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New synthetic strategies and structural optimization of the sugar moiety from a...

Cachatra, Vasco

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...


Binding and transport properties of a benzo[b]thiophene‐based mono‐(thio)urea l...

Moiteiro, Cristina; Marques, Igor; Ryder, William G.; Cachatra, Vasco; Carvalho, Sílvia; Chen, Li‐Jun; Goodfellow, Brian J.; Gale, Philip A.

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...


Erylusamides: Novel Atypical Glycolipids from Erylus cf. deficiens

Gaspar, Helena; Cutignano, Adele; Grauso, Laura; Neng, Nuno; Cachatra, Vasco; Fontana, Angelo; Xavier, Joana; Cerejo, Marta; Vieira, Helena

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...


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