Synthesis of Some Novel 1,8-Naphthyridine Chalcones as Antibacterial Agents

被引:5
作者
Saleh, Mohanad Y. [1 ]
Al-barwari, Alyaa S. M. O. [1 ]
Ayoob, Alaa, I [2 ]
机构
[1] Univ Mosul, Coll Educ Pure Sci, Dept Chem, Mosul, Iraq
[2] Univ Mosul, Coll Sci, New & Renewable Energies Dept, Mosul, Iraq
关键词
1,8-Naphthyridine; Chalcone; Morpholine; Pyrimidine; SiO2; nanoparticles; DERIVATIVES; NANOPARTICLES; INHIBITORS; ACIDS;
D O I
10.22052/JNS.2022.03.013
中图分类号
TB3 [工程材料学];
学科分类号
0805 ; 080502 ;
摘要
Nanomaterials are interesting candidates as heterogeneous catalysts for different organic reactions. In this research SiO2 nanoparticles was applied for synthesis of some new 2-chloro-1,8-naphthyridine-3-carbaaldehyde (1) through vilsmeier - haack cyclization of N-(pyridine-2-yl)acetamide has been reported and transformation to new chalcones containing morpholine ring from reaction of 2-morpholine-3-formyl-1,8-naphthyridine (2) and 2-aminoacetophenone to produce E-3-(2-morpholino-1,8-naphthyridine-3-yl)-1-(4-aminophenyl) prop-2-en-1-one (3) through Claisen-Schmidt reaction by used (Nano silicon dioxide imidazolidin sulfite propyl silyl trifloroacetate) as catalyst. which on treatment with N-chloroacetyl-4,6-diphenyl pyrimidinyl amine (4) gave compound (5). Compound (3) treated chloro acetyl arylamine (4) in presence of small amount of carbonate in DMF gave compound (6). The structures of the final compounds were confirmed by IR and (HNMR)-H-1. These compounds were evaluated for their antibacterial activity against gram positive and gram-negative bacteria using dilution procedure showed activity against the bacteria under study; 1,8-naphthyridine derivatives boost the fluoroquinolone antibiotics' efficiency against multi-resistant bacteria, and therefore appealing prospects for development of treatments against bacterial infections caused by multidrug-resistant strains.
引用
收藏
页码:598 / 606
页数:9
相关论文
共 44 条
  • [1] Synthesis and Characterization of Linear Thermally Stable Polyester Contain Schiff Bases
    Abbas, Ahmed M.
    Taib, Ayman Saeed Mohammed
    Saeed, Noor H. M.
    [J]. EGYPTIAN JOURNAL OF CHEMISTRY, 2020, 63 (08): : 2999 - 3013
  • [2] Al-Thakafy N. T., 2021, Egyptian Journal of Chemistry
  • [3] Aldujaili NH, 2020, PERIOD TCHE QUIM, V17, P311
  • [4] Synthesis and biological activity of 2-chloro-3-formyl -1,8- naphthyridine chalcone derivative
    Ayoob, Alaa Is.
    Yahya, Omar M.
    Saleh, Mohanad Y.
    [J]. EGYPTIAN JOURNAL OF CHEMISTRY, 2022, 65 (13): : 549 - 555
  • [5] Banoon S., 2020, COMUNICATA SCI, V11, pe3921
  • [6] The Characters of Graphene Oxide Nanoparticles and Doxorubicin Against HCT-116 Colorectal Cancer Cells In Vitro
    Banoon, Shaima Rabeea
    Ghasemian, Abdolmajid
    [J]. JOURNAL OF GASTROINTESTINAL CANCER, 2022, 53 (02) : 410 - 414
  • [7] Belete T.M., 2019, HUMAN MICROBIOME J, V11, P100052, DOI DOI 10.1016/J.HUMIC.2019.01.001
  • [8] Bouraiou A., 2010, OPEN ORG CHEM J, V4, P1
  • [9] Antitumor agents .178. Synthesis and biological evaluation of substituted 2-aryl-1,8-naphthyridin-4(1H)-ones as antitumor agents that inhibit tubulin polymerization
    Chen, K
    Kuo, SC
    Hsieh, MC
    Mauger, A
    Lin, CM
    Hamel, E
    Lee, KH
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (19) : 3049 - 3056
  • [10] Design, synthesis and evaluation of novel quinolyl chalcones as antibacterial agents
    Chikhalia, Kishor H.
    Patel, Mayank J.
    Vashi, Dhaval B.
    [J]. ARKIVOC, 2008, : 189 - 197