Synthesis of new class of spirocarbocycle derivatives by multicomponent domino reaction and their evaluation for antimicrobial, anticancer activity and molecular docking studies

被引：34
|
作者：
Sudhapriya, N. [1 ]
Perumal, P. T. [1 ]
Balachandran, C. [2 ]
Ignacimuthu, S. [2 ]
Sangeetha, M. [3 ]
Doble, Mukesh [3 ]
机构：
[1] CSIR Cent Leather Res Inst, Div Organ Chem, Madras 600020, Tamil Nadu, India
[2] Loyola Coll, Entomol Res Inst, Div Microbiol, Madras 600034, Tamil Nadu, India
[3] Indian Inst Technol, Dept Biotechnol, Madras 600036, Tamil Nadu, India
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2014年 / 83卷
关键词：
Spirocarbocycle; Multicomponent reaction; Vinylogous Michael addition; Antimicrobial activity; Anticancer activity; Molecular docking; MICHAEL ADDITION; SPIRO; CYCLIZATION; CONSTRUCTION;
D O I：
10.1016/j.ejmech.2014.05.065
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of 25 new spirocarbocycles were synthesized by a three component reaction that involves few cyclic nucleophiles, vinyl malononitriles and aldehydes with variable substitution patterns. All the synthesized compounds were evaluated for their antimicrobial activity and the compounds showed significant activity. Synthesized compounds 4c, 4i and 6i showed good anticancer activity against A549 cancer cell line. Molecular docking studies indicated that compound 4i had the greatest affinity for DNA gyrase receptor than others and compound 6i had the greatest affinity for anaplastic lymphoma kinase (ALK) receptor. These compounds can be better therapeutic agents for microbial and cancer cell lines. (C) 2014 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：190 / 207
页数：18
相关论文
共 50 条
  • [1] Synthesis, antimicrobial evaluation, and molecular docking studies of new tetrahydrocarbazole derivatives
    Neama A. Mohamed
    Walaa S. El-Serwy
    Somaia S. Abd El-Karim
    Ghada E. A. Awad
    Samia A. Elseginy
    Research on Chemical Intermediates, 2016, 42 : 1363 - 1386
  • [2] Synthesis, antimicrobial evaluation, and molecular docking studies of new tetrahydrocarbazole derivatives
    Mohamed, Neama A.
    El-Serwy, Walaa S.
    Abd El-Karim, Somaia S.
    Awad, Ghada E. A.
    Elseginy, Samia A.
    RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (02) : 1363 - 1386
  • [3] New Pyridopyrimidone Derivatives: Synthesis, Molecular Docking Studies, and Potential Anticancer Activity
    N. M. Khalifa
    H. M. Alkahtani
    M. A. Al-Omar
    A. H. Bakheit
    Russian Journal of General Chemistry, 2019, 89 : 1683 - 1690
  • [4] New Pyridopyrimidone Derivatives: Synthesis, Molecular Docking Studies, and Potential Anticancer Activity
    Khalifa, N. M.
    Alkahtani, H. M.
    Al-Omar, M. A.
    Bakheit, A. H.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2019, 89 (08) : 1683 - 1690
  • [5] New Functionalized Morpholinothiazole Derivatives: Regioselective Synthesis, Computational Studies, Anticancer Activity Evaluation, and Molecular Docking Studies
    Assiri, Mohammed A.
    Ali, Tarik E.
    Alqahtani, Maha N.
    Shaaban, Ibrahim A.
    Shati, Ali A.
    Alfaifi, Mohammad Y.
    Elbehairi, Serag E. I.
    CURRENT ORGANIC CHEMISTRY, 2023, 27 (22) : 1985 - 1998
  • [6] Synthesis, anticancer activity and molecular docking studies of new 4-nitroimidazole derivatives
    Al-Soud, Yaseen A.
    Alhelal, Kafa' A. S.
    Saeed, Bahjat A.
    Abu-Qatouseh, Luay
    Al-Suod, Hossam H.
    Al-Ahmad, Ala'a H.
    Al-Masoudi, Najim A.
    Al-Qawasmeh, Raed A.
    ARKIVOC, 2021, : 296 - 309
  • [7] Synthesis and Antimicrobial Activity of New Heteroaryl(aryl) Thiazole Derivatives Molecular Docking Studies
    Kartsev, Victor
    Geronikaki, Athina
    Zubenko, Alexander
    Petrou, Anthi
    Ivanov, Marija
    Glamoclija, Jasmina
    Sokovic, Marina
    Divaeva, Lyudmila
    Morkovnik, Anatolii
    Klimenko, Alexander
    ANTIBIOTICS-BASEL, 2022, 11 (10):
  • [8] Synthesis, antimicrobial evaluation and docking studies of new pyrazolone derivatives
    Alkhaldi, Abdulsalam A. M.
    Abdelgawad, Mohamed A.
    Youssif, Bahaa G. M.
    TROPICAL JOURNAL OF PHARMACEUTICAL RESEARCH, 2018, 17 (11) : 2235 - 2241
  • [9] Recyclable Amberlite IR-120 Catalyzed domino reaction: Synthesis, anticancer activity and molecular docking studies of biscoumarins
    Shadakshari, A. J.
    Kumara, T. H. Suresha
    Sowmya, H. B. V.
    Ismail
    Harish, B. G.
    Yamuna, A. J.
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1246
  • [10] Synthesis and Evaluation of Antimicrobial Activity of N-Substituted Indole Derivatives and Molecular Docking Studies
    Dwivedi, Ashish Ranjan
    Kumar, Vijay
    Jangid, Kailash
    Devi, Bharti
    Kulharia, Mahesh
    Kumar, Rakesh
    Kumar, Vinod
    CURRENT ORGANIC CHEMISTRY, 2022, 26 (16) : 1565 - 1574
12345