IN SILICO AND EXPERIMENTAL STUDIES FOR THE DEVELOPMENT OF NOVEL OXAZOL-5(4H)-ONES WITH PHARMACOLOGICAL POTENTIAL

被引:6
|
作者
Rosca, Elena Valentina [1 ]
Apostol, Theodora Venera [1 ]
Chifiriuc, Mariana Carmen [2 ,3 ]
Pircalabioru, Gratiela Gradisteanu [2 ,3 ]
Draghici, Constantin [4 ]
Socea, Laura Ileana [1 ]
Olaru, Octavian Tudorel [5 ]
Nitulescu, George Mihai [6 ]
Pahontu, Elena Mihaela [7 ]
Hrubaru, Madalina [4 ]
Barbuceanu, Stefania Felicia [1 ]
机构
[1] Carol Davila Univ Med & Pharm, Fac Pharm, Organ Chem Dept, 6 Traian Vuia St, Bucharest 020956, Romania
[2] Univ Bucharest, Res Inst, ICUB, 1-3 Portocalelor Alley, Bucharest 060101, Romania
[3] Univ Bucharest, Fac Biol, Microbiol Dept, 1-3 Portocalelor Alley, Bucharest 060101, Romania
[4] Romanian Acad, Costin D Nenitescu Organ Chem Ctr, 202B Splaiul Independentei St, Bucharest 060023, Romania
[5] Carol Davila Univ Med & Pharm, Pharmaceut Bot & Cell Biol Dept, Fac Pharm, 6 Traian Vuia St, Bucharest 020956, Romania
[6] Carol Davila Univ Med & Pharm, Pharmaceut Chem Dept, Fac Pharm, 6 Traian Vuia St, Bucharest 020956, Romania
[7] Carol Davila Univ Med & Pharm, Gen & Inorgan Chem Dept, Fac Pharm, 6 Traian Vuia St, Bucharest 020956, Romania
关键词
oxazol-5(4H)-one; spectral characterization; cytotoxicity; antimicrobial activity; CYTOTOXICITY EVALUATION; ANTIBACTERIAL ACTIVITY; HETEROCYCLIC-COMPOUNDS; BIOLOGICAL EVALUATION; THIAZOLE SYNTHESIS; DERIVATIVES; OXAZOLE; DESIGN; 1,3,4-THIADIAZOLE; 1,2,4-TRIAZOLE;
D O I
10.31925/farmacia.2020.3.10
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
New 2-(4-(4-X-phenylsulfonyl)phenyl)-4-(3-bromo/3-bromo-4-methoxy-benzylidene)oxazol-5(4H)-ones have been synthesized by reaction of some 2-(4-(4-X-phenylsulfonyl)benzamido)acetic acids derivatives with 3-bromobenzaldehyde or 3-bromo-4-methoxybenzaldehyde. The structures of the newly obtained heterocycles were elucidated by IR, H-1-NMR, C-13-NMR, mass spectra and elemental analysis. The cytotoxicity of the new oxazolones was evaluated using Artemia salina and Daphnia magna organisms and the in vitro antimicrobial activity was assessed on Gram-positive and Gram-negative bacterial and fungal strains.
引用
收藏
页码:453 / 462
页数:10
相关论文
共 50 条
  • [41] Reaction of 2-aryl-4-dichloromethylidene-1,3-oxazol-5(4H)-ones with 2-aminopyridine
    V. M. Prokopenko
    S. G. Pil’o
    V. S. Brovarets
    A. N. Vasilenko
    B. S. Drach
    Russian Journal of General Chemistry, 2010, 80 : 121 - 126
  • [42] Base-Catalyzed Formal [3+2] Cycloaddition of Diazooxindoles with Oxazol-5-(4H)-ones
    Zhao, Hong-Wu
    Liu, Yue-Yang
    Zhao, Yu-Di
    Feng, Ning-Ning
    Du, Juan
    Song, Xiu-Qing
    Pang, Hai-Liang
    Chen, Xiao-Qin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (03) : 341 - 346
  • [43] Enantioselective Reaction of 2H-Azirines with Oxazol-5-(4H)-ones Catalyzed by Cinchona Alkaloid Sulfonamide Catalysts
    Fujita, Kazuki
    Miura, Masataka
    Funahashi, Yasuhiro
    Hatanaka, Tsubasa
    Nakamura, Shuichi
    ORGANIC LETTERS, 2021, 23 (06) : 2104 - 2108
  • [44] Antileshmanial Activities of Synthetic Substituted 2-phenyl-4-[phenylmethylidene]-1,3-oxazol-5(4H)-ones
    Khan, Saadia Razi
    Ghouri, Nida
    Karim, Aneela
    Naz, Farzana
    Fakhri, Muhammad Imran
    Perveen, Shahnaz
    Khan, Khalid Mohammed
    Taha, Muhammad
    Choudhary, Muhammad Iqbal
    JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, 2015, 37 (05): : 980 - 985
  • [45] Synthesis and electrochemical polymerization of a novel 2-(thiophen-2-yl)-4-(thiophen-2-ylmethylene)oxazol-5(4H)-one monomer for supercapacitor applications
    Hur, Evrim
    Arslan, Andac
    Hur, Deniz
    REACTIVE & FUNCTIONAL POLYMERS, 2016, 99 : 35 - 41
  • [46] Synthesis of Macrocyclic Lactones via Ring Transformation of 4-(-Hydroxyalkyl)-1,3-oxazol-5(4H)-ones
    Fritschi, Stephan P.
    Linden, Anthony
    Heimgartner, Heinz
    HELVETICA CHIMICA ACTA, 2016, 99 (07) : 523 - 538
  • [47] Synthesis of 2,3,4-trisubstituted pyrrole derivatives via [3+2] cyclization of activated methylene isocyanides with 4-(arylidene)-2-substituted oxazol-5(4H)-ones
    Zhang, Jing
    Liu, Man
    Li, Chao
    Xu, Yan-Jun
    Dong, Lin
    ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (02) : 420 - 424
  • [48] Oxazol-5-(4H)-Ones. Part 1. Synthesis and Reactivity as 1,3-dipoles
    Piperno, Anna
    Scala, Angela
    Risitano, Francesco
    Grassi, Giovanni
    CURRENT ORGANIC CHEMISTRY, 2014, 18 (21) : 2691 - 2710
  • [49] Formal [5+2] cycloaddition of vinylethylene carbonates to oxazol-5-(4H)-ones for the synthesis of 3,4-dihydrooxepin-2(7H)-ones
    Zhao, Hong-Wu
    Du, Juan
    Guo, Jia-Ming
    Feng, Ning-Ning
    Wang, Li-Ru
    Ding, Wan-Qiu
    Song, Xiu-Qing
    CHEMICAL COMMUNICATIONS, 2018, 54 (66) : 9178 - 9181
  • [50] Interaction of 2-aryl-4-(dichloromethylidene)-1,3-oxazol-5(4H)-ones with methyl 2-isocyanoacetate
    Shablykin, Oleg V.
    Prokopenko, Vladimir M.
    Brovarets, Vladimir S.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2016, 52 (06) : 424 - 426