European Journal of Chemistry 2015, 6(2), 98-106 | doi: https://doi.org/10.5155/eurjchem.6.2.98-106.1161 | Get rights and content






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

Synthesis, reactions and antimicrobial activity of benzothiazoles


Eman Mostafa Abbas (1,*) , Marwa Saied Salem (2) , Asmaa Fathy Kassem (3) , Sherein Ismail Abd El-Moez (4) , Mohamed Youssef El-Kady (5)

(1) Department of Chemistry, Natural and Microbial Products, National Research Center, Dokki, Giza, 12622, Egypt
(2) Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, Cairo, 11566, Egypt
(3) Department of Chemistry, Natural and Microbial Products, National Research Center, Dokki, Giza, 12622, Egypt
(4) Microbiology and Immunology Department, Veterinary Division, National Research Center, Dokki, Giza, 12622, Egypt
(5) Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, Cairo, 11566, Egypt
(*) Corresponding Author

Received: 23 Sep 2014 | Revised: 16 Dec 2014 | Accepted: 11 Jan 2015 | Published: 30 Jun 2015 | Issue Date: June 2015

Abstract


Benzothiazoles have been proven to be potent antimicrobial agents. In this study, 3-(5,6-dimethoxy-2-oxo-1,3-benzothiazol-3(2H)-yl)propanohydrazide has been utilized as a scaffold for synthesis of pyrrole, indolylidene, pyrazoles, mercaptotriazole, oxadiazole, triazole and oxothiazolidine derivatives. Structures of the synthesized compounds were elucidated on the basis of elemental analyses and spectral data. All the synthesized compounds were screened for their antimicrobial activity.


Keywords


Pyrrole; Schiff's base; Benzothiazole; Thioglycolic acid; Mercaptotriazole; Antimicrobial activity

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.6.2.98-106.1161

Links for Article


| | | | | | |

| | | | | | |

Related Articles




Article Metrics

This Abstract was viewed 906 times | PDF Article downloaded 416 times

Funding information


Microbiology and Immunology Department, Veterinary Division, National Research Center and Microanalytical Center of Cairo University, Cairo, Egypt

Citations

/


[1]. Eman A. El-Helw, Hamed A. Derbala, Manal M. El-Shahawi, Marwa S. Salem, Mamdouh M. Ali
Synthesis and In Vitro Antitumor Activity of Novel Chromenones Bearing Benzothiazole Moiety
Russian Journal of Bioorganic Chemistry  45(1), 42, 2019
DOI: 10.1134/S1068162019010047
/


References

[1]. Yamazaki, K.; Kaneko, Y.; Suwa, K.; Ebara, S.; Nakazawa, K.; Yasuno, K. Bioorg. Med. Chem. 2005, 13, 2509-2522.
http://dx.doi.org/10.1016/j.bmc.2005.01.033

[2]. Latrofa, A.; Franco, M.; Lopedota, A.; Rosato, A.; Carone, D.; Vitali, C. IL Farmaco 2005, 60, 291-297.
http://dx.doi.org/10.1016/j.farmac.2005.01.010

[3]. Yalcin, I.; Oren, I.; Sener, E.; Akin, A.; Ucarturk, N. Eur. J. Med. Chem. 1992, 27, 401-406.
http://dx.doi.org/10.1016/0223-5234(92)90154-S

[4]. Bujdakova, H.; Muckova, M. Int. J. Antimicrob. Agents 1994, 4, 303-308.
http://dx.doi.org/10.1016/0924-8579(94)90030-2

[5]. Rajeeva, B.; Srinivasulu, N.; Shantakumar, S. M. Eur. J. Med. Chem. 2009, 6, 775-779.

[6]. Soni, B.; Ranawat, M. S.; Shrma, R.; Bhandari, A.; Sharma, S. Eur. J. Med. Chem. 2010, 45(7), 2938-2942.
http://dx.doi.org/10.1016/j.ejmech.2010.03.019

[7]. El-Emary; T. I.; El-Mohsen, S. A. A. Molecules 2012, 17, 14464-14483.

