Skip to content
2000
Volume 21, Issue 3
  • ISSN: 1573-4064
  • E-ISSN: 1875-6638

Abstract

Cancer is the second leading cause of mortality globally and is characterized by a multifactorial etiology. Drug resistance and multidrug resistance are the reasons for the failure of many anticancer drugs that are in clinical practice now. The current review is a complete review of benzimidazole hybrids with different heterocyclic rings, which are potential anticancer agents. We reviewed around 70 research works of benzimidazole hybrids published in high-impact journals, along with a short discussion of structural features responsible for its activity against various cancers. This review highlighted benzimidazole hybrids as targeted anticancer agents with effects on multiple targets. Researchers working on targeted medications for cancer treatment will benefit from this review when designing new scaffolds with benzimidazole moieties.

Loading

Article metrics loading...

/content/journals/mc/10.2174/0115734064313626240912063644
2024-09-27
2025-05-22
Loading full text...

Full text loading...

References

  1. MargheritaB. Multi-target directed ligands for the treatment of cancer.Front. Oncol.20221298014110.3389/fonc.2022.980141
    [Google Scholar]
  2. LeeY.T. TanY.J. OonC.E. Benzimidazole and its derivatives as cancer therapeutics: The potential role from traditional to precision medicine.Acta Pharm. Sin. B202313247849710.1016/j.apsb.2022.09.010 36873180
    [Google Scholar]
  3. KesavamoorthyK. SurajambikaR.R. VelayudhamK.P. Pyrazolo-pyrimidines as targeted anticancer scaffolds: A comprehensive review.Med. Chem.202420329331010.2174/0115734064251256231018104623
    [Google Scholar]
  4. FengL.S. SuW.Q. ChengJ.B. XiaoT. LiH.Z. ChenD.A. ZhangZ.L. Benzimidazole hybrids as anticancer drugs: An updated review on anticancer properties, structure–activity relationship, and mechanisms of action (2019–2021).Arch. Pharm.20223556220005110.1002/ardp.202200051 35385159
    [Google Scholar]
  5. LeeM.M.L. ChanB.D. WongW.Y. LeungT.W. QuZ. HuangJ. ZhuL. LeeC.S. ChenS. TaiW.C.S. Synthesis and evaluation of novel anticancer compounds derived from the natural product brevilin A.ACS Omega2020524145861459610.1021/acsomega.0c01276 32596596
    [Google Scholar]
  6. PalanikarasuP. SurajambikaR.R. RamalakshmiN. Chalcones and flavones as multifunctional anticancer agents- A comprehensive review.Curr. Bioact. Compd.20221810e04042220304210.2174/1573407218666220404093136
    [Google Scholar]
  7. G, A.C.; Gondru, R.; Li, Y.; Banothu, J. Coumarin–benzimidazole hybrids: A review of developments in medicinal chemistry.Eur. J. Med. Chem.202222711392110.1016/j.ejmech.2021.113921 34715585
    [Google Scholar]
  8. IoeleG. ChieffalloM. OcchiuzziM.A. De LucaM. GarofaloA. RagnoG. GrandeF. Anticancer drugs: Recent strategies to improve stability profile, pharmacokinetic and pharmacodynamic properties.Molecules20222717543610.3390/molecules27175436 36080203
    [Google Scholar]
  9. DoklaE.M.E. AbutalebN.S. MilikS.N. LiD. El-BazK. ShalabyM.A.W. Al-KarakiR. NasrM. KleinC.D. AbouzidK.A.M. SeleemM.N. Development of benzimidazole-based derivatives as antimicrobial agents and their synergistic effect with colistin against gram-negative bacteria.Eur. J. Med. Chem.202018611185010.1016/j.ejmech.2019.111850 31735572
    [Google Scholar]
  10. MarinescuM. Benzimidazole-triazole hybrids as antimicrobial and antiviral agents: A systematic review.Antibiotics 2023127122010.3390/antibiotics12071220 37508316
    [Google Scholar]
