Synthesis of New Macrocyclic Polyamides as Antimicrobial Agent Candidates

Molecules

Osama I. Abd El-Salam¹  Mohamed A. Al-Omar¹  Ahmed A. Fayed¹  Eman M. Flefel¹ 

[1] ¹Applied Organic Chemistry Department, National Research Center, Dokki 12622, Cairo, Egypt

关键词: macrocyclic polyamide candidates;    amino acids;    Schiff’s base;    antimicrobial activity;   

DOI  :  10.3390/molecules171214510

来源: mdpi

【 摘 要 】

A series of macrocyclic imides and Schiff-bases have been prepared via the cyclocondensation of pyridine-2,6-dicarbonyl dichloride (1) with L-ornithine methyl ester to give the corresponding macrocyclic bisester 2. Treatment of 2 with hydrazine hydrate gave macrocyclic bisacid hydrazide 3, which was used as starting material. Condensation of bishydrazide 3 with diacid anhydrides or aromatic aldehydes in refluxing acetic acid or ethanol gave the corresponding macrocyclic bisimides 4, 5a,b and macrocyclic bis- hydrazones 6a–j, respectively. The structure assignments of the new compounds were based on chemical and spectroscopic evidence. The antimicrobial screening showed that many of these newly synthesized compounds have good antimicrobial activities, comparable to ampicillin and ketaconazole used as reference drugs.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.