1268624-99-2Relevant articles and documents
Total Synthesis and Biological Evaluation of the Glycosylated Macrocyclic Antibiotic Mangrolide A
Hattori, Hiromu,Roesslein, Joel,Caspers, Patrick,Zerbe, Katja,Miyatake-Ondozabal, Hideki,Ritz, Daniel,Rueedi, Georg,Gademann, Karl
, p. 11020 - 11024 (2018)
The macrocyclic antibiotic mangrolide A has been described to exhibit potent activity against a number of clinically important Gram-negative pathogens. Reported is the first enantioselective total synthesis of mangrolide A and derivatives. Salient features of this synthesis include a highly convergent macrocycle preparation, stereoselective synthesis of the disaccharide moiety, and two β-selective glycosylations. The synthesis of mangrolide A and its analogues enabled the re-examination of its activity against bacterial pathogens, and only minimal activity was observed.
Probing the role of the mycosamine C2′-OH on the activity of amphotericin B
Croatt, Mitchell P.,Carreira, Erick M.
, p. 1390 - 1393 (2011/05/08)
A synthetic route to a mycosamine donor was designed and provided access to a set of AmB derivatives targeted to probe the effect of the C2′-OH. It was determined that the configuration of the C2′-position is inconsequential but that O-methylation of this alcohol was deleterious to its mode of action. Additionally, the analog incorporating a mycosamine derivative from the enantiomeric series was devoid of activity.