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Microwave assisted synthesis and biological evaluation of a series of 1,5-benzothiazepines as potential cytotoxic and antimicrobial agents
Subhash Yenupuri (1,*)
, Agastyaraju Venkata Lakshmi Narasimha Satyanarayana Hariharan (2) , Bharat Kumar Bugata (3) , Divakara Laxman Somayajulu Nori (4) (1) Department of Chemistry (GIS), Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(2) Gitam Institute of Technology, Department of Chemistry, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(3) Department of Biochemistry and Bioinformatics, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(4) Department of Chemistry (GIS), Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(*) Corresponding Author
Received: 10 Sep 2013 | Revised: 08 Oct 2013 | Accepted: 27 Oct 2013 | Published: 31 Mar 2014 | Issue Date: March 2014
Abstract
A series of 2,3-dihydro-2-(susbtituted)-4-(1-methyl-1H-pyrrol-2-yl)-1,5-benzothiazepines (4a-v) have been synthesized evaluated for their in vitro cytotoxicity and antimicrobial activities. Among the tested compounds for cytotoxicity using Brine shrimp lethality assay, compound 4q exhibited significant cytotoxicity at ED50 values 3.45±0.15 µg/mL. This level of activity was found comparable to that of the reference drug podophyllotoxin with ED50 value 3.61±0.17 µg/mL. Antimicrobial activity was assessed using agar well diffusion assay method against selected Gram-positive, Gram-negative and fungal strains. Among the compounds tested, 4q, 4r and 4l were found to be more active with MIC 16-32 µg/mL against all tested microorganisms.
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DOI: 10.5155/eurjchem.5.1.138-143.924
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Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
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DOI: 10.1002/jhet.2948
[2]. Yasmine M. Abdel Aziz, Gehad Lotfy, Mohamed M. Said, El Sayed H. El Ashry, El Sayed H. El Tamany, Saied M. Soliman, Marwa M. Abu-Serie, Mohamed Teleb, Sammer Yousuf, Alexander Dömling, Luis R. Domingo, Assem Barakat
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[3]. Seema Pant, Pushpa Godwal, Kumari Sanju
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DOI: 10.14233/ajchem.2021.23369
[4]. Varsha Devi, Gurpreet Singh, Vikramdeep Monga
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DOI: 10.1002/jhet.4062
[5]. Hassan Y. Aboul-Enein, Oana Mihaela Antochi, Gheorghe Nechifor, Andrei A. Bunaciu
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[6]. Mohsen Nikpour, Neda Hasanzadeh
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DOI: 10.1002/jhet.4141
References
[1]. Garg, N.; Chandra, T.; Archana; Jain, A. B.; Kumar, A. Eur. J. Med. Chem. 2010, 45, 1529-1535.
http://dx.doi.org/10.1016/j.ejmech.2010.01.001
[2]. Sarro, G. D.; Chimirri, A.; Sarro, A. D.; Gitto, R.; Grasso, S.; Zappala, M. Eur. J. Med. Chem. 1995, 30, 925-929.
http://dx.doi.org/10.1016/0223-5234(96)88311-5
[3]. Grandolini, G.; Perioli, L.; Ambrogi, V. Eur. J. Med. Chem. 1999, 34, 701-709.
http://dx.doi.org/10.1016/S0223-5234(99)00223-8
[4]. Yamada, S.; Mori, Y.; Morimatsu, K.; Ishizu, Y.; Ozaki, Y.; Yoshioka, R.; Nakatani, T.; Seko, H. J. Org. Chem. 1996, 61, 8586-8590.
http://dx.doi.org/10.1021/jo960950w
[5]. Maayan, S.; Ohad, N. and Soliman, K. Bioorg. Med. Chem. 2005, 13, 433-441.
http://dx.doi.org/10.1016/j.bmc.2004.10.010
[6]. Sharma, G.; Kumar, R.; Chakraborti, A. K. Tetrahedron Lett. 2008, 49, 4272-4275.
