Email this article 
Hide
Show all
OPEN ACCESS | 
PEER-REVIEWED |
RESEARCH ARTICLE
|
DOWNLOAD PDF
|
VIEW FULL-TEXT PDF
| TOTAL VIEWS
ZnBr2-SiO2 catalyzed green synthesis of tetrazoles: Molecular docking and antioxidant activity studies
Chenna Krishna Reddy Reddivari (1)
, Subba Rao Devineni (2) , Jyothi Kumar Malaka Venkateshwarulu (3) , Vijaya Bhaskar Baki (4) , Appa Rao Chippada (5) , Rajendra Wudayagiri (6) , Rami Reddy Yallala Venkata (7) , Naga Raju Chamarthi (8,*) (1) Department of Chemistry, Sri Venkateswara University, Tirupati, 517502, India
(2) Research and Development Centre, Micro Labs Ltd., Bangalore, 560100, India
(3) Department of Biotechnology, Sri Venkateswara University, Tirupati, 517502, India
(4) Department of Zoology, Sri Venkateswara University, Tirupati, 517502, India
(5) Department of Bio-Chemistry, Sri Venkateswara University, Tirupati, 517502, India
(6) Department of Zoology, Sri Venkateswara University, Tirupati, 517502, India
(7) Department of Chemistry, Sri Venkateswara University, Tirupati, 517502, India
(8) Department of Chemistry, Sri Venkateswara University, Tirupati, 517502, India
(*) Corresponding Author
Received: 09 Dec 2016 | Revised: 21 Jan 2017 | Accepted: 21 Jan 2017 | Published: 31 Mar 2017 | Issue Date: March 2017
Abstract
A series of 5-substituted and 1,5-disubstituted tetrazoles were synthesized in high yields from various biologically active substituted nitriles with sodium azide under heterogeneous catalysed (ZnBr2-SiO2) [2+3] cycloaddition conditions. This reaction gave an excellent yield in the presence of catalytic amount of 0.2 g of ZnBr2-SiO2, glycerol solvent system under microwave irradiation conditions. All the prepared compounds were characterized by elemental analysis 1H NMR, 13C NMR, FT-IR, and mass spectral data. The newly synthesized compounds were investigated for their respective molecular target using molecular docking studies. The results reveal that compounds 5a, 5c, 5e and 3e have conferred with multi target property. The compounds 5a, 5c and 5e have shown the highest binding affinities of -10.1, -9.7 and -10.6 with reverse transcriptase, -8.5, -8.2 and -8.9 with Aurora B, respectively. The compounds 5a, 5e and 3e have shown -8.9, -8.5 and 8.4 with Aromatase, respectively. In addition, the antioxidant activity data reveals that all the compounds showed good antioxidant activity, particularly the compounds 3d, 5d, and 5e exhibited promising radical scavenging activity.
Announcements
Our editors have decided to support scientists to publish their manuscripts in European Journal of Chemistry without any financial constraints.
1- The article processing fee will not be charged from the articles containing the single-crystal structure characterization or a DFT study between September 15, 2023 and October 31, 2023 (Voucher code: FALL2023).
2. A 50% discount will be applied to the article processing fee for submissions made between September 15, 2023 and October 31, 2023 by authors who have at least one publication in the European Journal of Chemistry (Voucher code: AUTHOR-3-2023).
3. Young writers will not be charged for the article processing fee between September 15, 2023 and October 31, 2023 (Voucher code: YOUNG2023).
Editor-in-Chief
European Journal of Chemistry
Keywords
Full Text:
PDF
DOI: 10.5155/eurjchem.8.1.66-75.1515
Links for Article
| | | | | | |
| | | | | | |
| | | |
Related Articles
Article Metrics
This Abstract was viewed 2193 times |
PDF Article downloaded 666 times
Funding information
University Grants Commission (UGC) and Department of Chemistry, Sri Venkateswara University, Tirupati, 517502, India
Citations
[1]. Elena A. Popova, Rostislav E. Trifonov, Vladimir A. Ostrovskii
Tetrazoles for biomedicine
Russian Chemical Reviews 88(6), 644, 2019
DOI: 10.1070/RCR4864
[2]. Israel Niño‐Pantoja, Arturo Gallardo‐Alfonzo, Melchor Solis‐Santos, Mario Ordoñez, Claudia Contreras‐Celedón, Alejandro Islas‐Jácome, Luis Chacón‐García, Carlos J. Cortés‐García
Synthesis of 1,5‐Disubstituted Tetrazole−Indolizine Bis‐Heterocycles and Their Copper (II) Recognizing Properties
European Journal of Organic Chemistry 2022(34), , 2022
DOI: 10.1002/ejoc.202200230
[3]. Suman Majee, Shilpa, Mansi Sarav, Bimal Krishna Banik, Devalina Ray
Recent Advances in the Green Synthesis of Active N-Heterocycles and Their Biological Activities
Pharmaceuticals 16(6), 873, 2023
DOI: 10.3390/ph16060873
References
[1]. Katritzky, A. R.; Rees, C. W. In Comprehensive Heterocyclic Chemistry II, Pergamon Press, Oxford, 1984.
