JOURNAL OF PHARMACOLOGY AND
BIOMEDICINE
ISSN.2456-8244
The objective of this work was to synthesize Schiffs bases of benzothiazine using ultrasonication method and evaluate them for antibacterial action using disc diffusion method. The conju- gates were off-white or yellow in color and obtained in 70-75 % yields and were insoluble in water, methanol and DMSO while they were soluble in chloroform. In the 1HNMR spectra the peaks at chemical shift value of 4.02 corresponding to the proton of ben- zothiazine nitrogen (N-H), 8.47 corresponding to the proton of imine nitrogen (N-H), 3.84 corresponding to the proton of meth- ylene group adjacent to sulfur (CH2) and 6.4 to 7.6 corresponding to the protons of the aromatic rings were present in all the conju- gates. In compounds BS4 and BS5 peaks at chemical shift of 2.11 and 1.24 corresponding to methoxy proton and free methyl group (CH3) respectively was also present. The fragment peaks of molec- ular ion or isotope were found in the mass spectra of the com- pounds. The zone of inhibition exhibited by BS3, BS4 and BS5 was highest amongst all the conjugates. This signifies the importance of the substitution on aromatic ring of the aldehyde.
NAMES:
ONLINE ISSN:2456-8244
Keywords: Benzothiazine, Ultrasound, Antibacterial, Characterization, Zone of inhibition
DOI:
1. Thomas CK, Jan F, Bergman N, Jessica W, Lee A, Larsson H. Structure-Activity Relationship of Omeprazole and Analogs as Heli-cobacter pylori Urease Inhibitors. Journal of Medicinal Chemistry 1995; 38(25): 4906-4916.
2. Ali SH, Osmaniye D, Sagl?k BN, Levent S, Özkay Y, Kaplanc?kl? ZA. Design, Synthesis, and Evaluation of Novel 2H-Benzo[b][1,4]thiazin-3(4H)-one Derivatives as New Ace-tylcholinesterase Inhibitors. Molecules 2022; 27: 2121. https://doi.org/10.3390/molecules27072121
3. Zhao L, Yang M-L, Liu M, Ding M-W. New efficient synthesis of polysubstituted 3,4- dihydroquinazolines and 4H-3,1- benzothiazines through a Passerini/ Staudinger/aza-Wittig/addition/ nucleophilic substitution sequence. Beilstein Journal of Organic Chemistry 2022; 18: 286–292. https:// doi.org/10.3762/bjoc.18.32
4. Vo NB, Ngo QA. Synthesis, antiinflammato- ry, and cytotoxic activity of novel pyrazolo [4,3-c][2,1]benzothiazine 4,4-dioxide deriva-tives. Journal of Heterocyclic Chemistry 2022; 59(10): 1813-1823.
5. Jha AK, Kumari R, Easwar S. Synthesis of 2,2-Disubstituted Dihydro-1,4- benzothiazines from Morita–Baylis–Hillman Ketones by an Oxidative Cyclization. Jour- nal of Organic Chemistry 2022; 87(9): 5760- 5772
6. Meenakshi M, Antojenifer P, Karthikeyan M, Prahalathan C, Srinivasan K. Synthesis and biological evaluation of new 1,4-benzothiazine derivatives as potential COX- 2 inhibitors. Journal of Heterocyclic Chem- istry 2022; 59(2): 351-358.
7. Maniewska J, Wiatrak B, Czyznikowska Z, Szczesniak-Siega BM. Synthesis of New Tri- cyclic 1,2-Thiazine Derivatives with Anti- In?ammatory Activity. International Journal of Molecular Sciences 2021; 22: 7818. https://doi.org/10.3390/ijms22157818
8. Dabholkar VV, Gavande RP. Synthesis and antimicrobial activities of novel 1,4- benzothiazine derivatives. Arabian Journal of Chemistry 2016; 9: S225-S229.
9. Kargar H, Fallah-Mehrjardi M, Behjat- manesh-Ardakani R, Torabi V, Munawar KS, Ashfaq M, Tahir MN. Sonication- assisted synthesis of new Schiff bases de- rived from 3-ethoxysalicylaldehyde: Crystal structure determination, Hirshfeld surface analysis, theoretical calculations and spec- troscopic studies. Journal of Molecular Structure. 2021; 1243. 130782. Doi: 10.1016/j.molstruc.2021.130782
10. Ault, A. Determination of physical proper-ties. In techniques and experiments for or- ganic chemistry; University science books: Susalito. 1998, 138-240.
11. Ault, A. Separate of substance publication of substances. In techniques 1 experiments for organic chemistry. University science books, chemistry. University science books. 1998, 44-37.
12. Mishra R, Jain S. Investigation of antimicrobial po- tential of some thiazolyl chalcone derivatives. Phar- macologyOnline. 2013; 1: 190-193