European Journal of Chemistry 2012, 3(3), 293-297 | doi: https://doi.org/10.5155/eurjchem.3.3.293-297.613 | Get rights and content






  OPEN ACCESS | PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

Synthesis, characterization and molecular docking studies of novel S-substituted phenacyl-1,3,4-thiadiazole-thiol derivatives as antimicrobial agents


Shashidhar Kerur (1,*) , Kallanagouda Alagawadi (2) , Hailiang Zhu (3) , Fakkirappa Manvi (4)

(1) Department of Pharmaceutical Chemistry, Karnataka Lingayath Education University College of Pharmacy, Belgaum, 580010, India
(2) Department of Pharmaceutics, Karnataka Lingayath Education University College of Pharmacy, Hubli, 580031, India
(3) State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing, 210093, China
(4) Department of Pharmaceutics, Karnataka Lingayath Education University College of Pharmacy, Hubli, 580031, India
(*) Corresponding Author

Received: 13 Apr 2012 | Accepted: 25 Jun 2012 | Published: 30 Sep 2012 | Issue Date: September 2012

Abstract


In the present study, synthesis and antimicrobial activity of 2,5-disubstituted 1,3,4-thiadiazole derivatives 5a-f are described. The structures of the newly synthesized compounds were confirmed by FT-IR, 1H NMR, 13C NMR, mass and elemental analysis. All compounds were screened for antitubercular and antimicrobial activity. Molecular modeling studies were performed to dock compounds into the ecKAS III binding site, which suggested probable inhibition mechanism. The results revealed that most of the compounds showed high to moderate biological activity against tested microorganisms.

3_3_293_297_800


Keywords


1,3,4-Thiadiazole; Phenacyl bromide; Molecular docking; Antimicrobial activity; Antitubercular activity; Mycobacterium tuberculosis

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.3.3.293-297.613

Links for Article


| | | | | | |

| | | | | | |

Related Articles




Article Metrics

This Abstract was viewed 864 times | PDF Article downloaded 740 times


Citations

/


[1]. Mahmoud R. Mahmoud, Manal M. El-Shahawi, Fatma S. Abu El-Azm, Mohamed Abdeen
Synthesis and Antimicrobial Activity of Polyfunctionally Substituted Heterocyclic Compounds Derived from 5-Cinnamoylamino-2-Cyanomethyl-1,3,4-Thiadiazole
Journal of Heterocyclic Chemistry  54(4), 2352, 2017
DOI: 10.1002/jhet.2824
/


References

[1]. Soumya, S. Indian J. Tub. 2002, 49, 11-16.

[2]. Jolly, V. S.; Pathak, M. Indian J. Chem. 1993, 32B, 502-505.

[3]. Christensen, C. E.; Kragelund, B. B.; Von, P. W. K.; Henriksen, A. Protein Sci. 2007, 16, 261-267.
http://dx.doi.org/10.1110/ps.062473707
PMid:17242430 PMCid:2203288

[4]. De Jong, B. C.; Israelski, D. M.; Corbett, E. L.; Small, P. M. Annu. Rev. Med. 2004, 55, 280-304.
http://dx.doi.org/10.1146/annurev.med.55.091902.103753
PMid:14746522

[5]. Kemal, S.; Yasemin, U.; Mustafa, E. R. Turk. J. Chem. 2007, 31, 125-134.

[6]. Foroumadi, A. S.; Sharifzades, Z.; Hemmateenejod, B.; Moshafi, M. H. DARU 2007, 15, 218-226.

[7]. Sanmati, K. J.; Mishra, P. Indian J. Chem. 2004, 43B, 184-188.

[8]. Onkol, T.; Cakir, B.; Sahin, M. F.; Yildirim, E.; Ekol, K. Turk. J. Chem. 2004, 28, 461-468.

[9]. Fang, L.; Xiao-Qiong, L.; Pinaki, S.; Song, Y. Bioorg. Med. Chem. 2008, 16, 3632-3640.
http://dx.doi.org/10.1016/j.bmc.2008.02.006

[10]. Khalid, M.K.; Naheed, F.; Maimona, R.; Saima, J.; Shahnaz, P. M. Bioorg. Med. Chem. 2009, 12, 481- 486.

[11]. Padmavati, V.; Sudhakar, R. G.; Padmaja, A. Eur. J. Med. Chem. 2009, 44, 2106-2112.
http://dx.doi.org/10.1016/j.ejmech.2008.10.012
PMid:19036476

[12]. Kumar, N. D.; Kumar, N. M.; Kuei-Hua, C.; Kavita, S. Eur. J. Med. Chem. 2010, 45, 4664-4668.
http://dx.doi.org/10.1016/j.ejmech.2010.07.023
PMid:20692741

[13]. Talwar, M. B.; Desai, S, S.; Bennur, S, C. Indian J. Hetero. Chem. 1996, 5, 237-241.