[2]. Butler, R. N.; Katritzky, A. R.; Rees, C. W.; Scriven, E. F. V. In Comprehensive Heterocyclic Chemistry II, Pergamon Press, Oxford, 1996.
[3]. Noda, K.; Saad, Y.; Kinoshita, A.; Boyle, T. P.; Graham, R. M.; Husain, A.; Karnik, S. S. J. Biol. Chem. 1995, 270, 2284-2289.
https://doi.org/10.1074/jbc.270.5.2284
[4]. Monn, J. A.; Valli, M. V.; True, R. A.; Schoepp, D. D.; Leander, J. D.; Lodge, D. Bioorg. Med. Chem. Lett. 1993, 3, 95-98.
https://doi.org/10.1016/S0960-894X(00)80099-2
[5]. Daya, S.; Kaye, P. T.; Mphahlele, M. J. Med. Sci. Res. 1996, 24, 137-141.
[6]. Huang, R. Q.; Bell-Horner, C. L.; Dibas, M. I.; Covey, D. F.; Drewe, J. A.; Dillon, G. H. J. Pharmacol. Exp. Ther. 2001, 298, 986-995.
[7]. Chester, J. A.; Coon, L. E. Pharmacol. Biochem. Behav. 2010, 95, 258-265.
https://doi.org/10.1016/j.pbb.2010.02.001
[8]. Davis, B.; Brandstetter, T. W.; Smith, C.; Hackett, L.; Winchester, B. G.; Fleet, G. W. J. Tetrahedron Lett. 1995, 36, 7507-7510.
https://doi.org/10.1016/0040-4039(95)01518-3
[9]. Wu, S.; Fluxe, A.; Sheffer, J.; Janusz, J. M.; Blass, B. E.; White, R.; Jackson, C.; Hedges, R.; Muawsky, M.; Fang, B.; Fadayel, G. M.; Hare, M.; Djandjighian, L. Bioorg. Med. Chem. Lett. 2006, 16, 6213-6218.
https://doi.org/10.1016/j.bmcl.2006.09.021
[10]. Momose, Y.; Maekawa, T.; Odaka, H.; Ikeda, H.; Sohda, T. Chem. Pharm. Bull. 2002, 50, 100-111.
https://doi.org/10.1248/cpb.50.100
[11]. Upadhayaya, R. S.; Jain, S.; Sinha, N.; Kishore, N.; Chandra, R.; Arora, S. K. Eur. J. Med. Chem. 2004, 39, 579-592.
https://doi.org/10.1016/j.ejmech.2004.03.004
[12]. Ikeda, T.; Kakegawa, H.; Miyataka, H.; Matsumoto, H.; Satoh, T. Bioorg. Med. Chem. Lett. 1992, 7, 709-714.
https://doi.org/10.1016/S0960-894X(00)80397-2
[13]. Brauner-Osborne, H.; Egebjerg, J.; Nielsen, E. O.; Madsen, U.; Krogsgaard-Larsen, P. J. Med. Chem. 2000, 43, 2609-2645.
https://doi.org/10.1021/jm000007r
[14]. Lusina, M.; Cindric, T.; Tamaic, J.; Peko, M.; Pozaic, L.; Musulin, N. Int. J. Pharm. 2005, 291, 127-137.
https://doi.org/10.1016/j.ijpharm.2004.07.050
[15]. Duncia, J. V.; Pierce, M. E.; Santellalll, J. B. J. Org. Chem. 1991, 56, 2395-2400.
https://doi.org/10.1021/jo00007a027
[16]. Sandmann, G.; Schneider, C.; Boger, P. Z. Naturforsch. C. 1996, 51, 534-538.
