In-Vitro Anticancer and Antibacterial Activities of Brominated Indeno[1,2-b]qinoline Amines Supported with Molecular Docking and MCDM**

被引:14
作者
Aydin, Ali [1 ]
Okten, Salih [2 ]
Erkan, Sultan [3 ]
Bulut, Merve [4 ]
Ozcan, Evrencan [4 ]
Tutar, Ahmet [5 ]
Eren, Tamer [4 ]
机构
[1] Bozok Univ, Fac Med, Dept Basic Med Sci, Yozgat, Turkey
[2] Kirikkale Univ, Dept Maths & Sci Educ, Fac Educ, Yahsihan, Kirikkale, Turkey
[3] Sivas Cumhuriyet Univ, Dept Chem, Fac Sci, Sivas, Turkey
[4] Kirikkale Univ, Dept Ind Engn, Fac Engn & Architecture, Yahsihan, Kirikkale, Turkey
[5] Sakarya Univ, Fac Art & Sci, Dept Chem, Serdivan, Sakarya, Turkey
来源
CHEMISTRYSELECT | 2021年 / 6卷 / 13期
关键词
Antibacterial agents; Antitumor agents; Biological activity; Molecular docking; Multi criteria decision making; Indeno[1; 2-b]quinoline amine; CRYSTAL-STRUCTURE; DERIVATIVES;
D O I
10.1002/slct.202004753
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The present study describes mono substituted indeno[1,2-b]quinolines (3 a-c and 5) have much more antiproliferative potentials than positive controls against A549, HeLa, MCF7 and Hep3B cell lines (IC50 values 1.1-29.6 mu g/mL) and show similar cytotoxicity (14.3 % to 19.8 %) to cells such as controls. Moreover, the mono substituted indeno[1,2-b]quinoline amines (3 a-c and 5) exhibit significant antimicrobial activity with MIC values between 15.62 mu g/mL and 250 mu g/mL. The compounds can also bind to DNA in the groove binding mode with a binding constant range of 1.1x10(3)-1.1x10(5) M-1. The anticancer and antibacterial properties of compounds were confirmed with the molecular docking simulation for their pharmacokinetic. As a result, the preliminary experimental data and a multi-criteria decision-making methodology (MCDM) indicated that the mono substituted indeno[1,2-b]quinoline amine derivatives, especially 3 a and 5, exhibit effective pharmacological properties. parameters and their interaction with related cells at the molecular level.
引用
收藏
页码:3286 / 3295
页数:10
相关论文
共 47 条
  • [1] Mitotic phosphorylation by NEK6 and NEK7 reduces the microtubule affinity of EML4 to promote chromosome congression
    Adib, Rozita
    Montgomery, Jessica M.
    Atherton, Joseph
    O'Regan, Laura
    Richards, Mark W.
    Straatman, Kees R.
    Roth, Daniel
    Straube, Anne
    Bayliss, Richard
    Moores, Carolyn A.
    Fry, Andrew M.
    [J]. SCIENCE SIGNALING, 2019, 12 (594)
  • [2] [Anonymous], 2003, ANGEW CHEM, V115, P5432
  • [3] Synthesis and in vitro antiproliferative effect of novel quinoline-based potential anticancer agents
    Arafa, Reem K.
    Hegazy, Gehan H.
    Piazza, Gary A.
    Abadi, Ashraf H.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 63 : 826 - 832
  • [4] Aydin A., 2021, CHEMISTRYSELECT, V6, P3286
  • [5] Structure-Function Analysis of Staphylococcus aureus Amidase Reveals the Determinants of Peptidoglycan Recognition and Cleavage
    Buettner, Felix Michael
    Zoll, Sebastian
    Nega, Mulugeta
    Goetz, Friedrich
    Stehle, Thilo
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2014, 289 (16) : 11083 - 11094
  • [6] Novel piperazine and morpholine substituted quinolines: Selective synthesis through activation of 3,6,8-tribromoquinoline, characterization and their some metabolic enzymes inhibition potentials
    Cakmak, Osman
    Okten, Salih
    Alimli, Dilek
    Ersanli, Cem Cuneyt
    Taslimi, Parham
    Kocyigit, Umit Muhammet
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2020, 1220 (1220)
  • [7] Synthesis and evaluation as potential anticancer agents of novel tetracyclic indenoquinoline derivatives
    Chakrabarty, Shubhashis
    Croft, Michael S.
    Marko, Melissa G.
    Moyna, Guillermo
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (05) : 1143 - 1149
  • [8] In vitro biological activities of alkaloids from Cryptolepis sanguinolenta
    Cimanga, K
    DeBruyne, T
    Lasure, A
    VanPoel, B
    Pieters, L
    Claeys, M
    VandenBerghe, D
    Kambu, K
    Tona, L
    Vlietinck, AJ
    [J]. PLANTA MEDICA, 1996, 62 (01) : 22 - 27
  • [9] D'yakonov VA, 2017, STUD NAT PROD CHEM, V54, P21, DOI 10.1016/B978-0-444-63929-5.00002-4
  • [10] Parasite-microbe-host interactions and cancer risk
    Dheilly, Nolwenn M.
    Ewald, Paul W.
    Brindley, Paul J.
    Fichorova, Raina N.
    Thomas, Frederic
    [J]. PLOS PATHOGENS, 2019, 15 (08)