This PhD thesis focused on the synthesis and development of new synthetic strategies towards carbohydrate-based compounds with potential relevance for biological applications. Firstly, the development of a new synthetic methodology to prepare bicyclic sugar moieties bearing a fused furan ring was achieved. This strategy relies on a key Wittig reaction to afford the branched chain at position 3 of the sugar moie...
Using the chemical versatility of the benzo[b]thiophene motif, an extensive library of 24 (thio)urea receptors, with different binding properties and lipophilicities, was prepared and included α,α-, α,β-, β,β-, β,γ-, α,γ-, and γ,γ-benzo[b]thiophene positional isomers, as well as β- or γ-benzo[b]thiophene-based molecules decorated with aliphatic chains or aryl moieties with different fluorination degrees. 1H NMR...
Among marine organisms, sponges are the richest sources of pharmacologically-active compounds. Stemming from a previous lead discovery program that gathered a comprehensive library of organic extracts of marine sponges from the off-shore region of Portugal, crude extracts of Erylus cf. deficiens collected in the Gorringe Bank (Atlantic Ocean) were tested in the innovative high throughput screening (HTS) assay f...