Synthesis and antibacterial activity test of 3-(3-(4-hydroxy-3-methylphenyl)akriloil) coumarin compounds

被引:0
|
作者
Ismiyarto [1 ]
Rafi'ah, Fida Hidayatul [1 ]
Rizky, Novianita [1 ]
Prasetya, Nor Basid Adiwibawa [1 ]
Sarjono, Purbowatiningrum Ria [1 ]
Ngadiwiyana [1 ]
机构
[1] Diponegoro Univ, Fac Sci & Math, Dept Chem, Semarang, Indonesia
关键词
Reimer-Tiemann Reaction; 3-acetylcoumarin derivatives; Antibacterial;
D O I
10.1088/1757-899X/509/1/012055
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A 3-(3-(4-hydroxy-3-methylphenyl) acryloyl) coumarin has been synthesized from 4-hydroxy-3-methylbenzaldehyde with 3-acetylcoumarin. This research includes the synthesis of 4-hydroxy-3-metilbenzaldehid from ortho-cresol through Reimer-Tiemann reaction, synthesis of 3-acetylcoumarin from salicylaldehyde, synthesis of 3-(3-(4-hydroxy-3-methylphenyl) acryloyl) coumarin, and antibacterial activity testing of 3-(3-(4-hydroxy-3-methylphenyl) acryloyl) coumarin compound against Escherichia coli (gram negative bacteria) and Staphylococcus aureus (gram positive bacteria) using the disc diffusion method. The result of Reimer-Tiemann reaction was obtained as a yellow solid of 4-hydroxy-3-methylbenzaldehyde with yield of 31.91%. The synthesis of 3-acetylcoumarin was obtained as a yellow solid with a yield of 95.57%. A 3-(3-(4-hydroxy-3-methylphenyl) acryloyl) coumarin was obtained as a brownish yellow solids with yield of 11.66%. A 3-(3-(4-hydroxy-3-methylphenyl) acryloyl) coumarin has better antibacterial activity than 3-acetylcoumarin compound against Escherichia coli and Staphylococcus aureus.
引用
收藏
页数:9
相关论文
共 50 条
  • [31] Synthesis and Single Crystal X-ray Studies of 3-(3,5-Bis(trifluoromethyl)phenyl) Quinoline and 3-(4-Fluoro-3-methylphenyl) Quinoline
    Malik Aman Ullah
    Muhammad Adeel
    Muhammad Nawaz Tahir
    Muhammad Raza Shah
    Irfan Ullah
    结构化学, 2014, 33 (01) : 90 - 96
  • [32] Synthesis and Single Crystal X-ray Studies of 3-(3,5-Bis(trifluoromethyl)phenyl) Quinoline and 3-(4-Fluoro-3-methylphenyl) Quinoline
    Malik Aman Ullah
    Muhammad Adeel
    Muhammad Nawaz Tahir
    Muhammad Raza Shah
    Irfan Ullah
    Chinese Journal of Structural Chemistry, 2014, (01) : 90 - 96
  • [33] A NEW SYNTHESIS OF 3-(1'-1'-DIMETHYLALYL)-7-HYDROXY-6-METHOXY-COUMARIN
    DELCASTILLO, B
    UBIS, JCR
    LUIS, FR
    ANALES DE QUIMICA SERIE C-QUIMICA ORGANICA Y BIOQUIMICA, 1985, 81 (01): : 69 - 70
  • [34] SYNTHESIS AND PRELIMINARY ANTIBACTERIAL ACTIVITY OF 3-(2-ARYLAMINO-1,3,4-THIADIAZOL-5-YL)-4-HYDROXY-4'-SUBSTITUTED SULFAMOYL AZOBENZENES
    CHAABAN, I
    OJI, OO
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1984, 61 (06) : 523 - 525
  • [35] Synthesis and Antibacterial Activity of 1-Aryl-3-(4-methoxyphenyl)-3-(4-fluorophenyl)propanamides and Propanoates
    Isakhanyan, A. U.
    Akopyan, N. Z.
    Ovasyan, Z. A.
    Arutyunyan, N. S.
    Stepanyan, H. M.
    Avakimyan, J. A.
    Panosyan, G. A.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2022, 92 (06) : 932 - 936
  • [36] Synthesis and Antibacterial Activity of 1-Aryl-3-(4-methoxyphenyl)-3-(4-fluorophenyl)propanamides and Propanoates
    A. U. Isakhanyan
    N. Z. Akopyan
    Z. A. Ovasyan
    N. S. Arutyunyan
    H. M. Stepanyan
    J. A. Avakimyan
    G. A. Panosyan
    Russian Journal of General Chemistry, 2022, 92 : 932 - 936
  • [37] Crystal structure of benzyl 3-(3-methylphenyl)dithiocarbazate
    Aziz, NurFadhilah Abdul
    Yusof, Enis Nadia Md
    Ravoof, Thahira Begum S. A.
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O233 - U267
  • [38] Synthesis, Transformations, and Physicochemical Properties of 3-(4′-Methylphenyl)-8-Methylxanthine Derivatives
    E. V. Aleksandrova
    S. V. Levich
    N. I. Romanenko
    A. S. Shkoda
    E. K. Mikhal′chenko
    Chemistry of Natural Compounds, 2014, 49 : 1105 - 1109
  • [39] Synthesis, Antibacterial and Analgesic Activities of 4-[1-Oxo-3-(substituted aryl)-2-propenyl]-3-(4-methylphenyl) sydnones
    Deshpande, Shreenivas R.
    Pai, K. Vasantakumar
    E-JOURNAL OF CHEMISTRY, 2010, 7 (01) : 59 - 64
  • [40] Synthesis of 3-(4-isopropoxyphenyl)-3-(2-methoxyphenyl)propionamides
    N. S. Arutyunyan
    O. A. Papoyan
    L. A. Akopyan
    R. V. Paronikyan
    G. A. Panosyan
    G. A. Gevorgyan
    Russian Journal of General Chemistry, 2014, 84 : 2088 - 2091