Synthesis and antimicrobial activity of some quinoxaline derivatives

被引:6
作者
El Janati, A. [1 ]
Ouzidan, Y. [2 ]
Rodi, Y. Kandri [1 ]
Chandi, F. Ouazzani [1 ]
Chraibi, M. [3 ]
Benbrahim, K. Fikri [3 ]
Alaoui, I. Cherif [1 ]
El Hakmaoui, A. [2 ]
Safi, M. [2 ]
Akssira, M. [2 ]
Elmsellem, H. [4 ]
Essassi, E. M. [5 ]
机构
[1] Sidi Mohamed Ben Abdallah Univ, Fac Sci & Technol, Lab Appl Organ Chem, BP 2202, Fes, Morocco
[2] Hassan II Univ, Fac Sci & Technol, Lab Phys Chem & Bioorgan Chem, BP 146, Mohammadia 28800, Morocco
[3] Sidi Mohamed Ben Abdellah Univ, Fac Sci & Technol Saiss, Lab Microbial Biotechnol, Fes, Morocco
[4] Mohamed 1st Univ, Fac Sci, Dept Chem, LC2AME, POB 717, Oujda 60000, Morocco
[5] Mohammed V Univ Rabat, Fac Sci, Ctr Rech Sci Medicaments,URAC 21, Pole Competences Pharmacochim,Lab Chim Organ Hete, Ave Ibn Battouta,BP 1014, Rabat, Morocco
来源
MOROCCAN JOURNAL OF CHEMISTRY | 2021年 / 9卷 / 02期
关键词
Quinoxaline-2,3-dione; Alkylation; phase transfer catalysis; Antibacterial activity; PROFILE;
D O I
10.48317/IMIST.PRSM/morjchem-v9i2.25855
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Some new structural motifs containing the quinoxaline nucleus have been synthesized and examined for their pharmacological properties. In this study, 6-chloroquinoxaline-2,3(1H, 4H)-dione and 6 nitroquinoxaline-2,3(1H, 4H)-dione were synthesized as basic nuclei for the preparation of the new quinoxaline-2,3-diones by alkylation reactions under the conditions of phase transfer catalysis. The products were characterized by spectroscopic methods H-1 and C-13 NMR. Then, the synthesized products were tested for their antibacterial effects against two bacterial strains. The values of minimum inhibitory concentrations (MIC) vary according to the nature of the alkyl bonded to the quinoxaline nucleus.
引用
收藏
页码:346 / 353
页数:8
相关论文
共 20 条
[1]  
Baumler C., 2018, CHEM-EUR J, V1, P525
[2]   Novel antimalarial chloroquine- and primaquine-quinoxaline 1,4-di-N-oxide hybrids: Design, synthesis, Plasmodium life cycle stage profile, and preliminary toxicity studies [J].
Bonilla-Ramirez, Leonardo ;
Rios, Alexandra ;
Quiliano, Miguel ;
Ramirez-Calderon, Gustavo ;
Beltran-Hortelano, Ivan ;
Francois Franetich, Jean ;
Corcuera, Luis ;
Bordessoulles, Mallaury ;
Vettorazzi, Ariane ;
Lopez de Cerain, Adela ;
Aldana, Ignacio ;
Mazier, Dominique ;
Pabon, Adriana ;
Galiano, Silvia .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 158 :68-81
[3]   Antimycobacterial natural products from Moroccan medicinal plants: Chemical composition, bacteriostatic and bactericidal profile of Thymus satureioides and Mentha pulegium essential oils [J].
Chraibi, Marwa ;
Farah, Abdellah ;
Lebrazi, Sara ;
El Amine, Oumaima ;
Houssaini, Mohammed Iraqui ;
Fikri-Benbrahim, Kawtar .
ASIAN PACIFIC JOURNAL OF TROPICAL BIOMEDICINE, 2016, 6 (10) :836-840
[4]   Synthesis of Pyrazines and Quinoxalines via Acceptorless Dehydrogenative Coupling Routes Catalyzed by Manganese Pincer Complexes [J].
Daw, Prosenjit ;
Kumar, Amit ;
Espinosa-Jalapa, Noel Angel ;
Diskin-Posner, Yael ;
Ben-David, Yehoshoa ;
Milstein, David .
ACS CATALYSIS, 2018, 8 (09) :7734-7741
[5]   6-Nitro-1,4-di(prop-2-yn-1-yl)quinoxaline-2,3(1H,4H)-dione (NQPr) - a novel corrosion inhibitor for mild steel in hydrochloric acid environment [J].
El Janati, A. ;
Rodi, Y. Kandri ;
Mokhtari, M. ;
Abdel-Rahman, I ;
Alaoui, I ;
Chandi, F. Ouazzani ;
Ouzidan, Y. ;
Steli, H. ;
Elmsellem, H. ;
Hammouti, B. .
INTERNATIONAL JOURNAL OF CORROSION AND SCALE INHIBITION, 2019, 8 (03) :702-716
[6]  
El Janati A., 2018, J MAR CHIM HETEROCYC J MAR CHIM HETEROCYC, V17, P173
[7]  
El Janati A., 2016, J MAT ENV SCI, V7, P4311
[8]   Excellent corrosion inhibition performance of novel quinoline derivatives on mild steel in HCl media: Experimental and computational investigations [J].
Jiang, Lu ;
Qiang, Yujie ;
Lei, Zulei ;
Wang, Jianing ;
Qin, Zhongjian ;
Xiang, Bin .
JOURNAL OF MOLECULAR LIQUIDS, 2018, 255 :53-63
[9]   Synthesis of Quinoxaline Derivatives via Tandem Oxidative Azidation/Cyclization Reaction of N-Arylenamines [J].
Ma, Haichao ;
Li, Dianjun ;
Yu, Wei .
ORGANIC LETTERS, 2016, 18 (04) :868-871
[10]   Enantioselective approach towards the synthesis of spiro-indeno [1,2-b] quinoxaline pyrrolothiazoles as antioxidant and antiproliferative [J].
Mani, Kailasam Saravana ;
Murugesapandian, Balasubramanian ;
Kaminsky, Werner ;
Rajendran, Subramaniam Parameswaran .
TETRAHEDRON LETTERS, 2018, 59 (30) :2921-2929