PL EN


Preferencje help
Widoczny [Schowaj] Abstrakt
Liczba wyników
2016 | 65 | 3 |

Tytuł artykułu

In search of the antimicrobial potential of benzimidazole derivatives

Warianty tytułu

Języki publikacji

EN

Abstrakty

EN
A broad series of 4,5,6,7-tetrahalogenated benzimidazoles and 4-(1H-benzimidazol-2-yl)-benzene-1,3-diol derivatives was tested against selected bacteria and fungi. For this study three plant pathogens Colletotrichum sp., Fusarium sp., and Sclerotinia sp., as well as Staphylococcus sp., Enterococcus sp., Escherichia sp., Enterobacter sp., Klebsiella spp. , and Candida spp. as human pathogens were used. MIC values and/or area of growth reduction method were applied in order to compare the activity of the synthesized compounds. From the presented set of 22 compounds, only 8, 16, 18 and 19 showed moderate to good inhibition against bacterial strains. Against Candida strains only compound 19 with three hydroxyl substituted benzene moiety presented high inhibition at nystatin level or lower.

Słowa kluczowe

Wydawca

-

Rocznik

Tom

65

Numer

3

Opis fizyczny

p.359-364,fig.,ref.

Twórcy

autor
  • Department of Molecular Biology, Institute of Biotechnology, John Paul II Catholic University of Lublin, Lublin, Poland
  • Institute of Chemistry, Warsaw University of Life Sciences, Warsaw, Poland
autor
  • Institute of Chemistry, Warsaw University of Life Sciences, Warsaw, Poland
  • Department of Chemistry, University of Life Sciences, Lublin, Poland
autor
  • Department of Phytopatology and Mycology, Faculty of Horticulture and Landscape Architecture, University of Life Sciences, Lublin, Poland
autor
  • Department of Molecular Biology, Institute of Biotechnology, John Paul II Catholic University of Lublin, Lublin, Poland
autor
  • Department of Molecular Biology, Institute of Biotechnology, John Paul II Catholic University of Lublin, Lublin, Poland

