Volume 5, Issue 3, September 2019, Page: 71-75
Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives
Fayez Mohamed Eissa, Chemistry Department, Faculty of Science, Aswan University, Aswan, Egypt
Mohamed Selim, Chemistry Department, Faculty of Science, Al-Azhar University, Cairo, Egypt
Ahmed Sayed, Chemistry Department, Faculty of Science, Al-Azhar University, Cairo, Egypt
Mohamed Sharkawi, Chemistry Department, Faculty of Science, Al-Azhar University, Cairo, Egypt
Received: Jun. 22, 2019;       Accepted: Jul. 13, 2019;       Published: Aug. 23, 2019
DOI: 10.11648/j.ajhc.20190503.13      View  123      Downloads  42
Abstract
Pyrido[2,3-e]1,3,4-Oxadiazines heterocyclic ring system and its derivatives were efficiently synthesized via benign and sustainable methodology using Grinding Chemistry as a recognized solvent free, less hazard, and low risk pathway. The course of the reaction was completed by refluxing using ecofriendly and renewable source of initiation energy via means of parabolic solar reflectors. The implemented parabolic solar reflectors employed the direct sunlight as a clean and sustainable source of activation energy to activate the required chemical reaction. The green context of the procedure was evaluated and discussed by comparing its benign components with the non-green components of the conventional one. The green components of the green procedures were found virtually preferred over the conventional one with its simplicity, time efficiency, atom economy, safety, sustainability, low cost, yield optimization, excellent conversion of the reactants and ease of applicability. The biological activity of the prepared compounds was evaluated and discussed against some bacterial strains naming, (Escherichia Coli, Pseudomonas, Serratia and Bacillus Cereus), and was found to display promising anti-bacterial results that encourage future pharmaceutical studies to quantify its potency. All the synthesized compounds were purified using glass column chromatography packed with silica and their structures were identified and confirmed by elemental analysis and Mass spectra, 1HNMR, 13CNMR spectral data.
Keywords
Green Synthesis, Antibacterial, Pyrido[2,3-e]1,3,4-Oxadiazines, Solar Reflectors, Heterocycles, Grinding Chemistry
To cite this article
Fayez Mohamed Eissa, Mohamed Selim, Ahmed Sayed, Mohamed Sharkawi, Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives, American Journal of Heterocyclic Chemistry. Vol. 5, No. 3, 2019, pp. 71-75. doi: 10.11648/j.ajhc.20190503.13
Copyright
Copyright © 2019 Authors retain the copyright of this article.
This article is an open access article distributed under the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Reference
[1]
Olga, B.; Greta, B.; Rusna, R. and Aurelian, P. G., 2018, DOI: 10.13140/RG.2.2.28236.2624.
[2]
Patel, K. D.; Prajapati, S. M.; Panchal, S. N.; and Patel, H. D.; Synth. Comm., 2014, 44(13), 1859-1875.
[3]
Abdel-Aziem, A.; Baaiu, B. S.; and Abdelhamid, A. O.; J. Heterocyclic Chem., 2017, doi.org/10.1002/jhet.2970.
[4]
Rallas, S.; Gulerman, N.; Erdeniz, H.; and Farmaco, II; 2002, 57, 171-174.
[5]
Gursoy, A.; Terzioglu, N.; and Otuk, G.; Eur. J. Med. Chem., 1997, 32, 753-757.
[6]
Vicini, P.; Zani, F.; and Cozzini, P.; Eur. J. Med. Chem., 2002, 37, 553-564.
[7]
Mamolo, M. G.; Falagiani, V.; Zampieri, D.; Vio, L.; Banfo, E.; and Farmaco, II; 2001, 56, 587-592.
[8]
Eissa, Fayez M.; J. Heterocyclic Chem., 2018, 55, 1479.
[9]
Rahman, V. M.; Mukhtar, S.; Ansari, W. H.; and Lemiere, G.; Eur. J. Med. Chem., 2005, 40, 173-184.
[10]
Dimmock, J. R.; Vashishtha, S. C.; and Stables, J. P.; Eur. J. Med. Chem., 2000, 35, 241-248.
[11]
Yapia, R.; La Mara, M. P.; and Massieu, G. H.; Biochem. Pharmacol, 1967, 16, 1211-1218.
[12]
Sava, G.; Perissin, L.; Lassiani, L.; and Zabucchi, G.; Chem. Biol. Interact., 1985, 53, 37-43.
[13]
Xia, Y.; Chuan-Dong, F.; Zhao, B. X.; Zhao, J.; Shin, D. S.; and Miaom, J. Y.; Eur. J. Med. Chem., 2008, 43, 2347-2353.
[14]
Melnyk, P.; Leroux, V.; Serghergert, C.; and Grellier, P.; Bioorg. Med. Chem. Lett., 2006, 16, 31-35.
[15]
Ajani, O. O.; Obafemi, C. A.; Nwinyi, O. C.; and Akinpelu, D. A.; Bioorg. Med. Chem., 2010, 18, 214-221.
[16]
Zheng, L. W.; Wu, L. L.; Zhao, B. X.; Dong, Y. J.; and Miao, W. L.; Bioorg. Med. Chem., 2009, 17, 1957-1962.
[17]
Bhagavan, N. V.; Med. Biochem. 2002, 17, 331-363.
[18]
Saulnier, M. G.; Velaprthi, U.; and Zimmermann, K.; Prog In Heterocyclic Synth., 2005, 16, 228-271.
[19]
Short, E. I.; Tubercle, 1962, 43, 33-42.
[20]
Holdiness, M. R.; Tubercle, 1987, 68, 301-309.
[21]
Faroumadi, A.; Kiano, Z.; and Soltani, F.; Open Org. Chem. J., 2010, 4, 1-7.
[22]
Mohareb, R. M.; Ibrahim, R. A.; and Moustafa, H. E.; Open Org. Chem. J., 2010, 4, 8-14.
[23]
Shindy, H. A., El-Maghraby, M. A.; and Eissa, Fayez. M.; Dyes & Pig., 2006, 70, 110-116.
[24]
Eissa, Fayez M.; and Abdelhameed, R. S.; Green Proc. Synth. 2016, 5, 283–288.
[25]
Eissa, Fayez M.; and Abdelghany, A. R.; J. Het. Chem. 2015, DOI: 10.1002/jhet.2428.
[26]
Zaidan, MRS.; Rain, AN.; Badrul, AR.; adlin, A.; Norazah, A.; and Zakiah, I.; Trop. Biomed., 2005, 22, 165-170.
[27]
Eissa, Fayez M.; J. Chin. Chem. Soc., 2009, 56, 843-849.
[28]
Sridhar, SR.; Rajajopal, RV.; Rajavel, R.; Masilamani, S.; and Narasimhan, S.; J. Agric. Food Chem., 2003, 51, 7596-7599.
Browse journals by subject