  11. Valderas-GarcíaE. HäberliC. Álvarez-BardónM. EscalaN. Castilla-Gómez de AgüeroV. de la VegaJ. del OlmoE. Balaña-FouceR. KeiserJ. Martínez-ValladaresM. Benzimidazole and aminoalcohol derivatives show in vitro anthelmintic activity against Trichuris muris and Heligmosomoides polygyrus.Parasit. Vectors202215124310.1186/s13071‑022‑05347‑y 35804427
    [Google Scholar]
  12. SethiP. BansalY. BansalG. Synthesis and PASS-assisted evaluation of coumarin–benzimidazole derivatives as potential anti-inflammatory and anthelmintic agents.Med. Chem. Res.2018271617110.1007/s00044‑017‑2036‑1
    [Google Scholar]
  13. FrancesconiV. CicheroE. SchenoneS. NaesensL. TonelliM. Synthesis and biological evaluation of novel (thio)semicarbazone-based benzimidazoles as antiviral agents against human respiratory viruses.Molecules2020257148710.3390/molecules25071487 32218301
    [Google Scholar]
  14. TonelliM. PagliettiG. BoidoV. SparatoreF. MarongiuF. MarongiuE. La CollaP. LoddoR. Antiviral activity of benzimidazole derivatives. I. Antiviral activity of 1-substituted-2-[(benzotriazol-1/2-yl)methyl]benzimidazoles.Chem. Biodivers.20085112386240110.1002/cbdv.200890203 19035566
    [Google Scholar]
  15. GüzelE. Acar ÇevikU. EvrenA.E. BostancıH.E. GülÜ.D. KayışU. ÖzkayY. KaplancıklıZ.A. Synthesis of benzimidazole-1,2,4-triazole derivatives as potential antifungal agents targeting 14α-Demethylase.ACS Omega2023844369438410.1021/acsomega.2c07755 36743066
    [Google Scholar]
  16. MorcossM.M. AbdelhafezE.S.M.N. IbrahemR.A. Abdel-RahmanH.M. Abdel-AzizM. Abou El-EllaD.A. Design, synthesis, mechanistic studies and in silico ADME predictions of benzimidazole derivatives as novel antifungal agents.Bioorg. Chem.202010110395610.1016/j.bioorg.2020.103956
    [Google Scholar]
  17. MohamedM.S. IbrahimN.A. GoudaA.M. badr, M.; El-Sherief, H.A.M. Design, synthesis and molecular docking of 1,2,4-triazole schiff base hybrids as tubulin, EGFR inhibitors and apoptosis-inducers.J. Mol. Struct.2023128613562110.1016/j.molstruc.2023.135621
    [Google Scholar]
  18. SatijaG. SharmaB. MadanA. IqubalA. ShaquiquzzamanM. AkhterM. ParvezS. KhanM.A. AlamM.M. Benzimidazole based derivatives as anticancer agents: Structure activity relationship analysis for various targets.J. Heterocycl. Chem.2022591226610.1002/jhet.4355
    [Google Scholar]
  19. SiddigL.A. KhasawnehM.A. SamadiA. SaadehH. AbutahaN. WadaanM.A. Synthesis of novel thiourea-/urea-benzimidazole derivatives as anticancer agents.Open Chem.20211911062107310.1515/chem‑2021‑0093
    [Google Scholar]
  20. WuZ. XiaM.B. BertsetsegD. WangY.H. BaoX.L. ZhuW.B. Tao-Xu; Chen, P.R.; Tang, H.S.; Yan, Y.J.; Chen, Z.L. Design, synthesis and biological evaluation of novel fluoro-substituted benzimidazole derivatives with anti-hypertension activities.Bioorg. Chem.202010110404210.1016/j.bioorg.2020.104042 32650179
    [Google Scholar]
  21. SethyS. MandalS. EwiesE. DhimanN. GargA. Synthesis, characterization and biological evaluation of benzimidazole and benzindazole derivatives as anti-hypertensive agents.Egypt. J. Chem.20216473659368410.21608/ejchem.2021.79840.3931
    [Google Scholar]
  22. ColeD.C. GrossJ.L. ComeryT.A. AschmiesS. HirstW.D. KelleyC. KimJ.I. KubekK. NingX. PlattB.J. RobichaudA.J. SolvibileW.R. StockJ.R. TawaG. WilliamsM.J. EllingboeJ.W. Benzimidazole- and indole-substituted 1,3′-bipyrrolidine benzamides as histamine H3 receptor antagonists.Bioorg. Med. Chem. Lett.20102031237124010.1016/j.bmcl.2009.11.122 20042333
    [Google Scholar]
  23. AslanianR. ZhuX. VaccaroH.A. ShihN.Y. PiwinskiJ.J. WilliamsS.M. WestR.E. Jr Benzimidazole-substituted (3-phenoxypropyl)amines as histamine H3 receptor ligands.Bioorg. Med. Chem. Lett.200818185032503610.1016/j.bmcl.2008.08.008 18752952
