Synthesis, Characterization, and Study the Biological Activity for Shiff Base and ẞ-lactam Derivatives from 2-amino-4-hydroxy-6-methyl pyrimidine

Authors

  • Rawaa Neamah Department of Chemistry, College of Education, University of Al-Qadisiyah, Al Diwaniyah, Iraq
  • Shaimaa Adnan Department of Chemistry, College of Education, University of Al-Qadisiyah, Al Diwaniyah, Iraq

Abstract

This study includes synthesis and characterization of some shiff base and ẞ-lactam derivatives) by three steps. The first reaction is done on 2-amino-4-hydroxy-6- methyl pyrimidine with 4-amino acetophenone in acid medume to get shiff base derivative 2-(4-amino-benzylidene amino)-6-methylpyrimidin-4-ol) (1). Further to that, (1) reacts with (3, 4-dimethoxybenzal dehyde, 4-methyl benzaldehyde, 4- di methyl ameno benzaldehyde, 4-bromo benzaldehyde, 4-hydroxy benzaldehyde, 4-Nitro benzaldehyde) to get shiff base derivatives (2-7). In the last step (2-7), derivatives react with Chloro acetyl chloride to get ẞ-lactam derivatives (8-13). All these compounds are characterization by fourier-transform infrared spectroscopy (FTIR), nuclear magnetic resonance (¹HNMR), carbon-13 nuclear magnetic resonance (¹³CNMR). After that, study was done on the biological activity for all these derivatives with two kinds of bacteria.

Keywords:

ẞ-lactam, Bacteria, Biological activity, Schiff base

References

1. Ugras HI, Basaran I, Kilic T, Cakir U. Synthesis, complexation and antifungal, antibacterial activity studies of a new macrocyclic schiff base. Journal of heterocyclic chemistry. 2006 Nov;43(6):1679-1684.

2. Arulmurugan S, Kavitha HP, Venkatraman BR. Biological activities of Schiff base and its complexes: a review. Rasayan J Chem. 2010 Jul;3(3):385-410.

3. Verandas LS, Fraga CAM. Letter in Drug Design Discovery, J. Braz. 2005;12(2):62-67.

4. Hassan HA, Saeed RS, Hassan DF. Synthesis of novel heterocyclic compounds via Schiff bases. Iraqi National Journal of Chemistry. 2014;56:405-415.

5. Salman WO, Magtoof MS. Synthesis and Characterizaltion of Blscyclic Beta - lactams as Blood Cholestrol Inhibitors, J. Thi - Qar, Sci, 2014;4(3):123-124

6. Ilieva Konak MI., Infection and Drug Resistance, 2015; 8:297-309.

7. Behget SA. Synthesis and Identification of some heterocyclic derivatives from carboxylic acid. Iraqi National Journal of Chemistry. 2015;15(1):77-99.

8. Sanders CC. Chromosomal cephalosporinases responsible for multiple resistance to newer β-lactam antibiotics. Annual Reviews in Microbiology. 1987 Oct;41(1):573-594.

9. Gao W, Xing B, Tsien RY, Rao J. Novel fluorogenic substrates for imaging β-lactamase gene expression. Journal of the American Chemical Society. 2003 Sep 17;125(37):11146-11147.

10. Wadher SJ, Puranik MP, Karande NA, Yeole PG. Synthesis and biological evaluation of Schiff base of dapsone and their derivative as antimicrobial agents. International Journal of PharmTech Research. 2009 Jan;1(1):22-33.

11. Cozzi PG. Metal-Salen Schiff base complexes in catalysis: practical aspects. Chemical Society Reviews. 2004;33(7):410-421.

12. Jasim RH, Said MH, Ali BQ. Preparation, characterization and Biological Evaluation of ẞ-lactam Derived from 6-Amino penicillinic Acid and Salicyldehyde. Pharmaceutical Analytical Chemistry. 2017;2(3):1-7.

13. Zainab MF. Synthesis identification and study the biological activity of Some tetrazole derivatives from imidazole derivative, M.Sc. Thesis, Al-Qadisiyah university. 2013;3(9):21-22.

14. Silvestein RM, Bassler CG, Morrill TC. Spectrometric Identification of Organic Compound, 3ed Ed, London:PP. 1967. 44-45.

Published

2021-09-03
Statistics
Abstract Display: 0
PDF Downloads: 0