European Journal of Chemistry 2017, 8(1), 66-75. doi:10.5155/eurjchem.8.1.66-75.1515

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, Accepted: 21 Jan 2017, Published: 31 Mar 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.


Keywords


Tetrazoles; Green method; Antioxidant activity; Cycloaddition reaction; Microwave irradiation; Molecular docking studies

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DOI: 10.5155/eurjchem.8.1.66-75.1515

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How to cite


Reddivari, C.; Devineni, S.; Venkateshwarulu, J.; Baki, V.; Chippada, A.; Wudayagiri, R.; Venkata, R.; Chamarthi, N. Eur. J. Chem. 2017, 8(1), 66-75. doi:10.5155/eurjchem.8.1.66-75.1515
Reddivari, C.; Devineni, S.; Venkateshwarulu, J.; Baki, V.; Chippada, A.; Wudayagiri, R.; Venkata, R.; Chamarthi, N. ZnBr2-SiO2 catalyzed green synthesis of tetrazoles: Molecular docking and antioxidant activity studies. Eur. J. Chem. 2017, 8(1), 66-75. doi:10.5155/eurjchem.8.1.66-75.1515
Reddivari, C., Devineni, S., Venkateshwarulu, J., Baki, V., Chippada, A., Wudayagiri, R., Venkata, R., & Chamarthi, N. (2017). ZnBr2-SiO2 catalyzed green synthesis of tetrazoles: Molecular docking and antioxidant activity studies. European Journal of Chemistry, 8(1), 66-75. doi:10.5155/eurjchem.8.1.66-75.1515
Reddivari, Chenna, Subba Rao Devineni, Jyothi Kumar Malaka Venkateshwarulu, Vijaya Bhaskar Baki, Appa Rao Chippada, Rajendra Wudayagiri, Rami Reddy Yallala Venkata, & Naga Raju Chamarthi. "ZnBr2-SiO2 catalyzed green synthesis of tetrazoles: Molecular docking and antioxidant activity studies." European Journal of Chemistry [Online], 8.1 (2017): 66-75. Web. 14 Nov. 2019
Reddivari, Chenna, Devineni, Subba, Venkateshwarulu, Jyothi, Baki, Vijaya, Chippada, Appa, Wudayagiri, Rajendra, Venkata, Rami, AND Chamarthi, Naga. "ZnBr2-SiO2 catalyzed green synthesis of tetrazoles: Molecular docking and antioxidant activity studies" European Journal of Chemistry [Online], Volume 8 Number 1 (31 March 2017)

DOI Link: https://doi.org/10.5155/eurjchem.8.1.66-75.1515

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