http://dx.doi.org/10.1016/j.tetlet.2008.04.144
[7]. Sharma, G.; Kumar, R.; Chakraborti, A. K. Tetrahedron Lett. 2008, 49, 4269-4271.
http://dx.doi.org/10.1016/j.tetlet.2008.04.146
[8]. Stone, P.; Gibson, R.; Glaser, S.; Dewood, M.; Parker, J.; Kawanishi, D.; Crawford, M.; Messineo, F.; Shook, T.; Raby, K. Circulation 1990, 82, 1962-1972.
http://dx.doi.org/10.1161/01.CIR.82.6.1962
[9]. Aoki, K.; Sato, K.; Kondo, S.; Vamamoto, M. Eur. J. Clin. Pharmacol. 1990, 25, 475-480.
http://dx.doi.org/10.1007/BF00542114
[10]. Kuzelova, M.; Svec, P. Cesk. Farm. 1993, 42, 124-126.
[11]. Alonzo, D.; Allert, J.; Thomas, H.; Darbenzio, A.; Raymond, R.; Joseph, S. C. J. Cardivasc. Pharmacol. 1993, 21, 677-683.
http://dx.doi.org/10.1097/00005344-199304000-00024
[12]. Weiss, K.; Fitscha, P.; Gazso, A.; Gludovacz, D.; Sinzinger, H. Prog. Clin. Biol. Res. 1989, 301, 353-357.
[13]. Hirano, K.; Kamaide, H.; Abe, S.; Nakamusra, M. Br. J. Pharmac. 1990, 101, 173-177.
http://dx.doi.org/10.1111/j.1476-5381.1990.tb12700.x
[14]Belusa, J.; Hruskova, V.; Haas, Z.; Kaminska, Z.; Picha, F.; Dusek, J.; Trefulka, M.; Kysilka, V.; Wojnar, V. Czech, CS 274, 213 (1992); Chem. Abstr. 1992, 118, 2459706.
[15]. Bacon, K. B.; Westwick, J.; Camp, R. D. R. Biochem. Biophys, Res. Commun. 1989, 165(1), 349-354.
http://dx.doi.org/10.1016/0006-291X(89)91076-0
[16]. Vaghy, L. P.; Williams, S. J.; Schwartz, A. Am. J. Cardiol. 1987, 59, 961-966.
http://dx.doi.org/10.1016/0002-9149(87)90170-6
[17]. Gedye, R.; Smith, F.; Westaway, K. C.; Ali, H.; Baldisera, L.; Laberge, L.; Rousell, J. Tetrahedron Lett. 1986, 27, 279-282.
http://dx.doi.org/10.1016/S0040-4039(00)83996-9
[18]. Patel, V. M.; Desai, K. R. Indian J. Chem. 2004, 43B, 199-201.
[19]. Claisen, L.; Claparede A. Ber. 1881, 14, 2463-2479.
[20]. Meyer, B. N.; Ferrigni, N. R.; Putnam, J. E.; Jacobsen, L. B.; Nichols, D. E.; McLaughlin, J. L. Planta Med. 1982, 45, 31-34.
http://dx.doi.org/10.1055/s-2007-971236
[21]. National Committee for Clinical Laboratory Studies (1998), Performance Standards For Antimicrobial Susceptibility Testing, Eighth Information Supplement, Vilanova (PA), NCCLS, (Publication no NCCLS M 100-58).
[22]. Avupati, V. R.; Yejella, R. P.; Akula, A.; Guntuku, G.; Doddi, B. R.; Vutla, V.; Anagani, S. R.; Adimulam, L. S.; Vyricharla, A. K. Bioorg. Med. Chem. Lett. 2012, 22, 6442‐6450.
http://dx.doi.org/10.1016/j.bmcl.2012.08.052
[23]. Avupati, V. R.; Yejella, R. P.; Guntuku, G.; Gunta, P. Bioorg. Med. Chem. Lett. 2012, 22, 1031‐1035.
http://dx.doi.org/10.1016/j.bmcl.2011.11.125
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DOI Link: https://doi.org/10.5155/eurjchem.5.1.138-143.924
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