    [Google Scholar]
  24. HussainS. TahaM. RahimF. HayatS. ZamanK. IqbalN. SelvarajM. SajidM. BangeshM.A. KhanF. KhanK.M. UddinN. ShahS.A.A. AliM. Synthesis of benzimidazole derivatives as potent inhibitors for α-amylase and their molecular docking study in management of type-II diabetes.J. Mol. Struct.2021123213002910.1016/j.molstruc.2021.130029
    [Google Scholar]
  25. YousefnejadF. Mohammadi-Moghadam-GoozaliM. SayahiM.H. HalimiM. MoazzamA. Mohammadi-KhanaposhtaniM. MojtabaviS. AsadiM. FaramarziM.A. LarijaniB. AmanlouM. MahdaviM. Design, synthesis, in vitro, and in silico evaluations of benzo[d]imidazole-amide-1,2,3-triazole-N-arylacetamide hybrids as new antidiabetic agents targeting α-glucosidase.Sci. Rep.20231311239710.1038/s41598‑023‑39424‑8 37524733
    [Google Scholar]
  26. ChenQ. TianW. HanG. QiJ. ZhengC. ZhouY. DingL. ZhaoJ. ZhuJ. LvJ. ShengC. Design and synthesis of novel benzoheterocyclic derivatives as human acrosin inhibitors by scaffold hopping.Eur. J. Med. Chem.20135917618210.1016/j.ejmech.2012.11.005 23220646
    [Google Scholar]
  27. SrivastavaR. GuptaS.K. NaazF. Sen GuptaP.S. YadavM. SinghV.K. SinghA. RanaM.K. GuptaS.K. ScholsD. SinghR.K. Alkylated benzimidazoles: Design, synthesis, docking, DFT analysis, ADMET property, molecular dynamics and activity against HIV and YFV.Comput. Biol. Chem.20208910740010.1016/j.compbiolchem.2020.107400 33068917
    [Google Scholar]
  28. BaldisserottoA. DemurtasM. LamprontiI. TacchiniM. MoiD. BalboniG. VertuaniS. ManfrediniS. OnnisV. In-vitro evaluation of antioxidant, antiproliferative and photo-protective activities of benzimidazolehydrazone derivatives.Pharmaceuticals20201346810.3390/ph13040068 32326658
    [Google Scholar]
  29. ZhangT. LiuQ. RenY. Design, synthesis and biological activity evaluation of novel methyl substituted benzimidazole derivatives.Tetrahedron2020761313102710.1016/j.tet.2020.131027
    [Google Scholar]
  30. BrishtyS.R. HossainM.J. KhandakerM.U. FaruqueM.R.I. OsmanH. RahmanS.M.A. A comprehensive account on recent progress in pharmacological activities of benzimidazole derivatives.Front. Pharmacol.20211276280710.3389/fphar.2021.762807 34803707
    [Google Scholar]
  31. HuangL. JiangS. ShiY. Tyrosine kinase inhibitors for solid tumors in the past 20 years (2001–2020).J. Hematol. Oncol.202013114310.1186/s13045‑020‑00977‑0 33109256
    [Google Scholar]
  32. HaiderK. Shahar YarM. Advances of Benzimidazole Derivatives as Anticancer Agents: Bench to Bedside; Benzimidazole.IntechOpen202210.5772/intechopen.101702
    [Google Scholar]
  33. AkhtarW. KhanM.F. VermaG. ShaquiquzzamanM. RizviM.A. MehdiS.H. AkhterM. AlamM.M. Therapeutic evolution of benzimidazole derivatives in the last quinquennial period.Eur. J. Med. Chem.201712670575310.1016/j.ejmech.2016.12.010 27951484
    [Google Scholar]
  34. ChoudharyS. AroraM. VermaH. KumarM. SilakariO. Benzimidazole based hybrids against complex diseases: A catalogue of the SAR profile.Eur. J. Pharmacol.202189917402710.1016/j.ejphar.2021.174027 33731294
    [Google Scholar]
  35. RashidM. Design, synthesis and ADMET prediction of bis-benzimidazole as anticancer agent.Bioorg. Chem.20209610357610.1016/j.bioorg.2020.103576 31986463
    [Google Scholar]
  36. SharmaD. NarasimhanB. KumarP. JudgeV. NarangR. De ClercqE. BalzariniJ. Synthesis, antimicrobial and antiviral activity of substituted benzimidazoles.J. Enzyme Inhib. Med. Chem.20092451161116810.1080/14756360802694427 19772489
    [Google Scholar]