[8]. Weekes, A. A.; Westwell, A. D. Curr. Med. Chem. 2009, 16, 2430-2440.
http://dx.doi.org/10.2174/092986709788682137

[9]. Kini, S.; Swain, S. P.; Gandhi, A. M. Indian J. Pharm. Sci. 2007, 69, 46-50.
http://dx.doi.org/10.4103/0250-474X.32107

[10]. Lion, C. J.; Matthews, C. S.; Wells, G.; Bradshaw, T. D.; Stevens, M. F. G.; Westwell, A. D. Bioorg. Med. Chem. Lett. 2006, 16, 5005-5008.
http://dx.doi.org/10.1016/j.bmcl.2006.07.072

[11]. Mortimer, C. S.; Wells, G.; Crochard, P. J.; Stone, E. L.; Bradshaw, T. D.; Stevens, M. F. G.; Westwell, A. D. J. Med. Chem. 2006, 49, 179-185.
http://dx.doi.org/10.1021/jm050942k

[12]. Wells, G.; Berry, J. M.; Bradshaw, T. D.; Burger, A. M.; Seaton, A.; Wang, B.; Westwell, A. D.; Stevens, M. F. G. J. Med. Chem. 2003, 46, 532-541.
http://dx.doi.org/10.1021/jm020984y

[13]. Hutchinson, I.; Jennings, S. A.; Vishnuvajjala, B. R.; Westwell, A. D.; Stevens, M. F. G. J. Med. Chem. 2002, 45, 744-747.
http://dx.doi.org/10.1021/jm011025r

[14]. Palmer, F. J.; Trigg, R. B.; Warrington, J. V. J. Med. Chem. 1971, 14, 248-251.
http://dx.doi.org/10.1021/jm00285a022

[15]. Burger, A.; Sawhey, S. N. J. Med. Chem. 1968, 11, 270-273.
http://dx.doi.org/10.1021/jm00308a018

[16]. Chakole, R. D.; Amnerkar, N. D.; Khedekar, P. B.; Bhusari, K. P. Indian J. Heterocycl. Chem. 2005, 15, 27-30.

[17]. Jayachandran, E.; Bhatia, K.; Naragud, L. V. G.; Roy, A. Indian Drugs 2003, 40, 408-411.

[18]. Siddiqui, N.; Alam, M.; Siddiqui, A. A. Asian J. Chem. 2004, 16, 1005-1008.

[19]. Gurupadayya, B. M.; Gopal, M.; Padmashali, B.; Vaidya, V. P. Int. J. Heterocycl. Chem. 2005, 15, 169-172.

[20]. Diaz, H. M.; Molina, R. V.; Andrade, R. O.; Coutino, D. D; Franco, L. M.; Webster, S. P.; Binnie, M.; Soto, S. E.; Barajas, M. I.; Rivera, I. L; Vazquez, G. N. Bioorg. Med. Chem. Lett. 2008, 18, 2871-2877.
http://dx.doi.org/10.1016/j.bmcl.2008.03.086

[21]. Henriksen, G.; Hauser, A. I.; Westwell, A. D.; Yousefi, B. H.; Schwaiger, M.; Drzega, A.; Wester, H. J. J. Med. Chem. 2007, 50, 1087-1089.
http://dx.doi.org/10.1021/jm061466g

[22]. Mathis, C. A.; Wang, Y.; Holt, D. P.; Haung, G. F.; Debnath, M. L.; Klunk, W. E. J. Med. Chem. 2003, 46, 2740-2754.
http://dx.doi.org/10.1021/jm030026b

