Synthesis of chiral linear and macrocyclic candidates: III. Synthesis and antimicrobial activity of linear tetrapeptide and macrocyclic pentapeptide Schiff bases

被引:14
作者
Azab, Mohammed E. [1 ]
Amr, Abd El-Galil E. [2 ,3 ]
机构
[1] Ain Shams Univ, Fac Sci, Dept Chem, Cairo 11566, Egypt
[2] King Saud Univ, DEDC, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
[3] Natl Res Ctr, Appl Organ Chem Dept, Cairo 12622, Dokki, Egypt
关键词
bicyclohexaazatetracarboxamides; macrocyclic pentapeptides; Schiff bases; antimicrobial activity;
D O I
10.1134/S1070363215050262
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of tetrapeptide Schiff bases and a macrocyclic pentapeptide were synthesized using N (alpha)-dinicotinoyl-bis[L-leucyl-L-phenylalaninyl acid hydrazide] derivative and macrocyclic pentapeptide ester as starting materials and were screened for antimicrobial activity. Some of the newly synthesized compounds exhibited better antimicrobial effect compared to the reference controls. The structures of the newly synthesized compounds were confirmed by IR, NMR, and mass spectral data and elemental analyses.
引用
收藏
页码:1513 / 1521
页数:9
相关论文
共 14 条
[1]  
Abo-Ghalia MH, 2003, Z NATURFORSCH B, V58, P903
[2]   Synthesis and Reactions of New Chiral Linear and Macrocyclic Tetra- and Penta-peptide Candidates [J].
Abo-Ghalia, Mohamed H. ;
Abd El-Hamid, Mohamed ;
Zweil, Mohamed A. ;
Amr, Abd El-Galil E. ;
Moafi, Shimaa A. .
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2012, 67 (08) :806-818
[3]  
Abou-Zeid A., 1969, INDIAN JPHARM, V31, P72
[4]   Synthesis of new (Nα-dipicolinoyl)-bis-L-valyl-L-phenylalanyl linear and macrocyclic bridged peptides as anti-inflammatory agents [J].
Amr, Abd El-Galil E. ;
Abo-Ghalia, Mohamed H. ;
Abdalah, Mohamed M. .
ARCHIV DER PHARMAZIE, 2007, 340 (06) :304-309
[5]   Synthesis of chiral macrocycles: I. Synthesis and study of cyclo (N α-dinicotinoyl)pentapeptide candidates [J].
Amr, Abd El-Galil E. ;
Abd El-Salam, Osama I. ;
Al-Omar, Mohamed A. .
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2015, 85 (05) :1161-1166
[6]  
Amr AEGES, 2006, Z NATURFORSCH B, V61, P1335
[7]  
Amr AEGE, 2003, Z NATURFORSCH B, V58, P861
[8]   Synthesis of some new linear and chiral macrocyclic pyridine carbazides as analgesic and anticonvulsant agents [J].
Amr, AGE .
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2005, 60 (09) :990-998
[9]   New directions in antibacterial research [J].
Chu, DTW ;
Plattner, JJ ;
Katz, L .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (20) :3853-3874
[10]  
Goodman M., 2000, SYNTHESIS PEPTIDES E, VE22