[17]. Koldobskii, G. I.; Ostrovskii, V. A.; Poplavskii, V. S. Khim. Geterotsikl. Soedin. 1981, 10, 1299-1326.
[18]. Ostrovskii, V. A.; Koldobskii, G. I. Ros. Khim. Zh. 1997, 41, 84.
[19]. Chermahini, Z. J.; Chermahini, A. N.; Dabbagh, H. A.; Teimouri, A. J. Ener. Chem. 2015, 24, 770-778.
https://doi.org/10.1016/j.jechem.2015.10.015
[20]. Zhao, Y. P.; Li, Y.; Wang, S. H.; Xu, J. G.; Yan, Y.; Zheng, F. K.; Guo, G. C. Inorg. Chem. Comm. 2016, 68, 56-59.
https://doi.org/10.1016/j.inoche.2016.04.008
[21]. Moore, D. S.; Robinson, S. D. Adv. Inorg. Chem. 1988, 32, 171-239.
https://doi.org/10.1016/S0898-8838(08)60232-9
[22]. Gutmann, B.; Roduit, J. P.; Roberge, D.; Kappe, C. O. Angew. Chem. Int. Ed. 2010, 49, 7101-7105.
https://doi.org/10.1002/anie.201003733
[23]. Amantini, D.; Beleggia, R.; Fringuelli, F.; Pizzo, F.; Vaccoro, L. J. Org. Chem. 2004, 69, 2896-2898.
https://doi.org/10.1021/jo0499468
[24]. Grzonka, Z.; Liberek, B. Roczniki. Chemii. 1971, 45, 967-980.
[25]. Kant, R.; Singh, V.; Agarwal, A. Comptes. Rendus. Chimie. 2016, 19, 306-313.
https://doi.org/10.1016/j.crci.2015.11.016
[26]. Demko, Z. P.; Sharpless, K. B.; J. Org. Chem. 2001, 66, 7945-7950.
https://doi.org/10.1021/jo010635w
[27]. Patil, V. S.; Nandre, K. P.; Borse, A. U.; Bhosale, S. V. E-J. Chem. 2012, 9, 1145-1152.
[28]. Caddick, S. Tetrahedron1995, 51, 10403-10432.
https://doi.org/10.1016/0040-4020(95)00662-R
[29]. Loupy, A.; Petit, A.; Hamelin, J.; Texier-Boullet, F.; Jacquault, P.; Mathe, D. Synthesis1998, 9, 1213-1234.
https://doi.org/10.1055/s-1998-6083
[30]. Trott, O.; Olson, A. J. J. Comput. Chem. 2010, 31, 455-461.
[31]. Wolf, L. K. PyRx C&EN 2009, 87, 31-48.
[32]. DeLano, W. L. The PyMOL Molecular Graphics System. DeLano Scientific, San Carlos, CA, USA.
[33]. Bhaskar, V. B.; Babu, T. M. C.; Reddy, N. V.; Rajendra, W. Drug Des. Devel. Ther. 2016, 10, 3237-3252.
https://doi.org/10.2147/DDDT.S113556
[34]. Sekhar, K. C.; Syed, R.; Golla, M.; Kumar, M. V. J.; Yellapu, N. K.; Chippada, A. R.; Chamarthi, N. R. DARU. J. Pharm. Sci. 2014, 22, 76-90.
[35]. Mallesha, L.; Mohana, K. N. Eur. J. Chem. 2011, 2, 193-199.
https://doi.org/10.5155/eurjchem.2.2.193-199.282
[36]. Marcocci, L.; Maguire, J. J.; Droy-Lefaix, M. T.; Packer, L. Biochem. Biophys. Res. Commun. 1994, 201, 748-55.
https://doi.org/10.1006/bbrc.1994.1764
[37]. Nabavi, S. M.; Ebrahimzadeh, M. A.; Nabavi, S. F.; Hamidinia, A.; Bekhradnia, A. R. Pharmacologyonline 2008, 2, 560-567.
How to cite
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.8.1.66-75.1515
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
Save to Zotero
Save to Mendeley
European Journal of Chemistry 2017, 8(1), 66-75 | doi: https://doi.org/10.5155/eurjchem.8.1.66-75.1515 | Get rights and content
Refbacks
- There are currently no refbacks.
Copyright (c)
© Copyright 2010 - 2023 • 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 2010-2023 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.