1603835-86-4Relevant academic research and scientific papers
Function-oriented synthesis of liponucleoside antibiotics
Tanino, Tetsuya,Yamaguchi, Mayumi,Matsuda, Akira,Ichikawa, Satoshi
, p. 1836 - 1840 (2014)
Function-oriented synthesis of a class of liponucleoside antibiotics was investigated through rational simplification guided by previous structure-activity relationship studies of caprazamycins and muraymycins to address the issue associated with their molecular complexity. A lactam-fused isoxazolidine scaffold was designed, and a diverse set of lactam-fused isoxazolidines derivatives were constructed by intramolecular 1,3-dipolar cycloaddition of alkenyl nitrones. Several analogues exhibited moderate activity against a range of Gram-positive drug-resistant bacterial pathogens.
Function-oriented synthesis of liponucleoside antibiotics
Tanino, Tetsuya,Yamaguchi, Mayumi,Matsuda, Akira,Ichikawa, Satoshi
supporting information, p. 1836 - 1840 (2015/10/05)
Function-oriented synthesis of a class of liponucleoside antibiotics was investigated through rational simplification guided by previous structure-activity relationship studies of caprazamycins and muraymycins to address the issue associated with their molecular complexity. A lactam-fused isoxazolidine scaffold was designed, and a diverse set of lactam-fused isoxazolidines derivatives were constructed by intramolecular 1,3-dipolar cycloaddition of alkenyl nitrones. Several analogues exhibited moderate activity against a range of Gram-positive drug-resistant bacterial pathogens. Caprazamycins and muraymycins are rationally simplified to lactam-fused isoxazolidine derivatives by function-oriented synthesis. The designed compounds are synthesized through a domino reaction including nitrone formation and intramolecular 1,3-dipolar cycloaddition. TBS = tert-butyldimethylsilyl.
