Synthesis and investigation of 3,5-bis-linear and macrocyctic tripeptidopyridine candidates by using L-vatine, N,N′(3,5-pyridinediyldicarbonyl)bis-dimethyt ester as synthon

被引:13
作者
Amr, Abd El-Galil E. [1 ,2 ]
Naglah, Ahmed M. [1 ]
Sabry, Nermien M. [2 ,3 ]
Ibrahim, Alhussein A. [2 ,3 ]
Elsayed, Elsayed A. [4 ,5 ]
Attar, Abeer [6 ]
机构
[1] King Saud Univ, Coll Pharm, Pharmaceut Chem Dept, DEDC, Riyadh 11451, Saudi Arabia
[2] Natl Res Ctr, Chem Ind Res Div, Peptide Chem Dept, Cairo 12622, Egypt
[3] Natl Res Ctr, Appl Organ Chem Dept, Cairo 12622, Egypt
[4] King Saud Univ, Fac Sci, Zool Dept, Bioprod Res Chair, Riyadh 11451, Saudi Arabia
[5] Natl Res Ctr, Chem Nat & Microbial Prod Dept, Cairo 12622, Egypt
[6] King Saud Univ, Fac Sci, Zool Dept, Riyadh 11451, Saudi Arabia
来源
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2019年 / 74卷 / 06期
关键词
antimicrobial activities; dibasic amino acid ester; macrocyclic tripeptides; tetracarboxamides; ANTIMICROBIAL ACTIVITY; CARBOXAMIDES; TETRAPEPTIDE; PEPTIDES; PYRIDINE;
D O I
10.1515/znb-2019-0006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Interest in the synthesis of heterocyclic organic molecules with peptide moieties has gained attention due to their potential biological activities. The current work aimed at synthesizing new macrocyclic tripeptide imides and evaluating their possible antimicrobial activities. A series of 11 derivatives were prepared from dimethyl 3,5-pyridinevalinyl ester either by NaOH or NH2NH2 treatment, followed by cyclization and further reaction with NaOH or NH2NH2. The majority of synthesized derivatives showed promising antibacterial and antifungal activities in comparison to standard known antibiotics. Compounds 5a and 7b showed the most potential antibacterial against Staphylococcus aureus and antifungal activities against Candida albicans, respectively.
引用
收藏
页码:473 / 478
页数:6
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