[23]. Wang, X.;Sarris, K.; Kage, K.; Zhang, D.;Brown, S. P.; Kolasa, T.; Surowy, C.; ElKouhen, O. F.; Muchmore, S. W.; Brioni, J. D.; Stewart, A. O. J. Med. Chem. 2009, 52, 170-180.
http://dx.doi.org/10.1021/jm801042a

[24]. Sgouras, D.; Maragkoudakis, P.; Petraki, K.; Martinez-Gonzalez, B.; Eriotou, E.; Michopoulos, S.; Kalantzopoulos, G.; Tsakalidou, E.; Mentis, A. Appl. Environ. Microbiol. 2004, 70, 518-526.
http://dx.doi.org/10.1128/AEM.70.1.518-526.2004

[25]. Wiart, C. Oxford. C. J. Med. 2007, 4, 299-311.

[26]. El-Zahar, M. I.; Abd EL-Karim, S. S.; Haiba, M. E. World J. Chem. 2009, 4, 182-194.

[27]. Hall, M. D.; Salam, N. K.; Hellawell, J. L.; Fales, H. M.; Kensler, C. B.; Ludwig, J. A.; Szakacs, G.; Hibbs, D. E.; Gottesman, M. M. J. Med. Chem. 2009, 52, 3191-3204.
http://dx.doi.org/10.1021/jm800861c

[28]. Amin, K. M.; El-Zahar, M. I.; Anwar, M. M.; Kamel, M. M.; Mohamed, M. H. Acta Poloniae Pharm. 2009, 66, 279-291.

[29]. Farghaly, A.; El-Kashef, H. Arkivoc 2006, 11, 76-90.
http://dx.doi.org/10.3998/ark.5550190.0007.b07

[30]. Bashwan, S. A.; Fayed, A. A.; Amer, A. A. Nat. Sci. 2010, 8, 86-91.

[31]. Andrews, J. M. J. Antimicrob. Chemother. 2001, 48, 5-16.
http://dx.doi.org/10.1093/jac/48.suppl_1.5

[32]. Khalifa, N. M.; Adel, A. H. A.; Sherein, I. A. E.; Omar, A. F.; Amina, A. A. E. Res. Chem. Intermed. 2015, 41, 2295-2305.
http://dx.doi.org/10.1007/s11164-013-1347-1

How to cite


Abbas, E.; Salem, M.; Kassem, A.; Abd El-Moez, S.; El-Kady, M. Eur. J. Chem. 2015, 6(2), 98-106. doi:10.5155/eurjchem.6.2.98-106.1161
Abbas, E.; Salem, M.; Kassem, A.; Abd El-Moez, S.; El-Kady, M. Synthesis, reactions and antimicrobial activity of benzothiazoles. Eur. J. Chem. 2015, 6(2), 98-106. doi:10.5155/eurjchem.6.2.98-106.1161
Abbas, E., Salem, M., Kassem, A., Abd El-Moez, S., & El-Kady, M. (2015). Synthesis, reactions and antimicrobial activity of benzothiazoles. European Journal of Chemistry, 6(2), 98-106. doi:10.5155/eurjchem.6.2.98-106.1161
Abbas, Eman, Marwa Saied Salem, Asmaa Fathy Kassem, Sherein Ismail Abd El-Moez, & Mohamed Youssef El-Kady. "Synthesis, reactions and antimicrobial activity of benzothiazoles." European Journal of Chemistry [Online], 6.2 (2015): 98-106. Web. 27 May. 2020
Abbas, Eman, Salem, Marwa, Kassem, Asmaa, Abd El-Moez, Sherein, AND El-Kady, Mohamed. "Synthesis, reactions and antimicrobial activity of benzothiazoles" European Journal of Chemistry [Online], Volume 6 Number 2 (30 June 2015)

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.6.2.98-106.1161

| | | | | | |

| | | | | |

Save to Zotero Save to Mendeley



European Journal of Chemistry 2015, 6(2), 98-106 | doi: https://doi.org/10.5155/eurjchem.6.2.98-106.1161 | 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