Design, Synthesis and Antimicrobial Activities Evaluation of 1, 3 Thiazine Derivatives
Khan Sana1*, Singh Gurdeep2 and GN Darwhekar1
1Acropolis Institute of Pharmaceutical Education and Research, Indore, MP, India
2School of Pharmaceutical Sciences, Lovely Professional University, Phagwara, Punjab, India
*Corresponding Author: Khan Sana, Acropolis Institute of Pharmaceutical Education and Research, Indore, MP, India.
Received:
April 21, 2021; Published: June 23, 2021
Abstract
Some novel 30 derivatives of 1, 3 thiazine have been designed for Computational studies. This derivatives of 1,3 thiazine were subjected to molecular docking studies against E. coli Glucosamine -6 P Synthase in Complex with Fructose -6 P (PDB ID- 4 AMV) and Crystal structure of Peptide deformylase from Staphylococcus Aureus Complex with Actinonin (PDB ID- 1Q1Y) using Molegro Virtual Docker software. On the basis of docking results 10 derivatives of thiazine were selected and synthesized by the condensation of 2-hydroxy-3- nitro5-chlorochalcones with thiourea and phenylthiourea in ethanol containing aqueous KOH solution. All synthesized compound have been screened for in-vitro evaluation of antimicrobial activities by agar plate techniques. The results indicated that all the synthesized 1, 3 thiazine derivatives shows considerable antimicrobial activities. This study suggested that 1, 3-thiazine derivatives founded to have potent antimicrobial activity against the selected pathogenic organisms and posses more antimicrobial activities on gram negative (E. coli) bacteria than gram positive bacteria (S. aureus). Keywords: 1, 3 thiazine, molecular docking, analysis, characterization, antimicrobial activities, thiourea, phenyl thiourea, gram negative bacteria.
Keywords: 1, 3 Thiazine; Molecular Docking; Analysis; Characterization; Antimicrobial Activities; Thiourea; Phenyl Thiourea; Gram Negative Bacteria
References
- Abraham DJ., et al. “Computer aided drug design Method and application”. New York 1.26 (1988): 93.
- Deepika G., et al. “Synthesis and antibacterial activity of some new thiazine derivatives”. Journal of Pharmaceutical Sciences 5 (2012): 1105-1107.
- Chaviara AT., et al. “Copper (II) Schiff base coordination compounds of dien with heterocyclic aldehydes and 2-amino-5-methyl-thiazole: Synthesis, characterization, antiproliferative and antibacterial”. Journal of Inorganic Biochemistry8 (2004): 1271-1283.
- Joshi H., et al. “Studies on 4-thiazolidinones: Synthesis and antimicrobial activity of 1, 4-bis (20-aryl-50 (H)-40-thiazolidinone-30 ylamino)phthalazine”. Journal of the Indian Chemical Society 67 (1990): 779-780.
- Cheng G., et al. “Antimicrobial drugs in fighting against antimicrobial resistance”. Frontiers in Microbiology 7 (2016): 470.
- Ebimieowei E and Ibemologi A. “Antibiotice classification and mechanism of action with emphasis on molecular perspectives”. IJAMBR 4 (2016): 90-101.
- Pelczar MJ., et al. “Antimicrobials in Laboratory Medicine”. Microbiology 5th edition, New Delhi, (2003): 85.
- Jackson N., et al. “Discovery and development of new antibacterial drugs: learning from experience”. Journal of Antimicrobial Chemotherapy 6 (2018): 1452-1459.
- Rai J., et al. “Recent advances in antibacterial drugs”. IJABM 1 (2013): 3-10.
- Damanjit C S. “Synthesis and biological evaluation of 1,3-thiazines: A review”. Pharmacophore 3 (2013): 70-88.
- Vincent G., et al. “A Review on Biological Activities of Thiazine Derivatives”. International Journal of Pharmaceutical Chemistry and Chemical Science 3 (2014): 341-348.
- Pluta K., et al. “Recent progress in biological activities of synthesized phenothiazines”. European Journal of Medicinal Chemistry 46 (2011): 3179-3189.
- Harrison CJ and Bratcher D. “Cephalosporins: A Review”. Pediatric Review 29 (2008): 264-273.
- Pfeifer Y., et al. “Resistance to cephalosporins and carbapenems in Gram-negative bacteria pathogens”. International Journal of Medical Microbiology 300 (2010): 371-379.
- Yadav LDS., et al. “Mercaptoacetic acid based expeditious synthesis of polyfunctionalised 1, 3-thiazines”. Tetrahedron 6 (2005): 10013-10017.
- Edayadulla N and Ramesh P. “Synthesis of 2, 6-dicarbethoxy-3, 5-diaryltetrahydro-1, 4-thiazine-1,1-dioxide derivatives as potent anticonvulsant agents”. European Journal of Medicinal Chemistry 106 (2015): 44-49.
- Zia-ur-Rehman M., et al. “A facile synthesis of novel biologically active 4-hydroxy-N0- (benzylidene)-2H-benzo (e) (1, 2) thiazine-3-carbohydrazide 1, 1-dioxides”. European Journal of Medicinal Chemistry 44 (2009): 1311-1316.
- Patel C., et al. “Synthesis and Antimicrobial Activity of 1,2-Benzothiazine Derivatives”. Molecules (2016): 21.
- Aurelija Urbanaite. “Synthesis of 4H-thiazine”. Chemistry of Heterocyclic Compounds 52 (2016): 1.
- Jupudi S. “An overview on versatile molecule 1, 3- thiazine”. Asian Journal of Research in Pharmaceutical Sciences 1 (2013): 170-177.
- Sallal ZA. “Synthesis and characterization of new oxazine, thiazine and pyarazole derived from chalcone”. Baghdad Science Journal 11 (2014): 2.
- Koketsu M., et al. “Synthesis of 1,3-thiazine derivatives and their evaluation as potential antimycobacterial agents”. European Journal of Pharmaceutical Sciences 15 (2002): 307-310.
- Thansu J., et al. “Synthesis, spectral characterization and in vitro antibacterial and antifungal activities of novel 1,3-thiazine-2-amines comprising morpholine nucleus”. Journal of Enzyme Inhibition and Medicinal Chemistry 6 (2010): 756-764.
- Kai H., et al. “2-Arylimino-5, 6-dihydro-4H-1,3-thiazines as a new class of cannabinoid receptor agonists. Part 3: synthesis and activity of isosteric analogs”. Bioorganic and Medicinal Chemistry Letters 24 (2008): 6444-6447.
- Aktay G., et al. “Synthesis of some 1, 2, 4-triazolo [3, 2-b]-1,3-thiazine-7-ones with potential analgesic and anti-inflammatory activities”. Farmaco 2 (2002): 145-152.
- Jagodzinska E., et al. “Synthesis and biological activity of certain novel derivatives of 1H-pyrrolo[1, 2-c][1, 3] thiazine”. Acta Poloniae Pharmaceutica 1 (2003): 67-74.
- Cohen E., et al. “Photostabilization of nitromethylene heterocycle insecticide on the surface of montmorillonite”. Clay and Clays Material2 (1988): 159-164.
- Bourzat JD., et al. “Perhydro 1,3-thiazine derivatives”. U.S. patent (1981): 4271156 A.
Citation
Copyright