  37. AtmacaH. İlhanS. BatırM.B. PulatÇ.Ç. GünerA. BektaşH. Novel benzimidazole derivatives: Synthesis, in vitro cytotoxicity, apoptosis and cell cycle studies.Chem. Biol. Interact.2020327109163310.1016/j.cbi.2020.109163 32534988
    [Google Scholar]
  38. GünerA. PolatliE. AkkanT. BektaşH. AlbayC. Anticancer and antiangiogenesis activities of novel synthesized 2-substitutedbenzimidazoles molecules.Turk. J. Chem.20194351270128910.3906/kim‑1904‑46
    [Google Scholar]
  39. ChuB. LiuF. LiL. DingC. ChenK. SunQ. ShenZ. TanY. TanC. JiangY. A benzimidazole derivative exhibiting antitumor activity blocks EGFR and HER2 activity and upregulates DR5 in breast cancer cells.Cell Death Dis.201563e1686e610.1038/cddis.2015.25 25766325
    [Google Scholar]
  40. GalalS.A. HegabK.H. KassabA.S. RodriguezM.L. KerwinS.M. El-KhamryA.M.A. El DiwaniH.I. New transition metal ion complexes with benzimidazole-5-carboxylic acid hydrazides with antitumor activity.Eur. J. Med. Chem.20094441500150810.1016/j.ejmech.2008.07.013 18752870
    [Google Scholar]
  41. StarčevićK. KraljM. EsterK. SabolI. GrceM. Synthesis, antiviral and antitumor activity of 2-substituted-5-amidino-benzimidazoles.Bioorg. Med. Chem.200715134419442610.1016/j.bmc.2007.04.032
    [Google Scholar]
  42. XiangP. ZhouT. WangL. SunC.Y. HuJ. ZhaoY.L. YangL. Novel benzothiazole, benzimidazole and benzoxazole derivatives as potential antitumor agents: synthesis and preliminary in vitro biological evaluation.Molecules201217187388310.3390/molecules17010873 22252503
    [Google Scholar]
  43. PragathiY.J. VeronicaD. AnithaK. RaoM.V.B. RajuR.R. Synthesis and biological evaluation of chalcone derivatives of 1,2,4-thiadiazol-benzo[d]imidazol-2-yl)quinolin-2(1H)-one as anticancer agents.Chem. Data Collect.20203010055610.1016/j.cdc.2020.100556
    [Google Scholar]
  44. MoharebR.M. AbdallahA.E.M. MohamedA.A. Synthesis of novel thiophene, thiazole and coumarin derivatives based on benzimidazole nucleus and their cytotoxicity and toxicity evaluations.Chem. Pharm. Bull. 201866330931810.1248/cpb.c17‑00922 29491264
    [Google Scholar]
  45. YadavS. NarasimhanB. Benzimidazole–Schiff bases and their complexes: synthesis, anticancer activity and molecular modeling as Aurora kinase inhibitor.J. Nat. Sci. C.20187311-12465478
    [Google Scholar]
  46. ShindeV.S. LawandeP.P. SontakkeV.A. KhanA. Synthesis of benzimidazole nucleosides and their anticancer activity.Carbohydr. Res.2020498108178810.1016/j.carres.2020.108178 33045644
    [Google Scholar]
  47. Magd-El-DinA.A. MousaH.A. LabibA.A. HassanA.S. Abd El-AllA.S. AliM.M. El-RashedyA.A. El-DesokyA.H. Benzimidazole – Schiff bases and their complexes: Synthesis, anticancer activity and molecular modeling as Aurora kinase inhibitor.Z. Naturforsch. C J. Biosci.20187311-1246547810.1515/znc‑2018‑0010 30205654
    [Google Scholar]
  48. TahlanS. KumarS. RamasamyK. LimS.M. ShahS.A.A. ManiV. PathaniaR. NarasimhanB. Design, synthesis and biological profile of heterocyclic benzimidazole analogues as prospective antimicrobial and antiproliferative agents.BMC Chem.20191315010.1186/s13065‑019‑0567‑x 31384798
    [Google Scholar]
  49. CheongJ.E. ZaffagniM. ChungI. XuY. WangY. JerniganF.E. ZetterB.R. SunL. Synthesis and anticancer activity of novel water soluble benzimidazole carbamates.Eur. J. Med. Chem.201814437238510.1016/j.ejmech.2017.11.037 29288939
    [Google Scholar]
  50. El-GoharyN.S. ShaabanM.I. Synthesis, antimicrobial, antiquorum-sensing and antitumor activities of new benzimidazole analogs.Eur. J. Med. Chem.201713743944910.1016/j.ejmech.2017.05.064 28623814
    [Google Scholar]
