Synthesis of novel 4-hydroxycoumarin derivatives: evaluation of antimicrobial, antioxidant activities and its molecular docking studies

被引:0
|
作者
M. Govindhan
K. Subramanian
K. Chennakesava Rao
K. Easwaramoorthi
P. Senthilkumar
P. T. Perumal
机构
[1] Anna University,Department of Chemistry
[2] R&D Centre,Drug Discovery Research, Orchid Chemicals and Pharmaceuticals Ltd.
[3] CSIR-Central Leather Research Institute,Organic Chemistry Division
[4] Loyola College,Department of Chemistry
来源
关键词
4-Hydroxycoumarin derivatives; Antimicrobial; Total antioxidant; DNA gyrase B subunit; Molecular docking;
D O I
暂无
中图分类号
学科分类号
摘要
A series of novel 4-hydroxycoumarin derivatives 4a–n were synthesized by treating 2-(2-oxo-2H-chromen-4-yloxy)acetic acid 3 with various amines. Acid 3 was obtained from the hydrolysis of corresponding ester 2 which was prepared from 4-hydroxycoumarin 1 and ethyl bromoacetate. All synthesized compounds 4a–n were characterized using spectral techniques. The synthesized compounds 4a–n were evaluated for their antimicrobial and total antioxidant activity using in vitro well diffusion method and phosphomolybdenum method, respectively. Amongst all the compounds, 4c has shown potential antimicrobial and antioxidant activity against the standard. All compounds have exhibited good binding energies from −4.46 to −5.70 kcal/mol against 24-kDa DNA gyrase B fragment from E. coli (PDB ID-1KZN) in molecular docking study and amongst them 4c has shown maximum binding energy.
引用
收藏
页码:4181 / 4190
页数:9
相关论文
共 50 条
  • [21] Synthesis of 4-Hydroxycoumarin Heteroarylhybrids as Potential Antimicrobial Agents
    Siddiqui, Zeba N.
    Musthafa, Mohammed T. N.
    Ahmad, Anis
    Khan, Asad U.
    ARCHIV DER PHARMAZIE, 2011, 344 (06) : 394 - 401
  • [22] Synthesis and pharmacological investigations of some 4-hydroxycoumarin derivatives
    Manolov, I
    Danchev, ND
    ARCHIV DER PHARMAZIE, 2003, 336 (02) : 83 - 94
  • [23] The antioxidant activity of 4-hydroxycoumarin derivatives and some sulfured analogs
    Rouaiguia-Bouakkaz, Samia
    Benayahoum, Ali
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2015, 28 (12) : 714 - 722
  • [24] Investigation of the antioxidant properties of some new 4-hydroxycoumarin derivatives
    Stanchev, S.
    Hadjimitova, V.
    Traykov, T.
    Boyanov, T.
    Manolov, I.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (07) : 3077 - 3082
  • [25] Synthesis, crystal structures, and anti-drug-resistant Staphylococcus aureus activities of novel 4-hydroxycoumarin derivatives
    Li, Ming-kai
    Li, Jing
    Liu, Bao-hui
    Zhou, Ying
    Li, Xia
    Xue, Xiao-yan
    Hou, Zheng
    Luo, Xiao-xing
    EUROPEAN JOURNAL OF PHARMACOLOGY, 2013, 721 (1-3) : 151 - 157
  • [26] Studies on the Synthesis of Benzene Sulfonamides, Evaluation of Their Antimicrobial Activities, and Molecular Docking
    Ahmed, Mahmood
    Qadir, Muhammad A.
    Ahmad, Saghir
    Ul-Haq, Iftikhar
    Hussain, Riaz
    Habib, Tayyaba
    Ikram, Rabia
    Muddassar, Muhammad
    LATIN AMERICAN JOURNAL OF PHARMACY, 2020, 39 (01): : 38 - 46
  • [27] Design, Synthesis, In Vitro Antimicrobial, Antioxidant Evaluation, and Molecular Docking Study of Novel Benzimidazole and Benzoxazole Derivatives
    Kashid, Bharat B.
    Ghanwat, Anil A.
    Khedkar, Vijay M.
    Dongare, Balasaheb B.
    Shaikh, Mubarak H.
    Deshpande, Prathmesh P.
    Wakchaure, Yogesh B.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (03) : 895 - 908
  • [28] Synthesis, homology modeling, molecular docking, dynamics, and antifungal screening of new 4-hydroxycoumarin derivatives as potential chitinase inhibitors
    Batran, Rasha Z.
    Khedr, Mohammed A.
    Latif, Nehad A. Abdel
    Abd El Aty, Abeer A.
    Shehata, Abeer N.
    JOURNAL OF MOLECULAR STRUCTURE, 2019, 1180 : 260 - 271
  • [29] Synthesis and Molecular Docking Studies of Novel Triazole Derivatives as Antioxidant Agents
    Ozil, Musa
    Tacal, Guvan
    Baltas, Nimet
    Emirik, Mustafa
    LETTERS IN ORGANIC CHEMISTRY, 2020, 17 (04) : 309 - 320
  • [30] Design, Synthesis and Pharmacological Evaluation of 4-Hydroxycoumarin Derivatives as Antiproliferative Agents.
    Pilli, Govindaiah
    Dumala, Naresh
    Sreeja, Jamuna S.
    John, Rince
    Sengupta, Suparna
    Grover, Paramjit
    Prakash, Jaya M.
    CHEMISTRYSELECT, 2019, 4 (36): : 10805 - 10809