Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives

Fayez Mohamed Eissa; Mohamed Selim; Ahmed Sayed; Mohamed Sharkawi

doi:doi:10.11648/j.ajhc.20190503.13

| Peer-Reviewed

Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives

Fayez Mohamed Eissa, Mohamed Selim, Ahmed Sayed, Mohamed Sharkawi

Published in American Journal of Heterocyclic Chemistry (Volume 5, Issue 3)

Received: 22 June 2019 Accepted: 13 July 2019 Published: 23 August 2019

Views: Downloads:

Download PDF

Share This Article

Twitter
Linked In
Facebook

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.

Published in	American Journal of Heterocyclic Chemistry (Volume 5, Issue 3)
DOI	10.11648/j.ajhc.20190503.13
Page(s)	71-75
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2019. Published by Science Publishing Group

Keywords

Green Synthesis, Antibacterial, Pyrido[2,3-e]1,3,4-Oxadiazines, Solar Reflectors, Heterocycles, Grinding Chemistry

References

[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.

Cite This Article

Plain Text BibTeX RIS

APA Style

Fayez Mohamed Eissa, Mohamed Selim, Ahmed Sayed, Mohamed Sharkawi. (2019). Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives. American Journal of Heterocyclic Chemistry, 5(3), 71-75. https://doi.org/10.11648/j.ajhc.20190503.13

Copy | Download

ACS Style

Fayez Mohamed Eissa; Mohamed Selim; Ahmed Sayed; Mohamed Sharkawi. Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives. Am. J. Heterocycl. Chem. 2019, 5(3), 71-75. doi: 10.11648/j.ajhc.20190503.13

Copy | Download

AMA Style

Fayez Mohamed Eissa, Mohamed Selim, Ahmed Sayed, Mohamed Sharkawi. Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives. Am J Heterocycl Chem. 2019;5(3):71-75. doi: 10.11648/j.ajhc.20190503.13

Copy | Download

@article{10.11648/j.ajhc.20190503.13,
  author = {Fayez Mohamed Eissa and Mohamed Selim and Ahmed Sayed and Mohamed Sharkawi},
  title = {Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives},
  journal = {American Journal of Heterocyclic Chemistry},
  volume = {5},
  number = {3},
  pages = {71-75},
  doi = {10.11648/j.ajhc.20190503.13},
  url = {https://doi.org/10.11648/j.ajhc.20190503.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajhc.20190503.13},
  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.},
 year = {2019}
}

Copy | Download

TY  - JOUR
T1  - Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives
AU  - Fayez Mohamed Eissa
AU  - Mohamed Selim
AU  - Ahmed Sayed
AU  - Mohamed Sharkawi
Y1  - 2019/08/23
PY  - 2019
N1  - https://doi.org/10.11648/j.ajhc.20190503.13
DO  - 10.11648/j.ajhc.20190503.13
T2  - American Journal of Heterocyclic Chemistry
JF  - American Journal of Heterocyclic Chemistry
JO  - American Journal of Heterocyclic Chemistry
SP  - 71
EP  - 75
PB  - Science Publishing Group
SN  - 2575-5722
UR  - https://doi.org/10.11648/j.ajhc.20190503.13
AB  - 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.
VL  - 5
IS  - 3
ER  -

Copy | Download

Author Information

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

Download PDF

Sections

Plain Text BibTeX RIS

APA Style

Fayez Mohamed Eissa, Mohamed Selim, Ahmed Sayed, Mohamed Sharkawi. (2019). Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives. American Journal of Heterocyclic Chemistry, 5(3), 71-75. https://doi.org/10.11648/j.ajhc.20190503.13

Copy | Download

ACS Style

Fayez Mohamed Eissa; Mohamed Selim; Ahmed Sayed; Mohamed Sharkawi. Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives. Am. J. Heterocycl. Chem. 2019, 5(3), 71-75. doi: 10.11648/j.ajhc.20190503.13

Copy | Download

AMA Style

Fayez Mohamed Eissa, Mohamed Selim, Ahmed Sayed, Mohamed Sharkawi. Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives. Am J Heterocycl Chem. 2019;5(3):71-75. doi: 10.11648/j.ajhc.20190503.13

Copy | Download

@article{10.11648/j.ajhc.20190503.13,
  author = {Fayez Mohamed Eissa and Mohamed Selim and Ahmed Sayed and Mohamed Sharkawi},
  title = {Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives},
  journal = {American Journal of Heterocyclic Chemistry},
  volume = {5},
  number = {3},
  pages = {71-75},
  doi = {10.11648/j.ajhc.20190503.13},
  url = {https://doi.org/10.11648/j.ajhc.20190503.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajhc.20190503.13},
  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.},
 year = {2019}
}

Copy | Download

TY  - JOUR
T1  - Green Synthesis and Antibacterial Activity of Pyrido[2,3-e]1,3,4-Oxadiazine Derivatives
AU  - Fayez Mohamed Eissa
AU  - Mohamed Selim
AU  - Ahmed Sayed
AU  - Mohamed Sharkawi
Y1  - 2019/08/23
PY  - 2019
N1  - https://doi.org/10.11648/j.ajhc.20190503.13
DO  - 10.11648/j.ajhc.20190503.13
T2  - American Journal of Heterocyclic Chemistry
JF  - American Journal of Heterocyclic Chemistry
JO  - American Journal of Heterocyclic Chemistry
SP  - 71
EP  - 75
PB  - Science Publishing Group
SN  - 2575-5722
UR  - https://doi.org/10.11648/j.ajhc.20190503.13
AB  - 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.
VL  - 5
IS  - 3
ER  -

Copy | Download