Synthesis, characterization and antimicrobial studies on 3-((4-(4-nitrophenyl)-6-aryl-1,6-dihydropyrimidin-2-yl)thio)propanenitriles and their derivatives

被引:5
|
作者
Desai, N. C. [1 ]
Pandya, Darshan [1 ]
Vaja, Darshita [1 ]
机构
[1] Maharaja Krishnakumarsinhji Bhavnagar Univ, Dept Chem, Div Med Chem, UGC NON SAP & DST FIST Sponsored, Mahatma Gandhi Campus, Bhavnagar 364002, Gujarat, India
关键词
Pyrimidine; 1,6-dihydropyrimidine; Antimicrobial activity; Cytotoxicity; ANTI-HIV ACTIVITY; QUINOLINE; BENZIMIDAZOLES; PYRIMIDINE; AGENTS; 1,3,4-OXADIAZOLE;
D O I
10.1007/s00044-017-1812-2
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
This study synthesized a series of 3-((4-(4-nitrophenyl)-6-aryl-1,6-dihydropyrimidin-2-yl)thio)propanenitriles and their structures characterized by spectral (H-1 NMR, C-13 NMR, infrared spectroscopy, liquid chromatography-mass spectroscopy) and elemental analysis. Antimicrobial activity was carried out by serial broth dilution method on gram-positive bacteria (Staphylococcus aureus and Streptococcus pyogenes), gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa) and three fungi (Candida albicans, Aspergillus niger and Aspergillus clavatus) in vitro. Compounds 5d, 5j, 5l and 5m showed potent antimicrobial activity against tested microorganisms. The grades of cytotoxicity studies on a human cervical cancer cell line (HeLa) and a 3T3 mouse embryonic fibroblast cell line indicated that compounds 5c, 5d, 5h and 5j showed low cytotoxicity.
引用
收藏
页码:1089 / 1097
页数:9
相关论文
共 50 条
  • [1] Synthesis, characterization and antimicrobial studies on 3-((4-(4-nitrophenyl)-6-aryl-1,6-dihydropyrimidin-2-yl)thio)propanenitriles and their derivatives
    N. C. Desai
    Darshan Pandya
    Darshita Vaja
    Medicinal Chemistry Research, 2017, 26 : 1089 - 1097
  • [2] Preparation and optimization of new 4-(morpholin-4-yl)-(6-oxo-1,6-dihydropyrimidin-2-yl) amide derivatives as PI3Kβ inhibitors
    Certal, Victor
    Halley, Frank
    Virone-Oddos, Angela
    Thompson, Fabienne
    Filoche-Romme, Bruno
    El-Ahmad, Youssef
    Carry, Jean-Christophe
    Delorme, Cecile
    Karlsson, Andreas
    Abecassis, Pierre-Yves
    Vincent, Loic
    Bonnevaux, Helene
    Nicolas, Jean-Paul
    Morales, Renaud
    Michot, Nadine
    Vade, Isabelle
    Louboutin, Audrey
    Perron, Sebastien
    Doerflinger, Gilles
    Tric, Bernadette
    Monget, Sylvie
    Lengauer, Christoph
    Schio, Laurent
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (20) : 6381 - 6384
  • [3] Synthesis of 2-[(4-Methyl-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]acetamides
    A. K. Shiryaev
    A. M. Gulyaeva
    V. A. Shiryaev
    U. M. Aristova
    Russian Journal of Organic Chemistry, 2023, 59 : 738 - 742
  • [4] Synthesis of 2-[(4-Methyl-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]acetamides
    Shiryaev, A. K.
    Gulyaeva, A. M.
    Shiryaev, V. A.
    Aristova, U. M.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 59 (04) : 738 - 742
  • [5] Synthesis and antimicrobial screening of some 3-[4-(3-aryl-1-phenyl-1H-pyrazol-4-yl)-6-aryl-pyridin-2-yl] and 4-methyl-3-phenyl-6-[4-(3-aryl-1-phenyl-1H-pyrazol-4-yl)-6-aryl-pyridin-2-yl] coumarins
    Brahmbhatt, D. I.
    Kaneria, Ankit R.
    Patel, Anil K.
    Patel, Niraj H.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2010, 49 (07): : 971 - 977
  • [6] Chitosan Modification by New Chromophore 4-(3-(4-nitrophenyl) thioureido) benzoic acid: Synthesis, Characterization and Evaluation
    Rizvi, Kazim Shamim
    Dutta, P. K.
    JOURNAL OF POLYMER MATERIALS, 2019, 36 (03): : 217 - 228
  • [7] Synthesis, spectroscopic studies and biological applications of organotin(IV) derivatives of 3-[N-(4-nitrophenyl)-amidolpropenoic acid and 3-[N-(4-Nitrophenyl)-amidolpropanoic acid
    Shahid, K
    Shahzadi, S
    Ali, S
    Mazhar, M
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2006, 27 (01): : 44 - 52
  • [8] Some bis (3-(4-nitrophenyl)acrylamide derivatives: Synthesis, characterization, DFT, antioxidant, antimicrobial properties, molecular docking and molecular dynamics simulation studies
    Cakmak, Sukriye
    Erdogan, Taner
    INDIAN JOURNAL OF BIOCHEMISTRY & BIOPHYSICS, 2023, 60 (03): : 209 - 223
  • [9] Synthesis of some 3-(4-styryl-6-aryl-pyridin-2-yl)- and 3-(6-styryl-4-aryl-pyridin-2-yl) coumarins
    Brahmbhatt, DI
    Pandya, UR
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (01): : 145 - 149
  • [10] AN EXPEDITIOUS SYNTHESIS AND MICROBIAL STUDIES OF NOVEL N-(6-(4-CHLOROPHENYL) (SUBSTITUTED-BENZYLIDENEAMINO) PHENYL)-1,6-DIHYDROPYRIMIDIN-2-YL)CYANAMIDE
    Babu, K.
    HETEROCYCLIC LETTERS, 2018, 8 (02): : 395 - 400