Author/Authors :
Hardwin O’Dowd، نويسنده , , Jason G. Lewis، نويسنده , , Joaquim Trias، نويسنده , , Rumi Asano، نويسنده , , Johanne Blais، نويسنده , , Sara L. Lopez، نويسنده , , Craig K. Park، نويسنده , , Charlotte Wu، نويسنده , , Wen Wang، نويسنده , , Mikhail F. Gordeev، نويسنده ,
Abstract :
The synthesis and evaluation of novel azetidine lincosamides 1 are described. Eleven new (3-trans-alkyl)azetidine-2-carboxylic acids were synthesized via alkylation of N-TBS-4-oxo-azetidine-2-carboxylic acid and subsequent elaboration then coupled to 7-chloro-1-methylthio-lincosamine. The resulting lincosamides differ from the drug clindamycin in both the size of the ring and the position/structure of the alkyl side-chain. SAR within the series was explored with attention to alkyl variants in positions 1 and 3 of the azetidine ring.
Keywords :
antibiotic , clindamycin , Azetidine , Lincosamide , Unnatural amino acid , Protein synthesis inhibitor , Antibacterial