[14]. Bhaskar, D.; Rajesh, H. D. Tetrahedron. Lett. 1996, 37(35), 6375-6378.
http://dx.doi.org/10.1016/0040-4039(96)01351-2

[15]. Joshi, S. D.; Vagdevi, H. M.; Vaidya, V. P.; Gadaginamath, G. S. Eur. J. Med. Chem. 2008, 43, 1989-1996.
http://dx.doi.org/10.1016/j.ejmech.2007.11.016
PMid:18207286

[16]. Stefania-Felicia, B.; Gabriela, L. A.; Ioanna, S.; Constantin, D.; Ana, I. T.; Gabriela, B. Eur. J. Med. Chem. 2009, 44, 4752-4757.
http://dx.doi.org/10.1016/j.ejmech.2009.06.021
PMid:19616347

[17]. Pattan, S. R.; Reddy, V. V. K.; Manvi, F. V.; Desai, B. G., Bhat, A. R. Indian J. Hetero. Chem. 2006, 45(B), 1778-1781.

[18]. Bauer, R. W.; Kirby, M. D. K.; Sherris, J. C.; Turck, M. Am. J. Clin. Pathol. 1966, 45, 493-496.
PMid:5325707

[19]. Paul, M. K.; Mukhopadhyay. A. K. Int. J. Med. Sci. 2004, 1, 101-106.
http://dx.doi.org/10.7150/ijms.1.101
PMid:15912202 PMCid:1074718

[20]. Morris, G. M.; Goodsell, D. S.; Halliday, R. S.; Huey, R.; Hart, W. E.; Belew, R. K.; Olson. A. J. J. Comput. Chem. 1998, 19, 1639-1642.
http://dx.doi.org/10.1002/(SICI)1096-987X(19981115)19:14<1639::AID-JCC10>3.0.CO;2-B

How to cite


Kerur, S.; Alagawadi, K.; Zhu, H.; Manvi, F. Eur. J. Chem. 2012, 3(3), 293-297. doi:10.5155/eurjchem.3.3.293-297.613
Kerur, S.; Alagawadi, K.; Zhu, H.; Manvi, F. Synthesis, characterization and molecular docking studies of novel S-substituted phenacyl-1,3,4-thiadiazole-thiol derivatives as antimicrobial agents. Eur. J. Chem. 2012, 3(3), 293-297. doi:10.5155/eurjchem.3.3.293-297.613
Kerur, S., Alagawadi, K., Zhu, H., & Manvi, F. (2012). Synthesis, characterization and molecular docking studies of novel S-substituted phenacyl-1,3,4-thiadiazole-thiol derivatives as antimicrobial agents. European Journal of Chemistry, 3(3), 293-297. doi:10.5155/eurjchem.3.3.293-297.613
Kerur, Shashidhar, Kallanagouda Alagawadi, Hailiang Zhu, & Fakkirappa Manvi. "Synthesis, characterization and molecular docking studies of novel S-substituted phenacyl-1,3,4-thiadiazole-thiol derivatives as antimicrobial agents." European Journal of Chemistry [Online], 3.3 (2012): 293-297. Web. 11 Aug. 2020
Kerur, Shashidhar, Alagawadi, Kallanagouda, Zhu, Hailiang, AND Manvi, Fakkirappa. "Synthesis, characterization and molecular docking studies of novel S-substituted phenacyl-1,3,4-thiadiazole-thiol derivatives as antimicrobial agents" European Journal of Chemistry [Online], Volume 3 Number 3 (30 September 2012)

The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item


DOI Link: https://doi.org/10.5155/eurjchem.3.3.293-297.613

| | | | | | |

| | | | | |

Save to Zotero Save to Mendeley



European Journal of Chemistry 2012, 3(3), 293-297 | doi: https://doi.org/10.5155/eurjchem.3.3.293-297.613 | Get rights and content

Refbacks

  • There are currently no refbacks.




Copyright (c)




© Copyright 2010 - 2020  Atlanta Publishing House LLC All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2010-2020 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.

hatay escort hatay escort corlu escort corum escort burgaz escort giresun escort aydin escort ordu escort erzincan escort hatay escort sivas escort rize escort edirne escort aksaray escort kibris escort isparta escort erzurum escort tekirdag escort usak escort urfa escort kastamonu escort kibris escort manisa escort giresun escort urfa escort nevsehir escort sivas escort yalova escort ordu escort hatay escort yalova escort amasya escort kayseri escort ordu escort maras escort canakkale escort yalova escort balikesir escort manisa escort urfa escort mugla escort trabzon escort bolu escort corlu escort diyarbakir escort isparta escort kutahya escort elazig escort erzurum escort sakarya escort afyon escort kutahya escort konya escort agri escort cesme escort sinop escort sivas escort konya escort kibris escort adapazari escort luleburgaz escort adana escort kibris escort rize escort sakarya escort alanya escort isparta escort burdur escort konya escort bitlis escort canakkale escort sivas escort amasya escort mus escort aydin escort van escort yalova escort kastamonu escort mardin escort bolu escort afyon escort sakarya escort isparta escort tokat escort trakya escort bayburt escort urfa escort mardin escort