Synthesis and antibacterial evaluation of nitrogen containing novel heterocyclic chalcones

被引:13
作者
Kaushik, Reena [1 ]
Chand, Mahesh [1 ]
Jain, Subhash C. [1 ]
机构
[1] Univ Delhi, Dept Chem, Delhi 110007, India
关键词
1,2,3-Triazole; antibacterial activity; crystal structure; cycloadditions; heterocyclic chalcones; spectroscopy; ANTITUBERCULOSIS AGENTS; HYDRAZONE DERIVATIVES; ANTIMALARIAL; INHIBITORS; DESIGN; 1,2,3-TRIAZOLES; PYRIDINE; ANALOGS;
D O I
10.1080/00397911.2018.1440602
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Thirteen different novel heterocyclic chalcones were synthesized using cycloaddition and Claisen-Schmidt condensation reactions. These newly synthesized compounds were characterized by their spectral studies and structure of (E)-3-(4-methoxyphenyl)-1-(5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazol-4-yl)prop-2-en-1-one (4h) was also evidenced by single crystal X-ray studies. These compounds were evaluated for antibacterial activities against seven bacterial strains in vitro. Compounds 4b and 4c containing 4-fluoro and 4-chloro groups have shown remarkable inhibition as showed by the standard drug ciprofloxacin against Escherichia coli and Staphylococcus aureus, respectively. Another compound 4k containing 3,4,5-trimethoxy group also showed similar activity against both these strains. Beside these three potential compounds 4b, 4c, 4k, one more compound 4g containing 4-methyl group showed equivalent inhibition as that of standard drug against E. coli. These categories of compounds are therefore good candidates for developing new effective antibacterial in future. [GRAPHICS] .
引用
收藏
页码:1308 / 1315
页数:8
相关论文
共 50 条
  • [1] Synthesis and Antibacterial Evaluation of Novel Heterocyclic Compounds Containing a Sulfonamido Moiety
    Azab, Mohammad Emad
    Youssef, Mohamed M.
    El-Bordany, Eman A.
    MOLECULES, 2013, 18 (01) : 832 - 844
  • [2] Synthesis, Characterization, Antibacterial Evaluation, and Enzyme Inhibition <bold>Activity of a Novel Nitrogen-containing Heterocyclic Sulfonamide</bold>
    Kong, Jingyao
    Zhang, Xue
    Xuan, Guangshan
    LETTERS IN DRUG DESIGN & DISCOVERY, 2024, 21 (17) : 3741 - 3756
  • [3] Design, synthesis and antibacterial evaluation of novel oxazolidinone derivatives nitrogen-containing fused heterocyclic moiety
    Jiang, Jia
    Hou, Yunlei
    Duan, Meibo
    Wang, Baihang
    Wu, Yachuang
    Ding, Xiudong
    Zhao, Yanfang
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2021, 32
  • [4] Synthesis of a novel series of imines containing nitrogen heterocycles as promising antibacterial and antifungal agents
    Desai, N. C.
    Harsora, J. P.
    Patel, B. Y.
    Jadeja, K. A.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2017, 56 (09): : 976 - 983
  • [5] Synthesis and crystal structure of chalcones as well as on cytotoxicity and antibacterial properties
    Wu, Jianzhang
    Wang, Cong
    Cai, Yuepiao
    Peng, Jing
    Liang, Donglou
    Zhao, Yunjie
    Yang, Shulin
    Li, Xiaokun
    Wu, Xiaoping
    Liang, Guang
    MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (04) : 444 - 452
  • [6] Chalcones: Versatile intermediates in heterocyclic synthesis
    Nayak, Yogeesha N.
    Gaonkar, Santosh L.
    Sabu, Mariya
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2023, 60 (08) : 1301 - 1325
  • [7] Synthesis and biological evaluation of nitrogen-containing chalcones as possible anti-inflammatory and antioxidant agents
    Bandgar, Babasaheb P.
    Patil, Sachin A.
    Gacche, Rajesh N.
    Korbad, Balaji L.
    Hote, Balwant S.
    Kinkar, Santosh N.
    Jalde, Shivkumar S.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (02) : 730 - 733
  • [8] Synthesis and antibacterial evaluation of novel chalcone derivatives containing a benzothiazole scaffold
    Wang, Yihui
    Li, Pu
    Jiang, Shichun
    Chen, Ying
    Su, Shijun
    He, Jun
    Chen, Mei
    Zhang, Juping
    Xu, Weiming
    He, Ming
    Xue, Wei
    MONATSHEFTE FUR CHEMIE, 2019, 150 (06): : 1147 - 1154
  • [9] Recent studies of nitrogen containing heterocyclic compounds as novel antiviral agents: A review
    Mermer, Arif
    Keles, Turgut
    Sirin, Yakup
    BIOORGANIC CHEMISTRY, 2021, 114
  • [10] Synthesis, Anticancer and Antitubercular Properties of New Chalcones and Their Nitrogen-Containing Five-Membered Heterocyclic Hybrids Bearing Sulfonamide Moiety
    Fernanda Castano, Lina
    Quiroga, Jairo
    Abonia, Rodrigo
    Insuasty, Daniel
    Vidal, Oscar M.
    Sena, Rosalia
    Rubio, Vivian
    Puerto, Gloria
    Nogueras, Manuel
    Cobo, Justo
    Guzman, Juan
    Insuasty, Alberto
    Insuasty, Braulio
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2022, 23 (20)