Objective
The main scientific objective is the development of synthesis strategies for the biologically active sesterterpene Manoalide and diheteroprostanoids with potent biological activity. Selective transformation of polyfunctional system of 3-substituted butenolides into key synthons and target substances constitute the basis of the scheme proposed for the synthesis of sesterterpene and prostanoids.
The construction of modified w-prostanoid chains will be realised on the basis of Michael type reaction of 3-alkylsubstituted butenolide derivatives with (E)-1-(trimethylsilyl)-2-alkylthio-(or amino)ethylenes. Synthesis of key building blocks includes the preparation of the 3-acyltetronic acids followed by selective reduction of the oxo-function (and double bond) of the 3-acylsubstituent of derivatives formed. The synthetic route to Manoalide includes the synthesis of precursors of the target sesterterpene from butenolides and the synthesis of key building blocks. Fundamental problems of the project are connected to the investigation of butenolide derivatives and their behaviour in new chemical transformations.
During the projected work new synthetic routes for two natural products and new potent, bioactive PG-diheteroanalogues will be developed and realised.
Topic(s)
Call for proposal
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30167 Hannover
Germany