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
  • [41] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 3-(3'-CARBOXYPHENYLSULPHONAMIDO)-2-ARYL-5H-4-THIAZOLIDINONE
    JOSHI, SN
    SHAH, KD
    CHAUHAN, NA
    BAXI, AJ
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1991, 68 (11) : 627 - 628
  • [42] Synthesis, spectroscopic investigation and computational study of 3-(1-(((methoxycarbonyl)oxy)imino)ethyl)-2H-chromen-2-one
    Krishnan, K. Gokula
    Sivakumar, R.
    Thanikachalam, V.
    Saleem, H.
    Doss, M. Arockia
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2015, 144 : 29 - 42
  • [43] Synthesis of 3-(2-(4-Chlorophenylimino)-3-(4-chlorophenyl)-2,3-dihydrothiazol-4-yl)-2h-Chromen-2-one via Multicomponent Approach
    Ramagiri, Raj Kumar
    Vedula, Rajeswar Rao
    SYNTHETIC COMMUNICATIONS, 2014, 44 (09) : 1301 - 1306
  • [44] Sol-gel materials doped with 3-(3-(4-(dimethylamino)phenyl)propenoyl)-2H-chromen-2-one:: Spectroscopic and structural elucidation
    Koleva, B.
    Ahmed, G.
    Gutzov, S.
    Petkov, I.
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2008, 69 (02) : 587 - 591
  • [45] Crystal Structure and Hirshfeld Surface Analysis of 3-(pyrrolidine-1-carbonyl)-2H-Chromen-2-One
    Odame, F.
    Madanhire, T.
    Hosten, E. C.
    JOURNAL OF STRUCTURAL CHEMISTRY, 2024, 65 (07) : 1305 - 1316
  • [46] Synthesis, antimycobacterial activity, and acid dissociation constants of polyfunctionalized 3-[2-(pyrrolidin-1-yl)thiazole-5-carbonyl]-2H-chromen-2-one derivatives
    Yahya Nural
    Monatshefte für Chemie - Chemical Monthly, 2018, 149 : 1905 - 1918
  • [47] Microwave-assisted synthesis of 5-aryl-3-hydroxy-2-oxindole derivatives and evaluation of their antiglaucomic activity
    Efremov, Alexander M.
    Babkov, Denis A.
    Beznos, Olga, V
    Sokolova, Elena, V
    Spasov, Alexander A.
    Ivanov, Vladimir N.
    Kurkin, Alexander, V
    Chesnokova, Natalia B.
    Lozinskaya, Natalia A.
    MENDELEEV COMMUNICATIONS, 2023, 33 (04) : 550 - 552
  • [48] Synthesis and in-vitro antimicrobial screening of 3-cinnamoyl coumarin and 3-[3-(1H-indol-2-yl)-3-aryl-propanoyl]-2H-chromen-2-ones
    Gholap, Somnath S.
    Deshmukh, Umesh P.
    Tambe, Macchindra S.
    IRANIAN JOURNAL OF CATALYSIS, 2013, 3 (03): : 171 - 176
  • [49] Synthesis, antimycobacterial activity, and acid dissociation constants of polyfunctionalized 3-[2-(pyrrolidin-1-yl)thiazole-5-carbonyl]-2H-chromen-2-one derivatives
    Nural, Yahya
    MONATSHEFTE FUR CHEMIE, 2018, 149 (10): : 1905 - 1918
  • [50] 3-[(E)-1-(Benzyloxyimino)ethyl]-7-(3-methylbut-2-enyloxy)-2H-chromen-2-one
    Wang, Hui
    He, Li-juan
    Zheng, Wei-hua
    Song, Hua-can
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1516 - U1593