Synthesis and antimicrobial evaluation of 20-deoxo-20-(3,5-dimethylpiperidin-1-yl)desmycosin (tilmicosin, EL-870) and related cyclic amino derivatives.

@article{Debono1989SynthesisAA,
  title={Synthesis and antimicrobial evaluation of 20-deoxo-20-(3,5-dimethylpiperidin-1-yl)desmycosin (tilmicosin, EL-870) and related cyclic amino derivatives.},
  author={Manuel Debono and Karen E. Willard and Herbert A. Kirst and Julie A. Wind and Gary D. Crouse and Eddie Vi-Ping Tao and Jeffery T. Vicenzi and Fred T. Counter and John L. Ott and Earl Eugene Ose},
  journal={The Journal of antibiotics},
  year={1989},
  volume={42 8},
  pages={
          1253-67
        }
}
A series of 20-deoxo-20-cyclic (alkylamino) derivatives of tylosin, desmycosin, macrocin and lactenocin was prepared by reductive amination of the C-20 aldehyde group. The majority of the compounds were prepared using metal hydrides (sodium cyanoborohydride or sodium borohydride) as the reducing agents and a suitable cyclic alkylamine. Subsequently, a more convenient procedure was developed using formic acid as a reducing agent. The C-20 amino derivatives prepared from desmycosin exhibited good… Expand
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TLDR
A new macrolide antibiotic, EL-870, 20-deoxo-20-(3,5-dimethylpiperidin-1-yl)desmycosin, has been prepared by chemical modification of desmycosIn vitro, against selected animal bacterial pathogens, it inhibited growth of Pasteurella multocida and other bacteria at levels of 6.25 micrograms/ml or less. Expand
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