Synthesis of chiral linear and macrocyclic candidates: VI. Synthesis and antibacterial activity of some macrocyclic tripeptides and linear dipeptide Schiff bases
- 作者: Amr A.1,2, Al-Omar M.1
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隶属关系:
- Pharmaceutical Chemistry Department, College of Pharmacy, Drug Exploration & Development Chair (DEDC)
- Applied Organic Chemistry Department
- 期: 卷 86, 编号 1 (2016)
- 页面: 161-166
- 栏目: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/213536
- DOI: https://doi.org/10.1134/S1070363216010254
- ID: 213536
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详细
A series of macrocyclic tripeptides and linear dipeptide Schiff base derivatives has been synthesized using pyridine-3,5-dicarboxylic acid and L-phenyalanine methyl ester as starting materials. Treatment of pyridine-3,5-dicarbonyl dichloride with L-phenylalanine methyl ester gave N,N′-(pyridine-3,5-diyldicarbonyl)bis(L-phenyalanine methyl ester) which was hydrolyzed with 1N sodium hydroxide to the corresponding bis-acid, and the latter was cyclized with diamino acids to afford macrocyclic tripeptide derivatives. The reaction of the bis ester with hydrazine hydrate gave bis-hydrazide, which was condensed with aldehydes to obtain the corresponding Schiff base derivatives. The structures of the newly synthesized compounds were confirmed by IR, 1H and 13C NMR, and MS spectral data and elemental analyses. The antimicrobial activities of some of the newly synthesized compounds were comparable with that of Streptomycin used as control.
作者简介
A. Amr
Pharmaceutical Chemistry Department, College of Pharmacy, Drug Exploration & Development Chair (DEDC); Applied Organic Chemistry Department
编辑信件的主要联系方式.
Email: aeamr1963@yahoo.com
沙特阿拉伯, Riyadh, 11451; Cairo, Dokki, 12622
M. Al-Omar
Pharmaceutical Chemistry Department, College of Pharmacy, Drug Exploration & Development Chair (DEDC)
Email: aeamr1963@yahoo.com
沙特阿拉伯, Riyadh, 11451