Fabienne Berrée

A new access to 2-hydroxymorpholines through a three-component Petasis coupling reaction

Abstract 2-Hydroxymorpholines bearing a variety of substituents were prepared via the one-pot three-component reaction of a 1,2-aminoalcohol, an organoboronic acid and a glyoxal derivative.

Synthesis of the marine sponge alkaloid oroidin and its analogues via Suzuki cross-coupling reactions

A new synthesis of the natural product oroidin was described using a Suzuki coupling reaction as key step. This method was extended to the synthesis of various analogues of oroidin and hymenidin.

Solvent-free one-pot four-component synthesis of 2-aminomorpholines. Access to related diaminoalcohols

Under microwave irradiation, a series of 2-aminomorpholines were readily produced in a straightforward four-component process from commercially available 1,2-aminoalcohols, glyoxal, boronic acids and aliphatic or aromatic amines. Further reduction furnished the corresponding diaminoalcohols.

Synthesis and antibacterial activity of novel neamine derivatives: preponderant role of the substituent position on the neamine core

A series of neamine derivatives were prepared from the cyclic carbonate and sulfate of 1,3,2,6-tetraazido-3,4,-di-O-acetylneamine. Ring opening reactions with diversely substituted amines result in the formation of the corresponding carbamates or sulfonic acids with good overall yields. The antibacterial activities of the synthesized products against E. coli (DH5α) and S. aureus (RN4220) were evaluated. With isolated single regioisomers, the preponderant effect of the 5-positions of the carbamate substituent on the neamine core was demonstrated.

Antiviral effect of ribonuclease conjugated oligodeoxynucleotides targeting the IRES RNA of the hepatitis C virus

Hepatitis C virus (HCV) translation initiation is mediated by a highly structured and conserved RNA, termed the Internal Ribosome Entry Site (IRES), located at the 5-end of its single stranded RNA genome. It is a key target for the development of new antiviral compounds. Here we made use of the recently developed HCV cell culture system to test the antiviral activity of artificial ribonucleases consisting of imidazole(s) linked to antisense oligodeoxynucleotides targeting the HCV IRES. Results from the cell culture model indicate that the naked antisense oligodeoxynucleotide displayed an efficient antiviral activity. Despite the increased activity observed with the addition of imidazole moieties when tested with the cell-free system, it appears that these improvements were not reproduced in the cellular model.