postdoctoral training allows her to continue the learning of techniques and topics of chemistry which could not be adquired at the home institution in Spain. After her academic training in Germany, the applicant plans to return to her former institution or to work in Spanish industry, to implement her newly acquired techniques.
Links with industry / industrial relevance (22)
This project is the result of a joint effort by researches at the University of Konstanz and the pharmaceutical research laboratories of Hoechst A G. The development of new selective methods and reagents is of great current interest in industrial chemistry. The target molecule, F-826, to be prepared in this research project is - as well as its synthetic analogues - of economic interest for companies active in pharmaceutical chemistry due to their anticancer and antibiotic properties.
Fields of science (EuroSciVoc)
CORDIS classifies projects with EuroSciVoc, a multilingual taxonomy of fields of science, through a semi-automatic process based on NLP techniques.
CORDIS classifies projects with EuroSciVoc, a multilingual taxonomy of fields of science, through a semi-automatic process based on NLP techniques.
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Call for proposal
Data not availableFunding Scheme
RGI - Research grants (individual fellowships)Coordinator
78457 KONSTANZ
Germany