[Modification of eremomycin by amine groups]
Abstract:
Possible modification of eremomycin, a novel glycopeptide antibiotic by the amine groups with acylating agents such as Ac2O/MeOH and CH3(CH2)7COCl/Et3N and alkylating agents such as CH3CHO, NaBH and NaBH3CN was studied. N-Acetyl, N,N'-diacetyl. N-pelargoil, N-ethyl, N,N'-diethyl and N,N',N"-triethyl derivatives of eremomycin were prepared. Their structure was asserted and the order of the substitute introduction was determined. The antimicrobial activity against Bacillus subtilis and Staphylococcus aureus was assayed. It was found that with introduction of the ethyl substitutes to the eremomycin molecule the antibiotic activity lowered insignificantly whereas the acylation resulted in its decreasing by 1-2 orders.
Related Concept Videos
Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview
Structure of Amines
Preparation of Amines: Reductive Amination of Aldehydes and Ketones
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Amines to Amides: Acylation of Amines
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...
Aldehydes and Ketones with Amines: Enamine Formation Mechanism


