A series of novel thienopyridazine derivatives has been synthesized using 9-aminodibenzo[f,h]thieno[2,3-c]cinnoline-8-carbonitrile as starting material. The target products exhibit promising antibacterial and antifungal properties against bacterial strains E. coli, S. aureus, B. subtilis, and K. pneumoniae and fungal strains A. fumigatus and C. albicans. The highest antimicrobial activity against all tested microorganisms demonstrate pyridothienocinnoline derivatives.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Tavares, F. X.; Boucheron, J. A.; Dickerson, S. H.; Griffin, R. J.; Preugschat, F.; Thomson, S. A.; Wang, T. Y.; Zhou, H.-Q. J. Med. Chem. 2004, 47, 4716.
(a) Contreras, J.-M.; Parrot, I.; Sippl, W.; Rival, Y. M.; Wermuth, C. G. J. Med. Chem. 2001, 44, 2707. (b) Piplani, P.; Jain, A.; Devi, D.; Anjali; Sharma, A.; Silakari, P. Bioorg. Med. Chem. 2018, 26, 215.
Asif, M. Mini-Rev. Med. Chem. 2014, 14, 1093.
Siddiqui, A. A.; Mishra, R.; Shaharyar, M.; Husain, A.; Rashid, M.; Pal, P. Bioorg. Med. Chem. Lett. 2011, 21, 1023.
Asif, M.; Singh, A.; Siddiqui, A. A. Med. Chem. Res. 2012, 21, 3336.
(a) El-Ansary, A. K.; Kamal, A. M.; Al-Ghorafi, M. A. Med. Chem. Res. 2013, 22, 2589. (b) Rathish, I. G.; Javed, K.; Ahmad, S.; Bano, S.; Alam, M. S.; Akhter, M.; Pillai, K. K.; Ovais, S.; Samim, M. Eur. J. Med. Chem. 2012, 49, 304.
Ferguson, G. N.; Valant, C.; Horne, J.; Figler, H.; Flynn, B. L.; Linden, J.; Chalmers, D. K.; Sexton, P. M.; Christopoulos, A.; Scammells, P. J. J. Med. Chem. 2008, 51, 6165.
Seki, M.; Tarao, Y.; Yamada, K.; Nakao, A.; Usui, Y.; Komatsu, Y. WO Patent 200580378; Chem. Abstr. 2005, 143, 266938b.
(a) Fayed, A. A.; Bahshwan, S. A.; Abdel-Megeid, R. E.; Azab, M. E.; Amr, A. E.; Abdalla, M. M. Biomed. Res. 2018, 29, 3483. (b) Yousif, M. N. M.; Fayed, A. A.; Yousif, N. M. Der Pharma Chem. 2018, 10, 105. (c) Flefel, E. M.; Alsafi, M. A.; Alahmadi, S. A.; Amr, A. E.; Fayed, A. A. Biomed. Res. 2018, 29, 1407. (d) Al-Omar, M. A.; Amr, A. E.; Al-Salahi, R. A. Arch. Pharm. Chem. Life Sci. 2010, 343, 648. (e) Al Thagfan, S. S.; Fayed, A. A.; Bahshwan, S. A.; Amr, A. E.; Aljuhani, N.; Al-Omar, M. A.; Azab, M. E.; Abdalla, M. M. BioMed. Res. Int. 2018, 29, 3605. (f) Ouf, N. H.; Amr, A. E. Monatsh. Chem. 2008, 139, 579. (g) Amr, A. E.; Sayed, H. H.; Abdalla, M. M. Arch. Pharm. Chem. Life Sci. 2005, 338, 433. (h) Al-Harbi, N. O.; Bahashwan, S. A.; Fayed, A. A.; Aboonq, M. S.; Amr, A. E. Int. J. Biol. Macromol. 2013, 57, 165. (i) Al-Salahi, R. A.; Al-Omar, M. A.; Amr, A. E. Molecules 2010, 15, 6588
Bahshwan, S. A.; Amer, A. M.; Fayed, A. A. J. Amer. Sci. 2010, 6, 151.
(a) Bahashwan, S. A.; Al-Harbi, N. O.; Fayed, A. A.; Amr, A. E.; Shadid, K. A.; Alalawi, A. M.; Bassati, I. M. S. Int. J. Biol. Macromol. 2012, 51, 7. (b) Fayed, A. A.; Amr, A. E.; Al-Omar, M. A.; Mostafa, E. E. Russ. J. Bioorg. Chem. 2014, 40, 308. [Bioorg. Khim. 2014, 40, 335.]
(a) Nishino, C.; Enoki, N; Tawata, S.; Mori, A.; Kobayashi, K.; Fukushima, M. Agric. Biol. Chem. 1987, 51, 139. (b) Mostahar, S.; Alam, S.; Islam, A. J. Serb. Chem. Soc. 2007, 72, 321.
The authors are grateful to the Deanship of Scientific Research of King Saud University for funding in frame of Vice Deanship of Scientific Research Chairs.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(8), 773–778
Rights and permissions
About this article
Cite this article
Fayed, A.A., Yousif, M.N.M., Abdelgawad, T.T. et al. Synthesis and Antimicrobial Activity of Novel Polycyclic Thienopyridazine Derivatives. Chem Heterocycl Comp 55, 773–778 (2019). https://doi.org/10.1007/s10593-019-02534-1
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-019-02534-1