Microwave-Assisted Synthesis and Evaluation of Antimicrobial Activity of 3-{3-(s-Aryl and s-Heteroaromatic)acryloyl}-2H-chromen-2-one Derivatives

被引:68
|
作者
Ajani, Olayinka O. [1 ]
Nwinyi, Obinna C. [2 ]
机构
[1] Covenant Univ, Coll Sci & Technol, Dept Chem, Ota, Ogun State, Nigeria
[2] Covenant Univ, Coll Sci & Technol, Dept Biol Sci, Ota, Ogun State, Nigeria
关键词
ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; COUMARIN; CHALCONE;
D O I
10.1002/jhet.298
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The exploration of potential utilization of microwaves as an energy source for heterocyclic synthesis was herein investigated using condensation of 3-acetylcoumarin (1) with aromatic and heteroaromatic aldehydes to afford the corresponding aromatic chalcones (2a-j) and heteroaromatic chalcones (3a-e and 4a-e), respectively, in good to excellent yield within 1-3 min. The chemical structures were confirmed by analytical and spectral data. All the synthesized compounds were screened for their antibacterial activity and 3-{3-(4-dimethylaminophenyl)acryloyl}-2H-chromen-2-one (2i) was discovered to be the most active at minimum inhibitory concentration (MIC) value of 7.8 mu g/mL.
引用
收藏
页码:179 / 187
页数:9
相关论文
共 50 条
  • [21] Synthesis of novel 3-(5-sulfanyl-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one condensed s-triazinyl piperazines and piperidines as antimicrobial agents
    Patel, Rahul V.
    Patel, Amit B.
    Kumari, Premlata
    Chikhalia, Kishor H.
    MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (10) : 3119 - 3132
  • [22] Synthesis of novel 3-(5-sulfanyl-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one condensed s-triazinyl piperazines and piperidines as antimicrobial agents
    Rahul V. Patel
    Amit B. Patel
    Premlata Kumari
    Kishor H. Chikhalia
    Medicinal Chemistry Research, 2012, 21 : 3119 - 3132
  • [23] Facile Synthesis of Novel 3-(4-phenylisothiazol-5-yl)-2H-chromen-2-one Derivatives as Potential Anticancer Agents
    Ambati, Srinivasa Rao
    Gudala, Satish
    Sharma, Archi
    Penta, Santhosh
    Reddy, Velatooru Loka
    Bomma, Yashwanth
    Janapala, Venkateswara Rao
    Pola, Someshwar
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (04) : 2333 - 2341
  • [24] Synthesis of 3-(4, 5-dihydro-1-phenyl-5-substituted phenyl-1H-pyrazol-3-yl)-2H-chromen-2-one derivatives and evaluation of their anticancer activity
    Kumar, Nitin
    Bhatnagar, Ankita
    Dudhe, Rupesh
    ARABIAN JOURNAL OF CHEMISTRY, 2017, 10 : S2443 - S2452
  • [25] 3-(2-anilino-1,3-thiazol-4-yl)-2H-chromen-2-one
    Chopra, Deepak
    Venugopala, K. N.
    Jayashree, B. S.
    Row, T. N. Guru
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O2663 - O2665
  • [26] Synthesis and Antimicrobial Activity of (Z)-3-{[3-Oxobenzofuran-2(3H)-ylidene]methyl}-4H-chromen-4-one Derivatives
    S. Pervaram
    D. Ashok
    C. V. R. Reddy
    M. Sarasija
    B. A. Rao
    Russian Journal of General Chemistry, 2018, 88 : 566 - 572
  • [27] Synthesis and Antimicrobial Activity of (Z)-3-{[3-Oxobenzofuran-2(3H)-ylidene]methyl}-4H-chromen-4-one Derivatives
    Pervaram, S.
    Ashok, D.
    Reddy, C. V. R.
    Sarasija, M.
    Rao, B. A.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2018, 88 (03) : 566 - 572
  • [28] 3-(2-Methylamino-1,3-thiazol-4-yl)-2H-chromen-2-one
    Yusufzai, Samina Khan
    Osman, Hasnah
    Rahim, Aisyah Saad Abdul
    Arshad, Suhana
    Razak, Ibrahim Abdul
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : 02416 - +
  • [29] Crystal structure of 3-[2-(4-methylphenyl)ethynyl]-2H-chromen-2-one
    Caracelli, Ignez
    Maganhi, Stella H.
    Stefani, Helio A.
    Gueogjian, Karina
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O90 - U374
  • [30] On relative importance of C-H•••O, C-H•••π, π•••π and S•••π interactions in the crystal of 3-(phenylsulfinyl)-2H-chromen-2-one
    Joarddar, Provash
    Biswas, Goutam
    Jana, Atish Dipankar
    Halder, Sasthi Charan
    Kundu, Sandip
    STRUCTURAL CHEMISTRY, 2025,