Solid-Phase Synthesis of 5 '-O- N-(Acyl)sulfamoyl adenosine Derivatives

• The solid-phase synthesis of 5'-O-[N-(acyl)sulfamoyl]adenosine derivatives is described. The use of a Rink amide polystyrene solid support together with an appropriately protected ribo-purine starting material allowed for the development of a highly reliable and practical route for the solid-phase synthesis of 5'-O-[N-(acyl)sulfamoyl]adenosines. The developed procedure enables the efficient parallel synthesis of the target compounds in high yields. These compounds are non-hydrolysable isosteres of acyl-adenylates, which play an important role in a range of different metabolic pathways such as ribosomal and non-ribosomal peptide synthesis, fatty acid oxidation or enzyme regulation; some adenylate-forming enzymes are potential drug targets.

Ämnesord

TEKNIK OCH TEKNOLOGIER  -- Kemiteknik -- Farmaceutisk synteskemi (hsv//swe)

ENGINEERING AND TECHNOLOGY  -- Chemical Engineering -- Pharmaceutical Chemistry (hsv//eng)

Nyckelord

Medicinal chemistry

Synthetic methods

Solid-phase synthesis

Enzymes

Nucleosides

transfer-rna synthetase

mycobacterium-tuberculosis

siderophore

biosynthesis

pantothenate synthetase

analogs

inhibitors

adenylate

acid

antibiotics

siderophore

Publikations- och innehållstyp

ref (ämneskategori)

art (ämneskategori)