Bibliografia

  • Andrzejewska M., L. Yepez-Mulia, A. Tapia, R. Cedillo-Rivera, A.E. Laudy, B.J. Starościak and Z. Kazimierczuk. 2004. Synthe-sis, and antiprotozoal and antibacterial activities of S-substituted 4,6-dibromo- and 4,6-dichloro-2-mercaptobenzimidazoles. Eur.J. Pharm. Sci. 21: 323–329.
  • Bansal Y. and O. Silakari. 2012. The therapeutic journey of benz-imidazoles: a review. Bioorg. Med. Chem. 20: 6208–6236.
  • Gaba M., S. Singh and C. Mohan. 2014. Benzimidazole: an emer-ging scaffold for analgesic and anti-inflammatory agents. Eur. J. Med. Chem. 76: 494–505.
  • Gianoncelli A., G. Cozza, A. Orzeszko, F. Meggio, Z. Kazimier-czuk and L. A. Pinna. 2009. Tetraiodobenzimidazoles are potent inhibitors of protein kinase CK2. Bioorg. Med. Chem. 17: 7281–7289.
  • Horton D.A., G.T. Bourne and M. L. Smythe. 2003. The combina-torial synthesis of bicyclic privileged structures or privileged sub-structures. Chem. Rev. 103: 893–930.
  • Janeczko M., A. Orzeszko, Z. Kazimierczuk, R. Szyszka andA. Baier. 2012. CK2α and CK2α’ subunits differ in their sensiti-vity to 4,5,6,7-tetrabromo- and 4,5,6,7-tetraiodo-1H-benzimidazole derivatives. Eur. J. Med. Chem. 47: 345–350.
  • Kaplancikli Z.A., G. Turan-Zitouni, G. Revial and K. Guven. 2004. Synthesis and study of antibacterial and antifungal activities of novel 2-[[(benzoxazole/benzimidazole-2-yl)sulfanyl] acetylamino]thiazoles. Arch. Pharm. Res. 27: 1081–1085.
  • Karpińka M.M., J. Matysiak and A. Niewiadomy. 2011. Synthe-sis of novel 4-(1H-benzimidazol-2-yl)benzene-1,3-diols and their cytotoxic activity against human cancer cell lines. Arch. Pharm. Res.34: 1639–1647.
  • Karpińska M.M., J. Matysiak, A. Niewiadomy, J. Wietrzyk and D. Kłopotowska. 2012. Synthesis and biological activity of novel 4- and 6-(1-alkyl/aryl-1H-benzimidazol-2-yl)benzene-1,3-diols Monatshefte für Chemie 143: 269–276.
  • Kazimierczuk Z., M. Andrzejewska, J. Kaustova and V. Klimesova. 2005. Synthesis and antimycobacterial activity of 2-substituted halogenobenzimidazoles. Eur. J. Med. Chem. 40: 203–208.
  • Küçükbay H., R. Durmaz, N. Okyucu and S. Günal. 2003a. Anti-fungal activity of some bis-5-methylbenzimidazole compounds. Folia Microbiol (Praha) 48: 679–681.
  • Küçükbay H., R. Durmaz, E. Orhan and S. Günal. 2003b. Synthe-sis, antibacterial and antifungal activities of electron-rich olefins derived benzimidazole compounds. Farmaco 58: 431–437.
  • Laudy A.E., R. Moo-Puc, R. Cedillo‐Rivera, Z. Kazimierczuk and A. Orzeszko. 2012. Synthesis and antimicrobial activities of new polyhalogenated benzimidazoles. Journal of Heterocyclic Chemistry49: 1059–1063.
  • Los R., M. Wesołowska-Trojanowska, A.M. Malm, M. Karpińska, J. Matysiak, A. Niewiadomy and U. Głaszcz. 2012. A new approach to the synthesis of 2-aryl-substituted benzimidazoles, quinazolines, and other related compounds and their antibacterial activity. Heteroatom Chemistry 23:265–275.
  • Martin R.J. 1997. Modes of action of anthelmintic drugs. Ve t . J.154: 11–34.
  • Navarrete-Vázquez G., M.e.M. Rojano-Vilchis, L. Yépez-Mulia,V. Meléndez, L. Gerena, A. Hernández-Campos, R. Castillo andF. Hernández-Luis. 2006. Synthesis and antiprotozoal activity of some 2-(trifluoromethyl)-1H-benzimidazole bioisosteres. Eur. J. Med. Chem. 41:135–141.
  • Padmavathi V., P. Thriveni, G. Sudhakar Reddy and D. Deepti. 2008. Synthesis and antimicrobial activity of novel sulfone-linked bis heterocycles. Eur. J. Med. Chem. 43: 917–924.
  • Pagano M.A., M. Andrzejewska, M. Ruzzene, S. Sarno, L. Cesaro, J. Bain, M. Elliott, F. Meggio, Z. Kazimierczuk and others. 2004. Optimization of protein kinase CK2 inhibitors derived from 4,5,6,7-tetrabromobenzimidazole. J. Med .Chem. 47: 6239–6247.
  • Pedini M., G. Alunni Bistocchi, A. Ricci, L. Bastianini andE. Lepri. 1994. New heterocyclic derivatives of benzimidazole with germicidal activity-XII--Synthesis of N1-glycosyl-2-furyl benzimi-dazoles. Farmaco 49: 823–827.
  • Sharma S., S. Gangal and A. Rauf. 2009. Convenient one-pot syn-thesis of novel 2-substituted benzimidazoles, tetrahydrobenzimi-dazoles and imidazoles and evaluation of their in vitro antibacterial and antifungal activities. Eur. J. Med. Chem. 44: 1751–1757.
  • Shingalapur R.V., K.M. Hosamani and R.S. Keri. 2009. Synthesis and evaluation of in vitro anti-microbial and anti-tubercular activ-ity of 2-styryl benzimidazoles. Eur. J. Med. Chem. 44: 4244–4248.
  • Tunçbilek M., T. Kiper and N. Altanlar. 2009. Synthesis and in vitro antimicrobial activity of some novel substituted benzimidazole derivatives having potent activity against MRSA. Eur. J. Med. Chem.44: 1024–1033.
  • Vinodkumar R., S.D. Vaidya, B.V. Siva Kumar, U.N. Bhise,S.B. Bhirud and U.C. Mashelkar. 2008. Synthesis, anti-bacterial, anti-asthmatic and anti-diabetic activities of novel N-substituted-2-(4-phenylethynyl-phenyl)-1H-benzimidazoles and N-substituted 2[4-(4,4-dimethyl-thioc hroman-6-yl-ethynyl)-phenyl)-1H-benzi-midazoles. Eur. J. Med. Chem. 43: 986–995.
  • Zacny V.L., E. Gershburg, M.G. Davis, K.K. Biron and J.S. Pagano.1999. Inhibition of Epstein-Barr virus replication by a benzimi-dazole L-riboside: novel antiviral mechanism of 5, 6-dichloro-2-(isopropylamino)-1-beta-L-ribofuranosyl-1H-benzimidazole.J. Virol. 73: 7271–7277.

Typ dokumentu

Bibliografia

Identyfikatory

Identyfikator YADDA

bwmeta1.element.agro-878a55ff-1041-47f3-b965-0abaa42e1052
JavaScript jest wyłączony w Twojej przeglądarce internetowej. Włącz go, a następnie odśwież stronę, aby móc w pełni z niej korzystać.