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

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, Accepted: 11 Jan 2015, Published: 30 Jun 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

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DOI: 10.5155/eurjchem.6.2.98-106.1161

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[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
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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. 21 Oct. 2019
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)

DOI Link: https://doi.org/10.5155/eurjchem.6.2.98-106.1161

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