Preparation and Antimicrobial Evaluation of 3, 5-Disubstituted Tetrahydro-2H-1, 3, 5-Thiadiazine-Thione Derivatives

Paper Details

Research Paper 01/08/2021
Views (600)
current_issue_feature_image
publication_file

Preparation and Antimicrobial Evaluation of 3, 5-Disubstituted Tetrahydro-2H-1, 3, 5-Thiadiazine-Thione Derivatives

Nuzhat Arshad, Anjum Ayub, Rafia Usman Khan, Jamshed Hashim, Shumaila Jawaid, Mahreen Lateef, Maha Shareef
Int. J. Biosci. 19(2), 248-253, August 2021.
Copyright Statement: Copyright 2021; The Author(s).
License: CC BY-NC 4.0

Abstract

Fourteen derivatives of tetrahydro-2H-1, 3, 5-thiadiazine-2-thiones with different functional groups were synthesized and evaluated for their antibacterial activity against gram negative and positive bacteria by utilizing disc diffusion method and recorded as zone of inhibition in milli meter and compared with standard drug Streptomycin. The results showed that two compounds namely 6d and 7a having 2-phenyl ethyl at N-3 position had significant antibacterial activity against Salmonella typhi, similar to the standard drug streptomycin however all other synthesized compounds were found weakly active towards different tested bacterias.

Abdel Moty SG. 2005. Synthesis and Antimicrobial activity of some 3, 5-Tetrahydro-2H-1, 3, 5-Thidiazine-2-Thione derivatives. Bulletin of Pharmaceutical Sciences Assiut 28, 9-15. https://doi.org./10.21608/BFSA.2005.64884

Arshad N, Hashim J, Irfanullah, Minhas MA, Aslam J, Ashraf T, Hamid SZ, Javed S. 2018. New series of 3,5-disubstituted tetrahydro-2H-1,3,5-thiadiazine thione (THTT) derivatives: Synthesis and potent antileishmanial activity. Bioorganic & Medicinal Chemistry Letters 28, 3251-3254.

Bermello JC, Piñeiro RP, Fidalgo LM, Rodríguez H, Cabrera, Navarro MS. 2011. Thiadiazine Derivatives as Antiprotozoal New Drugs. The Open Medicinal Chemistry Journal 5, 51-60. https://doi.org./10.2174/1874104501105010051 .

Coro J, Alvarez-Puebla R, Montero AL, Suárez M, Martin N, Perez-Pineiro R. 2008. A
computational approach to the synthesis of 1,3,5-thiadiazinane-2-thiones in aqueous medium: theoretical evidence for water-promoted heterocyclization. Journal of Molecular Modeling 14, 641-647.

El-Shorbagi AN. 1994. Model for delivery of amines through incorporatio into a tetrahydro-2&1,3,5-thiadiazine-2-thione structure. European Journal of Medicinal Chemistry 29, 11-15.

Ettmayer P, Gordon L, Amidon, Clement B, Testa B. 2004. Lessons Learned from Marketed and Investigational Prodrugs. Journal of Medicinal Chemistry 47, 2393-2404.

Irfanullah, Hashim J, Arshad N, Yaseen M, Khan R, Iqbal T, Hamid SZ, Kanwal A, Safi I. 2021. 3,5-Disubstituted Tetrahydro-2H-1,3,5-Thidiazine-Thione Ester Derivatives and their Antiomicrobial Evaluation. Heterocycles 102, 659-674. https://doi.org./10.3987/COM-20-14402

Jorgensen JH, Turnidge JD. 2007.Susceptibility test methods: dilution and disk diffusion methods, In P. R.Murray, E. J. Baron, J. H. Jorgensen, M. L. Landry, and M. A. Pfaller (ed.), Manual of clinical microbiology, 9th ed. ASM Press, Washington, D.C p. 1152-1172. https://doi.org/10.1128/9781555817381

Katiyar D, Tiwari VK, Tripathi RP, Srivastava A, Chaturvedi V, Srivastava, Srivastava R. 2003. B.S. Synthesis and antimycobacterial activity of 3,5-disubstituted thiadiazine thiones. Bioorganic & Medicinal Chemistry 11, 4369-4375.

Nostro A, Germano MP, D’angelo V, Marino A, Cannatelli MA. 2000. Extraction methods and bioautography for evaluation of medicinal plant Antimicrobial activity. Letters in applied microbiology, 30, 379-384.

Radwan AA, Al-Dhfyan A, Abdel-Hamid MK, Al-Badr AA, Aboul-Fadl T. 2012. 3,5-Disubstituted thiadiazine-2-thiones: New cell-cycle inhibitors. Archives of Pharmacal Research 35, 35-49. https:// doi.org/10.1007/s12272-012-0104-0

Rodríguez H, Suárez M, Albericio F. 2012. Thiadiazines, N,N-Heterocycles of Biological Relevance. Molecules 17, 7613-7628. https://doi.org./doi:10. 3390/molecules17077612

Ross JE, Scangarella-Oman NE, Miller LA, Sader HS, Jones RN. 2011. Determination of disk diffusion and MIC quality control ranges for GSK1322322, a novel peptide deformylase inhibitor. Journal of Clinical Microbiology 49, 3928-3930. https://doi.org./10.1128/JCM.01213-11

Related Articles

Medicinal plants sold in Daloa markets: Traditional knowledge and Public health issues

Kouakou Yao Bertin, Kouakou Assoman Serge Alain, Kouame Yao Anicet Gervais, Malan Djah François, Bakayoko Adama, Int. J. Biosci. 27(2), 200-210, August 2025.

Agronomic performance and profitability of coffee wildlings using different soil media mixtures

Maribel L. Fernandez, Ricardo B. Casauay, Ronel A. Collado, Int. J. Biosci. 27(2), 189-199, August 2025.

Implications of aberrant glycosylation on age-related disease progression

Tahmid Ahmad Patwary, Mukramur Rahman, Md. Nafis Fuad Prottoy, Sayad Md. Didarul Alam, Int. J. Biosci. 27(2), 176-188, August 2025.

Design and development of solar powered water sprayer: A green technology innovation

Lorenzo V. Sugod, Int. J. Biosci. 27(2), 159-175, August 2025.

Knowledge, attitudes, practices, and social awareness regarding SARS-CoV-2 infection in the kyrgyz population in the post-pandemic period

Mirza Masroor Ali Beg, Haider Ali, Yahya Nur Ahmed, Yavuz Gunduz, Hafsa Develi, Tilekeeva UM, Int. J. Biosci. 27(2), 151-158, August 2025.

Tumor suppressing ability of myrtenal in DMBA-induced rat mammary cancer: A biochemical and histopathological evaluation

Manoharan Pethanasamy, Shanmugam M. Sivasankaran, Saravanan Surya, Raju Kowsalya, Int. J. Biosci. 27(2), 141-150, August 2025.

Assessing tree diversity in cashew plantations: Environmental and agronomic determinants in buffer zones of Mont Sangbé National Park, western Côte d’Ivoire

Kouamé Christophe Koffi, Kouakou Hilaire Bohoussou, Serge Cherry Piba, Naomie Ouffoue, Sylvestre Gagbe, Alex Beda, Adama Tondossama, Int. J. Biosci. 27(2), 122-133, August 2025.