Synthesis and Bioactivity Evaluation of 2-Arylbenzimidazole Analogues

Xu Zhang; Jie Huang; Fei Hu; Peng Yu; Erbing Hua

doi:10.14233/ajchem.2014.15551

Issue

Vol. 26 No. 7 (2014): Vol 26 Issue 7

Issue Published : March 22, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Bioactivity Evaluation of 2-Arylbenzimidazole Analogues

https://doi.org/10.14233/ajchem.2014.15551

Xu Zhang

Key Laboratory of Industrial Microbiology, Ministry of Education, College of Biotechnology, Tianjin University of Science and Technology, 13th Avenue, Tianjin Economic and Technological Development Area (TEDA), Tianjin 300457, P.R. China

Jie Huang

Fei Hu

Peng Yu

Erbing Hua

Corresponding Author(s) : Erbing Hua

huarb@tust.edu.cn

Asian Journal of Chemistry, Vol. 26 No. 7 (2014): Vol 26 Issue 7
Article Published : March 31, 2014

Abstract

Benzimidazole is an important drug intermediate. Benzimidazole analogues have shown antibacterial, antiviral, resisting parasites medicinal activity. In this paper, we used phenylenediamine as a starting material through cyclization, acylation reaction to synthetize 2-arybenzimidazole analogues. Twenty-two analogues were synthesized and characterized on the basis of ¹H NMR spectra. All this compounds were tested through novel yeast-based screening method to evaluate their bioactivities.

Keywords

Synthesis 2-Arybenzimidazole Yeast-based screening

Zhang, X., Huang, J., Hu, F., Yu, P., & Hua, E. (2014). Synthesis and Bioactivity Evaluation of 2-Arylbenzimidazole Analogues. Asian Journal of Chemistry, 26(7), 1891–1894. https://doi.org/10.14233/ajchem.2014.15551

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References

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References

W.A. Craigo, B.W. Lesueur and E.B. Skibo, J. Med. Chem., 42, 3324 (1999); doi:10.1021/jm990029h.

C.R. Boruah and E.B. Skibo, J. Med. Chem., 37, 1625 (1994); doi:10.1021/jm00037a013.

A.H. El-Masry, H.H. Fahmy and S.H. Ali Abdelwahed, Molecules, 5, 1429 (2000); doi:10.3390/51201429.

G. Mariappan, R. Hazarika, F. Alam, R. Karki, U. Patangia and S. Nath, Arabian J. Chem., doi:10.1016/j.arabjc.2011.11.008.

I.M. Labouta, A.M.M. Hassan, O.M. Aboulwafa and O. Kader, Monatsh. Chem., 120, 571 (1989); doi:10.1007/BF00810843.

J. Rodgers, C. Lerin, W. Haas, S.P. Gygi, B.M. Spiegelman and P. Puigserver, Nature, 434, 113 (2005); doi:10.1038/nature03354.

L. Bordone, M.C. Motta, F. Picard, A. Robinson, U.S. Jhala, J. Apfeld, T. McDonagh, M. Lemieux, M. McBurney, A. Szilvasi, E.J. Easlon, S.-J. Lin and L. Guarente, PLoS Biol., 4, e31 (2006); doi:10.1371/journal.pbio.0040031.

J.M. Dekker, C. Girman, T. Rhodes, G. Nijpels, C.D. Stehouwer, L.M. Bouter and R.J. Heine, Epidemiology, 112, 666 (2005).

L. Guarente, Nature, 444, 868 (2006); doi:10.1038/nature05486.

J.C. Milne, P.D. Lambert, S. Schenk, D.P. Carney, J.J. Smith, D.J. Gagne, L. Jin, O. Boss, R.B. Perni, C.B. Vu, J.E. Bemis, R. Xie, J.S. Disch, P.Y. Ng, J.J. Nunes, A.V. Lynch, H. Yang, H. Galonek, K. Israelian, W. Choy, A. Iffland, S. Lavu, O. Medvedik, D.A. Sinclair, J.M. Olefsky, M.R. Jirousek, P.J. Elliott and C.H. Westphal, Nature, 450, 712 (2007); doi:10.1038/nature06261 .

S. Kume, T. Uzu, A.K. Agi and D. Koya, Endocr. Metab. Immune Disord. Drug Targets, 10, 16 (2010); doi:10.2174/187153010790827957.

M. Kaeberlein, K.T. Kirkland, S. Fields and B.K. Kennedy, PLoS Biol., 2, e296 (2004); doi:10.1371/journal.pbio.0020296.

P. Fabrizio, C. Gattazzo, L. Battistella, M. Wei, C. Cheng, K. McGrew and V.D. Longo, Cell, 123, 655 (2005); doi:10.1016/j.cell.2005.08.042.

P.A. Defossez, R. Prusty, M. Kaeberlein, S.J. Lin, P. Ferrigno, P.A. Silver, R.L. Keil and L. Guarente, Mol. Cell, 3, 447 (1999); doi:10.1016/S1097-2765(00)80472-4.

D. Sinclair, K. Mills and L. Guarente, Trends Biochem. Sci., 23, 131 (1998).

P. Fabrizio and V.D. Longo, Aging Cell, 2, 73 (2003); doi:10.1046/j.1474-9728.2003.00033.x.

D. Sinclair, K. Mills and L. Guarente, Annu. Rev. Microbiol., 52, 533 (1998); doi:10.1146/annurev.micro.52.1.533.

M. Kaeberlein, M. McVey and L. Guarente, Genes Dev., 13, 2570 (1999); doi:10.1101/gad.13.19.2570.

K. Bahrami, M.M. Khodaei and F. Naali, J. Org. Chem., 73, 6835 (2008); doi:10.1021/jo8010232.

P.L. Beaulieu, B. Haché and E. von Moos, Synthesis, 2003, 1683 (2003); doi:10.1055/s-2003-40888.

H. Geoker, C. Kus, D.W. Boykin, S. Yildizc and N. Altanlar, Bioorg. Med. Chem., 10, 2589 (2002); doi:10.1016/S0968-0896(02)00103-7.

C.J. Murakami, C.R. Burtner, B.K. Kennedy and M. Kaeberlein, J. Gerontol. Biol. Sci., 63A, 113 (2008); doi:10.1093/gerona/63.2.113.

Issue

Vol. 26 No. 7 (2014): Vol 26 Issue 7

Synthesis and Bioactivity Evaluation of 2-Arylbenzimidazole Analogues

Corresponding Author(s) : Erbing Hua

Abstract

Keywords

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