European Journal of Chemistry

Synthesis, antimicrobial and antioxidant activities of 1-(1,4-benzodioxane-2-carbonyl)piperazine derivatives

Main Article Content

Lingappa Mallesha
Kikkeri Narasimhasetty Mohana


A series of novel 1-(1,4-benzodioxane-2-carbonyl)piperazine derivatives (6a-h) and (7a-e) were synthesized by nucleophilic substitution reaction of 1-(1,4-benzodioxane-2-carbonyl)piperazine (3) with various sulfonyl and acid chlorides. The newly synthesized compounds were characterized by elemental analyses, UV-visible, FT-IR, 1H NMR and LC-MS spectral studies. All compounds were evaluated for in vitro antibacterial, antifungal and antioxidant activities. Compound, 4-(2-trifluoromethyl)-benzenesulfonyl-1-(1,4-benzodioxane -2-carbonyl)piperazine (6b) exhibited significant antimicrobial activity against tested pathogenic bacterial and fungal strains. Compound, 4-(3-methoxy)-benzoyl-1-(1,4-benzodioxane-2-carbonyl)piperazine (7a) showed moderate antioxidant activity compared to standard drug by 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay method.


icon graph This Abstract was viewed 2631 times | icon graph Article PDF downloaded 2027 times

How to Cite
Mallesha, L.; Mohana, K. N. Synthesis, Antimicrobial and Antioxidant Activities of 1-(1,4-Benzodioxane-2-carbonyl)piperazine Derivatives. Eur. J. Chem. 2011, 2, 193-199.

Article Details

Crossref - Scopus - Google - European PMC

[1]. Bolognesi, M. L.; Budriesi, R.; Cavalli, A.; Chiarini, A.; Gotti, R.; Leonardi, A.; Minarini, A.; Poggesi, E.; Recanatini, M.; Rosini, M.; Tummiatti, V.; Melchiorre, C. J. Med. Chem. 1999, 42, 4214-4224.

[2]. Cantuti-Castelvetri, I.; Shukitt-Hale, B.; Joseph, J. A. Int. J. Dev. Neurosci. 2000, 18, 367-381.

[3]. Vaya, J.; Aviram, M. Curr. Med. Chem.-Immunol. Endocr. Metab. Agents 2001, 1, 99-117.

[4]. Blokhina, O.; Virolainen, E.; Fagerstedt, K. V. Ann. Bot. 2003, 91, 179-194.

[5]. Hollman, P. C. H.; Katan, M. B. Food Chem. Toxicol. 1999, 37, 937-942.

[6]. Berkheij, M. Tetrahedron Lett. 2005, 46, 2369-2371.

[7]. Upadhayaya, R. S.; Sinha, N.; Jain, S.; Kishore, N.; Chandra, R.; Arora, S. K. Bioorg. Med. Chem. 2004, 12, 2225-2238.

[8]. Choudhary, P.; Kumar, R.; Verma, A. K.; Singh, D. Bioorg. Med. Chem. 2006, 14, 1819-1826.

[9]. Rossen, K.; Weissman, S. A.; Sager, J.; Reamer, R. A.; Askin, D.; Volante, R. P.; Reider, P. J. Tetrahedron Lett. 1995, 36, 6419-6422.

[10]. Amin, E. A.; Welsh, W. J. J. Med. Chem. 2003, 44, 3849-3855.

[11]. Torisu, K.; Kobayashi, K.; Iwahashi, M.; Nakai, Y.; Onoda, T.; Nagase, T.; Sugimoto, I.; Okada, Y.; Matsumoto, R.; Nanbu, F.; Ohuchida, S.; Nakai, H.; Toda, M. Bioorg. Med. Chem. 2004, 12, 5361-5378.

[12]. Bolchi, C.; Pallavicini, M.; Fumagalli, L.; Marchini, N.; Moroni, B.; Rusconi, C.; Valoti, E. Tetrahedron: Asymmetry 2005, 16, 1639-1643.

[13]. Marchini, N.; Bombieri, G.; Artali, R.; Bolchi, C.; Pallavicini, M.; Valoti, E. Tetrahedron: Asymmetry 2005, 16, 2099-2106.

[14]. Fang, Q. K.; Grover, P.; Han, Z.; McConville, F. X.; Rossi, R. F.; Olsson, D. J.; Kessler, D. W.; Wald, S. A.; Senanayake, C. H. Tetrahedron: Asymmetry 2001, 12, 2169-2174.

[15]. Yasuda, G.; Hasegawa, K.; Kuji, T.; Ogawa, N.; Shimura, G.; Umemura, S.; Tochikubo, O. Diabet. Med. 2005, 22, 1394-1400.

[16]. Grcman, M.; Vrecer, F.; Meden, A. J. Therm. Anal. Cal. 2002, 68, 373-387.

[17]. Sohn, Y. T.; Lee, Y. H. Arch. Pharm. Res. 2005, 28, 730-735.

[18]. Bolchi, C.; Fumagalli, L.; Moroni, B.; Pallavicini, M.; Valoti, E. Tetrahedron: Asymmetry 2003, 14, 2247-2251.

[19]. Bauer, A. W.; Kirby, W. M.; Sherris, J. C.; Turck, M. Am. J. Clin. Pathol. 1966, 45, 493-496.

[20]. Satish, S.; Mohana, D. C.; Raghavendra, M. P.; Raveesha, K. A. J. Agric. Technol. 2007, 3, 109-119.

[21]. Shih, M. H.; Ke, F. Y. Bioorg. Med. Chem. 2004, 12, 4633-4643.

[22]. Gulcin, I.; Beydemir, S; Alici, H. A.; Elmastas, M.; Buyukokuroglu, M. E. Pharmacol. Res. 2004, 49, 59-66.

[23]. Elmastas, M.; Gulcin, I.; Beydemir, S.; Kufrevioglu, O. I.; Aboul-Enein, H. Y. Anal. Lett. 2006, 39, 47-65.

[24]. Hadi, J. S.; Alsalami, B. K.; Essa, A. H. J. Sci. Res. 2009, 1, 563-568.

[25]. Shafiee, A.; Emami, S.; Ghodsi, S.; Najjari, S.; Sorkhi, M.; Samadi, N.; Faramarzi, M. A.; Foroumadi, A. J. Iran. Chem. Soc. 2009, 6, 325-333.

[26]. Roopan, S. M.; Khan, F. N. Arkivoc 2009, 13, 161-169.

Supporting Agencies

University Grants Commission, New Delhi, India
Most read articles by the same author(s)

Dimensions - Altmetric - scite_ - PlumX

Downloads and views


Download data is not yet available.


Metrics Loading ...
License Terms

License Terms


Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License ( By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License ( are administered by Atlanta Publishing House LLC (European Journal of Chemistry).