  51. FarmanzadehD. NajafiM. Benzimidazole derivatives as anticancer drugs: A theoretical investigation.J. Theor. Comput. Chem.20151431550018810.1142/S0219633615500182
    [Google Scholar]
  52. ApohanE. YilmazU. YilmazO. SerindağA. KüçükbayH. YesiladaO. BaranY. Synthesis, cytotoxic and antimicrobial activities of novel cobalt and zinc complexes of benzimidazole derivatives.J. Organomet. Chem.2017828525810.1016/j.jorganchem.2016.11.020
    [Google Scholar]
  53. AkkoçS. KayserV. İlhanİ.Ö. HibbsD.E. GökY. WilliamsP.A. HawkinsB. LaiF. New compounds based on a benzimidazole nucleus: Synthesis, characterization and cytotoxic activity against breast and colon cancer cell lines.J. Organomet. Chem.20178399810710.1016/j.jorganchem.2017.03.037
    [Google Scholar]
  54. RemyaR.S. BarathR. RubanR. Jaitharasan, V 2D QSAR modelling, docking, synthesis and evaluation of 2-substituted benzimidazole derivatives as anti-breast cancer agents.Curr. Bioact. Compd.2023195E11102322206910.2174/0115734072255749230928060834
    [Google Scholar]
  55. ShaabanM.A-E. KamalA.M. TebaH.E-S. Synthesis, characterisation and biological screening of some 2-substituted benzimidazole derivatives as potential anticancer agents.J. Chem. Res.201640422823410.3184/174751916X14577069096465
    [Google Scholar]
  56. Magda, Synthesis and antitumor activity of novel hybrids of pyrimidine/benzimidazole scaffolds.Polycycl. Aromat. Compd.20204252363237710.1080/10406638.2020.1833050
    [Google Scholar]
  57. SanaS. ReddyV.G. SrinivasaR.T. TokalaR. KumarR. BhargavaS.K. ShankaraiahN. Cinnamide derived pyrimidine-benzimidazole hybrids as tubulin inhibitors: Synthesis, in silico and cell growth inhibition studies.Bioorg. Chem.2021110104765510.1016/j.bioorg.2021.104765 33677248
    [Google Scholar]
  58. HaoranW. AkhtarW. NainwalL.M. KaushikS.K. AkhterM. ShaquiquzzamanM. AlamM.M. Synthesis and biological evaluation of benzimidazole pendant cyanopyrimidine derivatives as anticancer agents.J. Heterocycl. Chem.20205793350336010.1002/jhet.4052
    [Google Scholar]
  59. Abdel-MohsenH.T. RagabF.A.F. RamlaM.M. El DiwaniH.I. Novel benzimidazole–pyrimidine conjugates as potent antitumor agents.Eur. J. Med. Chem.20104562336234410.1016/j.ejmech.2010.02.011 20356655
    [Google Scholar]
  60. AbdelgawadM.A. BakrR.B. AhmadW. Al-SaneaM.M. ElshemyH.A.H. New pyrimidine-benzoxazole/benzimidazole hybrids: Synthesis, antioxidant, cytotoxic activity, in vitro cyclooxygenase and phospholipase A2-V inhibition.Bioorg. Chem.20199210321810.1016/j.bioorg.2019.103218 31536956
    [Google Scholar]
  61. PadhyG.K. PandaJ. BeheraA.K. Synthesis and characterization of novel n-benzylbenzimidazole linked pyrimidine derivatives as anticancer agents.Indian J. Pharm. Educ. Res.2019532ss129s13410.5530/ijper.53.2s.57
    [Google Scholar]
  62. ShaoK.P. ZhangX.Y. ChenP.J. XueD.Q. HeP. MaL.Y. ZhengJ.X. ZhangQ.R. LiuH.M. Synthesis and biological evaluation of novel pyrimidine–benzimidazol hybrids as potential anticancer agents.Bioorg. Med. Chem. Lett.201424163877388110.1016/j.bmcl.2014.06.050 25001482
    [Google Scholar]
  63. WuL. YangY. WangZ. WuX. SuF. LiM. JingX. HanC. Design, synthesis, and biological evaluation of aromatic amide-substituted benzimidazole-derived chalcones. The effect of upregulating TP53 protein expression.Molecules2020255116210.3390/molecules25051162 32150865
    [Google Scholar]
  64. ChhajedS.S. SonawaneS.S. UpasaniC.D. KshirsagarS.J. GuptaP.P. Design, synthesis and molecular modeling studies of few chalcone analogues of benzimidazole for epidermal growth factor receptor inhibitor in search of useful anticancer agent.Comput. Biol. Chem.20166113814410.1016/j.compbiolchem.2016.02.001 26878127
