Antimicrobial activity of thiazolyl benzenesulfonamide-condensed 2,4-thiazolidinediones derivatives

被引:60
|
作者
Parekh, Nikhil M. [1 ]
Juddhawala, Krunal V. [2 ]
Rawal, Bhaskar M. [2 ]
机构
[1] SV Natl Inst Technol, Dept Appl Chem, Surat 395007, Gujarat, India
[2] Narmada Coll Sci & Commerce, Dept Chem, Bharuch 392001, Gujarat, India
关键词
Thiazole; 2,4-Thiazolidinedione; Synthesis; Antibacterial; Antituberculosis; BIOLOGICAL-ACTIVITY; 4-THIAZOLIDINONES; THIAZOLIDINONES; DISCOVERY;
D O I
10.1007/s00044-012-0273-x
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A new series of benzoyl chloride-substituted 2,4-thiazolidinedione derivatives have been synthesized by the condensation of 2-amino-4-aryl-thiazole and 4'-chlorosulfonyl benzylidine-2,4-thiazolidinedione. New compounds were evaluated for their in vitro antibacterial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa. Furthermore, new products were tested for in vitro antituberculosis activity against Mycobacterium tuberculosis using isoniazid and rifampicin as control drugs. The results of bioassay demonstrated that some of the newly synthesized 2,4-thiazolidinedione derivatives emerged as lead molecules with excellent MIC (mg/mL) values against mentioned organisms compared to standard drugs. The structure of the final analogs has been confirmed on the basis of IR, H-1 NMR, mass spectral, and elemental analysis.
引用
收藏
页码:2737 / 2745
页数:9
相关论文
共 50 条
  • [31] Synthesis and antimicrobial activity of 2,4-dioxothiazolidine-5-acetic acid amides
    Zimenkovskii B.S.
    Kutsyk R.V.
    Lesyk R.B.
    Matyichuk V.S.
    Obushak N.D.
    Klyufinska T.I.
    Pharmaceutical Chemistry Journal, 2006, 40 (6) : 303 - 306
  • [32] Design, synthesis and anti-influenza A virus activity of novel 2,4-disubstituted quinazoline derivatives
    Wang, Minghua
    Zhang, Guoning
    Wang, Yujia
    Wang, Juxian
    Zhu, Mei
    Cen, Shan
    Wang, Yucheng
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2020, 30 (11)
  • [33] Novel 2-alkythio-4-chloro-N-[imino(heteroaryl)methyl]benzenesulfonamide Derivatives: Synthesis, Molecular Structure, Anticancer Activity and Metabolic Stability
    Zolnowska, Beata
    Slawinski, Jaroslaw
    Belka, Mariusz
    Baczek, Tomasz
    Chojnacki, Jaroslaw
    Kawiak, Anna
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2023, 24 (11)
  • [34] Synthesis, characterization, in vitro cytotoxicity and antimicrobial investigation and evaluation of physicochemical properties of novel 4-(2-methylacetamide)benzenesulfonamide derivatives
    Durgun, Mustafa
    Turkmen, Hasan
    Zengin, Gulay
    Zengin, Huseyin
    Koyunsever, Mehmet
    Koyuncu, Ismail
    BIOORGANIC CHEMISTRY, 2017, 70 : 163 - 172
  • [35] Synthesis, Antimicrobial Activity and Structure-Activity Relationship of Some 5-A rylidene-thiazolidine-2,4-dione Derivatives
    de Paiva, Raissa K. C.
    da Silva, Jamerson F.
    Moreira, Hudieyllen A.
    Pinto, Osvaldo G.
    Camargo, Lilian T. F. M.
    Naves, Plinio L. F.
    Camargo, Ademir J.
    Ribeiro, Luciano
    Ramos, Luciana M.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2019, 30 (01) : 164 - 172
  • [36] Synthesis and Antimicrobial Activity of 3-Alkylidene-2-Indolone Derivatives
    Huang, He
    Zhang, Yating
    Du, Qiu
    Zheng, Changji
    Jin, Chenghua
    Li, Siqi
    MOLECULES, 2024, 29 (22):
  • [37] SYNTHESIS AND ANTIMICROBIAL ACTIVITY EVALUATION OF SOME SCHIFF BASES DERIVED FROM 2-AMINOTHIAZOLE DERIVATIVES
    Gupta, Rajul
    Fuloria, Neeraj Kumar
    Fuloria, Shivkanya
    INDONESIAN JOURNAL OF PHARMACY, 2013, 24 (03): : 193 - 197
  • [38] Synthesis, Antimicrobial and Anthelmintic Activity of 2-Amino-4-phenylthiazole Derivatives of Amino Acids and Peptides
    Himaja, M.
    Raju, V. Kishore
    Ranjitha, J.
    ASIAN JOURNAL OF CHEMISTRY, 2010, 22 (04) : 2909 - 2913
  • [39] Design, synthesis, and antimicrobial activity of novel 5-substituted indole-2-carboxamide derivatives
    Mane, Yogesh D.
    Sarnikar, Yuvaraj P.
    Surwase, Santosh M.
    Biradar, Dhanraj O.
    Gorepatil, Pratapsinha B.
    Shinde, Vishnu S.
    Khade, Bhimrao C.
    RESEARCH ON CHEMICAL INTERMEDIATES, 2017, 43 (02) : 1253 - 1275
  • [40] SYNTHESIS AND ANTIMICROBIAL ACTIVITY EVALUATION OF SOME SCHIFF BASES DERIVED FROM 2-AMINOTHIAZOLE DERIVATIVES
    Gupta, Rajul
    Fuloria, Neeraj Kumar
    Fuloria, Shivkanya
    INDONESIAN JOURNAL OF PHARMACY, 2013, 24 (01): : 35 - 39