Design and synthesis of mimics of S-adenosyl-L-homocysteine as potential inhibitors of erythromycin methyltransferases.
A series of indanotriazine C-ribosides were prepared as SAH mimics, and tested for their ability to inhibit erythromycin resistance methylases Erm AM and Erm C'. A carbocyclic analogue derived from quinic acid was also synthesized and tested.
Hanessian
S
S
Department of Chemistry, Université de Montréal, Station Centre-ville, QC, Canada. hanessia@ere.umontreal.ca
Sgarbi
P W
PW
D004791:Enzyme Inhibitors / Q000138:chemical synthesis*; D007189:Indans / Q000138:chemical synthesis* / Q000494:pharmacology; D008780:Methyltransferases / Q000037:antagonists & inhibitors*; D012263:Ribonucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D012435:S-Adenosylhomocysteine / Q000031:analogs & derivatives / Q000737:chemistry* / Q000494:pharmacology; D014227:Triazines / Q000138:chemical synthesis* / Q000494:pharmacology
D004791:Enzyme Inhibitors; D007189:Indans; D012263:Ribonucleosides; D014227:Triazines; D012435:S-Adenosylhomocysteine; D008780:Methyltransferases; C019613:S-adenosylmethionine-erythromycin O-methyltransferase