17968-71-7Relevant academic research and scientific papers
Selective Functionalization of Antimycin A Through an N-Transacylation Reaction
Chevalier, Arnaud,Zhang, Yanmin,Khdour, Omar M.,Hecht, Sidney M.
supporting information, p. 2395 - 2398 (2016/06/09)
Acylation of 3-(N-formylamino)salicylic acids resulted in transacylation with loss of the formyl moiety. The reaction proceeds through a bis-N-acylated intermediate, which undergoes facile deformylation. This transacylation reaction has been employed for the site-specific functionalization of the mitochondrial poison antimycin A, affording several novel derivatives. The selective cytotoxicity of some of these derivatives toward cultured A549 human lung epithelial adenocarcinoma cells, in comparison with WI-38 normal human lung fibroblasts, illustrates one application of this transacylation reaction.
Organoboron-based allylation approach to the total synthesis of the medium-ring dilactone (+)-antimycin A1b
Janetzko, John,Batey, Robert A.
, p. 7415 - 7424 (2014/10/15)
The stereoselective synthesis of (+)-antimycin A1b has been accomplished in 12 linear steps and 18% overall yield from (-)-ethyl lactate. A robust, scalable, and highly diastereoselective montmorillonite K10-promoted allylation reaction between
Antineoplastic agents. 561. Total synthesis of respirantin
Pettit, George R.,Smith, Thomas H.,Feng, Song,Knight, John C.,Tan, Rui,Pettit, Robin K.,Hinrichs, Peter A.
, p. 1073 - 1083 (2008/02/13)
Total synthesis of the 18-membered ring cyclodepsipeptide believed to be respirantin (1b) has been achieved. The key step in the synthesis is an intramolecular transesterification of the β-ketoester alcohol 6 to afford the protected macrocycle 5. The synt
