Molecules 2012, 17(12), 14510-14521; doi:10.3390/molecules171214510

Synthesis of New Macrocyclic Polyamides as Antimicrobial Agent Candidates

1, 2,3, 4, 4 and 1,2,* email
Received: 17 September 2012; in revised form: 26 November 2012 / Accepted: 28 November 2012 / Published: 6 December 2012
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: 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 6aj, 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.
Keywords: macrocyclic polyamide candidates; amino acids; Schiff’s base; antimicrobial activity
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MDPI and ACS Style

El-Salam, O.I.A.; Al-Omar, M.A.; Fayed, A.A.; Flefel, E.M.; Amr, A.E.-G. Synthesis of New Macrocyclic Polyamides as Antimicrobial Agent Candidates. Molecules 2012, 17, 14510-14521.

AMA Style

El-Salam OIA, Al-Omar MA, Fayed AA, Flefel EM, Amr AE-G. Synthesis of New Macrocyclic Polyamides as Antimicrobial Agent Candidates. Molecules. 2012; 17(12):14510-14521.

Chicago/Turabian Style

El-Salam, Osama I.A.; Al-Omar, Mohamed A.; Fayed, Ahmed A.; Flefel, Eman M.; Amr, Abd E.-G. 2012. "Synthesis of New Macrocyclic Polyamides as Antimicrobial Agent Candidates." Molecules 17, no. 12: 14510-14521.

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