    [Google Scholar]
  65. YangJ.L. MaY.H. LiY.H. ZhangY.P. TianH.C. HuangY.C. LiY. ChenW. YangL.J. Design, synthesis, and anticancer activity of novel trimethoxyphenyl-derived chalcone-benzimidazolium salts.ACS Omega2019423203812039310.1021/acsomega.9b03077 31815242
    [Google Scholar]
  66. ZhouW. ZhangW. PengY. JiangZ.H. ZhangL. DuZ. Design, synthesis and anti-tumor activity of novel benzimidazole-chalcone hybrids as non-intercalative topoisomerase II catalytic inhibitors.Molecules20202514318010.3390/molecules25143180 32664629
    [Google Scholar]
  67. HsiehC.Y. KoP.W. ChangY.J. KapoorM. LiangY.C. ChuH-L. LinH-H. HorngJ-C. HsuM-H. Design and synthesis of benzimidazole-chalcone derivatives as potential anticancer agents.Molecules20192418325910.3390/molecules24183259 31500191
    [Google Scholar]
  68. KarataşM.O. TekinS. AliciB. SandalS. Cytotoxic effects of coumarin substituted benzimidazolium salts against human prostate and ovarian cancer cells.J. Chem. Sci.201913186910.1007/s12039‑019‑1647‑0
    [Google Scholar]
  69. GautamA.C.R. Sterically modulated silver(I) complexes of coumarin substituted benzimidazol-2-ylidenes: Synthesis, crystal structures and evaluation of their antimicrobial and antilung cancer potentials.J. Inorg. Biochem.2018183435710.1016/j.jinorgbio.2018.02.012
    [Google Scholar]
  70. HoliyachiM. ShastriS.L. ChougalaB.M. ShastriL.A. JoshiS.D. DixitS.R. NagarajaiahH. SunagarV.A. Design, synthesis and structure‐activity relationship study of coumarin benzimidazole hybrid as potent antibacterial and anticancer agents.ChemistrySelect20161154638464410.1002/slct.201600665
    [Google Scholar]
  71. LiuH. WangY. SharmaA. MaoR. JiangN. DunB. SheJ.X. Derivatives containing both coumarin and benzimidazole potently induce caspase-dependent apoptosis of cancer cells through inhibition of PI3K-AKT-mTOR signaling.Anticancer Drugs201526666767710.1097/CAD.0000000000000232 25811964
    [Google Scholar]
  72. PaulK. BindalS. LuxamiV. Synthesis of new conjugated coumarin–benzimidazole hybrids and their anticancer activity.Bioorg. Med. Chem. Lett.201323123667367210.1016/j.bmcl.2012.12.071 23642480
    [Google Scholar]
  73. OthmanD.I.A. HamdiA. TawfikS.S. ElgazarA.A. MostafaA.S. Identification of new benzimidazole-triazole hybrids as anticancer agents: Multi-target recognition, in vitro and in silico studies.J. Enzyme Inhib. Med. Chem.2023381216603710.1080/14756366.2023.2166037 36651111
    [Google Scholar]
  74. KumaraswamyG. MarojuR. BandariS. DasariG. SadanandamG. Design and synthesis of novel benzimidazoles containing 1,2,3-triazolesas in vitro, anticancer and anti-oxidant agents.Res. J. Chem. Environ.2021251110410910.25303/2511rjce104109
    [Google Scholar]
  75. SinguP.S. Benzimidazole-1,2,3-triazole hybrid molecules: Synthesis and study of their interaction with G-quadruplex DNA.RSC Med. Chem.202112341642910.1039/D0MD00414F
    [Google Scholar]
  76. SridharG.N. PooladandaV. MuniC.K. LakshmiS.P.S. AlvalaR. KumarP. NagarajC. DawnB.R. QureshiI.A. GoduguC. AlvalaM. Novel benzimidazole-triazole hybrids as apoptosis inducing agents in lung cancer: Design, synthesis, 18F-radiolabeling & galectin-1 inhibition studies.Bioorg. Chem.2020102104125510.1016/j.bioorg.2020.104125 32738568
    [Google Scholar]
  77. BistrovićA. Design, synthesis and biological evaluation of novel benzimidazole amidines as potent multi-target inhibitors for the treatment of non-small cell lung cancer.Eur. J. Med. Chem.201814316161634
    [Google Scholar]
  78. SahayI.I. GhalsasiP.S. Synthesis of new 1,2,3-triazole linked benzimidazole molecules as anti-proliferative agents.Synth. Commun.201747882583410.1080/00397911.2017.1289412
    [Google Scholar]
  79. HarkalaK.J. EppakayalaL. MaringantiT.C. Synthesis and biological evaluation of benzimidazole-linked 1,2,3-triazole congeners as agents.Org. Med. Chem. Lett.2014411410.1186/s13588‑014‑0014‑x 26548990
    [Google Scholar]
  80. Acar ÇevikU. SağlıkB.N. OsmaniyeD. LeventS. Kaya ÇavuşoğluB. KaradumanA.B. Atlı EklioğluÖ. ÖzkayY. KaplancıklıZ.A. Synthesis, anticancer evaluation and molecular docking studies of new benzimidazole- 1,3,4-oxadiazole derivatives as human topoisomerase types I poison.J. Enzyme Inhib. Med. Chem.20203511657167310.1080/14756366.2020.1806831 32811204
    [Google Scholar]
  81. AkhtarM.J. SiddiquiA.A. KhanA.A. AliZ. DewanganR.P. PashaS. YarM.S. Design, synthesis, docking and QSAR study of substituted benzimidazole linked oxadiazole as cytotoxic agents, EGFR and erbB2 receptor inhibitors.Eur. J. Med. Chem.201712685386910.1016/j.ejmech.2016.12.014 27987485
    [Google Scholar]
  82. RashidM. HusainA. MishraR. KarimS. KhanS. AhmadM. Al-wabelN. HusainA. AhmadA. KhanS.A. Design and synthesis of benzimidazoles containing substituted oxadiazole, thiadiazole and triazolo-thiadiazines as a source of new anticancer agents.Arab. J. Chem.20191283202322410.1016/j.arabjc.2015.08.019
    [Google Scholar]
  83. HusainA. BhutaniM. ParveenS. KhanS.A. AhmadA. IqbalM.A. Synthesis, in vitro cytotoxicity, ADME, and molecular docking studies of benzimidazole‐bearing furanone derivatives.J. Chin. Chem. Soc. (Taipei)202168236237310.1002/jccs.202000130
    [Google Scholar]
  84. LiS. ZhaoJ. YuanB. WangX. ZhangJ. YueL. HouH. HuJ. ChenS. Crystal structure, DNA interaction and in vitro anticancer activity of Cu(II) and Pt(II) compounds based on benzimidazole-quinoline derivative.Polyhedron2020179114369910.1016/j.poly.2020.114369
    [Google Scholar]
  85. SongW. XuP. ZhiS. ZhuS. GuoY. YangH. Integrated transcriptome and in vitro analysis revealed antiproliferative effects on human gastric cancer cells by a benzimidazole-quinoline copper(II) complex.Process Biochem.202110228629510.1016/j.procbio.2021.01.009
    [Google Scholar]
  86. BaigM.F. NayakV.L. BudaganaboyinaP. MullagiriK. SunkariS. GourJ. KamalA. Synthesis and biological evaluation of imidazo[2,1-b]thiazole-benzimidazole conjugates as microtubule-targeting agents.Bioorg. Chem.20187751552610.1016/j.bioorg.2018.02.005 29459129
    [Google Scholar]
  87. ÖzdemirA. TuranliS. ÇalişkanB. ArkaM. BanogluE. Evaluation of cytotoxic activity of new benzimidazole-piperazine hybrids against human MCF-7 and A549 cancer cells.Pharm. Chem. J.202053111036104610.1007/s11094‑020‑02119‑9
    [Google Scholar]
  88. KaradayiF.Z. YamanM. KislaM.M. KeskusA.G. KonuO. Ates-AlagozZ. Design, synthesis and anticancer/antiestrogenic activities of novel indole-benzimidazoles.Bioorg. Chem.2020100103929910.1016/j.bioorg.2020.103929
    [Google Scholar]
  89. AkhtarM.J. KhanA.A. AliZ. DewanganR.P. RafiM. HassanM.Q. AkhtarM.S. SiddiquiA.A. PartapS. PashaS. YarM.S. Synthesis of stable benzimidazole derivatives bearing pyrazole as anticancer and EGFR receptor inhibitors.Bioorg. Chem.20187815816910.1016/j.bioorg.2018.03.002 29571113
    [Google Scholar]
  90. AbdelgawadM.A. BakrR.B. OmarH.A. Design, synthesis and biological evaluation of some novel benzothiazole/benzoxazole and/or benzimidazole derivatives incorporating a pyrazole scaffold as antiproliferative agents.Bioorg. Chem.201774829010.1016/j.bioorg.2017.07.007 28772160
    [Google Scholar]
  91. RemyaR.S. Design, synthesis and pharmacological evaluation of novel benzimidazole derivatives as anticancer agents.Curr. Bioact. Compd.2022186e13082119565910.2174/1573407217666210813144009
    [Google Scholar]
  92. AdardourM. Ait LahcenM. OubahmaneM. EttahiriW. HdoufaneI. BouamamaH. AlanaziM.M. CherqaouiD. TalebM. GarciaE.Z. BaouidA. Design, synthesis, molecular modeling and biological evaluation of novel pyrazole benzimidazolone derivatives as potent antioxidants.Pharmaceuticals20231612164810.3390/ph16121648 38139775
    [Google Scholar]
  93. SharmaP. ReddyT.S. KumarN.P. SenwarK.R. BhargavaS.K. ShankaraiahN. Conventional and microwave-assisted synthesis of new 1 H -benzimidazole-thiazolidinedione derivatives: A potential anticancer scaffold.Eur. J. Med. Chem.201713823424510.1016/j.ejmech.2017.06.035 28668476
    [Google Scholar]
  94. DemirayakŞ. Abu MohsenU. ÇağriK.A. Synthesis and anticancer and anti-HIV testing of some pyrazino[1,2-a]benzimidazole derivatives.Eur. J. Med. Chem.200237325526010.1016/S0223‑5234(01)01313‑7 11900869
    [Google Scholar]
  95. DemirayakŞ. YurttaşL. Synthesis and anticancer activity of some 1,2,3-trisubstituted pyrazinobenzimidazole derivatives.J. Enzyme Inhib. Med. Chem.201429681182210.3109/14756366.2013.858142 24456294
    [Google Scholar]
  96. SontakkeV.A. KateA.N. GhoshS. MoreP. GonnadeR. KumbharN.M. KumbharA.A. ChopadeB.A. ShindeV.S. Synthesis, DNA interaction and anticancer activity of 2-anthryl substituted benzimidazole derivatives.New J. Chem.20153964882489010.1039/C4NJ02415J
    [Google Scholar]
  97. HeL.J. YangD.L. LiS.Q. ZhangY.J. TangY. LeiJ. FrettB. LinH. LiH. ChenZ.Z. XuZ.G. Facile construction of fused benzimidazole-isoquinolinones that induce cell-cycle arrest and apoptosis in colorectal cancer cells.Bioorg. Med. Chem.201826143899390810.1016/j.bmc.2018.06.010 29921474
    [Google Scholar]
  98. SharmaA. LuxamiV. PaulK. Synthesis, single crystal and antitumor activities of benzimidazole–quinazoline hybrids.Bioorg. Med. Chem. Lett.201323113288329410.1016/j.bmcl.2013.03.107 23611732
    [Google Scholar]
  99. HagarF.F. AbbasS.H. GomaaH.A.M. YoussifB.G.M. SayedA.M. AbdelhamidD. Abdel-AzizM. Chalcone/1,3,4-Oxadiazole/Benzimidazole hybrids as novel anti-proliferative agents inducing apoptosis and inhibiting EGFR & BRAFV600E.BMC Chem.202317111610.1186/s13065‑023‑01003‑3 37716963
    [Google Scholar]
  100. RaoY.J. SowjanyaT. ThirupathiG. MurthyN.Y.S. KotapalliS.S. Synthesis and biological evaluation of novel flavone/triazole/benzimidazole hybrids and flavone/isoxazole-annulated heterocycles as antiproliferative and antimycobacterial agents.Mol. Divers.201822480381410.1007/s11030‑018‑9833‑4 29869169
    [Google Scholar]
  101. DjemouiA. NaouriA. OuahraniM.R. DjemouiD. LahceneS. LahrechM.B. BoukennaL. AlbuquerqueH.M.T. SaherL. RochaD.H.A. MonteiroF.L. HelgueroL.A. BachariK. TalhiO. SilvaA.M.S. A step-by-step synthesis of triazole-benzimidazole-chalcone hybrids: Anticancer activity in human cells+.J. Mol. Struct.20201204127487710.1016/j.molstruc.2019.127487
    [Google Scholar]
/content/journals/mc/10.2174/0115734064313626240912063644
Loading
/content/journals/mc/10.2174/0115734064313626240912063644
Loading

Data & Media loading...


  • Article Type:
    Review Article
Keyword(s): benzimidazole; Cancer; chalcone; coumarin; hybrids; multifunctional; pyrimidine
This is a required field
Please enter a valid email address
Approval was a Success
Invalid data
An Error Occurred
Approval was partially successful, following selected items could not be processed due to error
Please enter a valid_number test