Design and Synthesis of Tetrahydropyrimidinone(Thione)-Triazole Hybrid Scaffolds and Evaluation of Their Biological Activities

Design and Synthesis of Tetrahydropyrimidinone(Thione)-Triazole Hybrid Scaffolds and Evaluation of Their Biological Activities Publisher

Mirzayi S¹ ; Kakanj M² ; Sepehri S^{1, 3} ; Alavinejad B⁴ ; Bakherad Z⁵ ; Ghazikhansari M⁶

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1. Department of Medicinal Chemistry, School of Pharmacy, Ardabil University of Medical Sciences, Ardabil, Iran
2. Food and Drug Administration, MOH&ME, Food and Drug Laboratory Research Center, Tehran, Iran
3. Pharmaceutical Sciences Research Center, Ardabil University of Medical Sciences, Ardabil, Iran
4. Department of Microbiology, Science Faculty, Islamic Azad University Lahijan Branch, Gilan, Iran
5. Food and Drug Research Institute, Food and Drug Administration, MOHE, Tehran, Iran
6. Department of Pharmacology, School of Medicine, Tehran University of Medical Sciences, Tehran, Iran

Source: Phosphorus# Sulfur and Silicon and the Related Elements Published:2021

Abstract

In this study, we designed and synthesized some new tetrahydropyrimidinone(thione)-triazole hybrid derivatives by click and one-pot Biginelli reactions. FT IR, 1H NMR, and 13C NMR spectra and mass spectrometry, and elemental analysis were used to determine the structures of the derivatives. The cytotoxic and antimicrobial activities of these derivatives were evaluated against three cancer cell lines and two bacterial strains. Among all, benzyl 4-(4-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine (THPM)-5-carboxylate (9f) revealed the highest cytotoxic activity against MCF7 and Hep-G2 cell lines. However, none of the derivatives display cytotoxic activity against A549 cell line. In addition, compounds methyl 4-(4-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-6-methyl-2-thioxo-1,2,3,4- THPM-5-carboxylate (9d) and ethyl 4-(4-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-6-methyl-2-thioxo-1,2,3,4- THPM-5-carboxylate (9e) were found to exhibit potent activity compared to other compounds and the standard drugs against two bacterial strains. © 2021 Taylor & Francis Group, LLC.

Style	Citing Format
MLA	Mirzayi S, et al.. "Design and Synthesis of Tetrahydropyrimidinone(Thione)-Triazole Hybrid Scaffolds and Evaluation of Their Biological Activities." Phosphorus# Sulfur and Silicon and the Related Elements, vol. 196, no. 12, 2021, pp. 1109-1116.
APA	Mirzayi S, Kakanj M, Sepehri S, Alavinejad B, Bakherad Z, Ghazikhansari M (2021). Design and Synthesis of Tetrahydropyrimidinone(Thione)-Triazole Hybrid Scaffolds and Evaluation of Their Biological Activities. Phosphorus# Sulfur and Silicon and the Related Elements, 196(12), 1109-1116.
Chicago	Mirzayi S, Kakanj M, Sepehri S, Alavinejad B, Bakherad Z, Ghazikhansari M. "Design and Synthesis of Tetrahydropyrimidinone(Thione)-Triazole Hybrid Scaffolds and Evaluation of Their Biological Activities." Phosphorus# Sulfur and Silicon and the Related Elements 196, no. 12 (2021): 1109-1116.
Harvard	Mirzayi S et al. (2021) 'Design and Synthesis of Tetrahydropyrimidinone(Thione)-Triazole Hybrid Scaffolds and Evaluation of Their Biological Activities', Phosphorus# Sulfur and Silicon and the Related Elements, 196(12), pp. 1109-1116.
Vancouver	Mirzayi S, Kakanj M, Sepehri S, Alavinejad B, Bakherad Z, Ghazikhansari M. Design and Synthesis of Tetrahydropyrimidinone(Thione)-Triazole Hybrid Scaffolds and Evaluation of Their Biological Activities. Phosphorus# Sulfur and Silicon and the Related Elements. 2021;196(12):1109-1116.
BibTex	@article{ author = {Mirzayi S and Kakanj M and Sepehri S and Alavinejad B and Bakherad Z and Ghazikhansari M}, title = {Design and Synthesis of Tetrahydropyrimidinone(Thione)-Triazole Hybrid Scaffolds and Evaluation of Their Biological Activities}, journal = {Phosphorus# Sulfur and Silicon and the Related Elements}, volume = {196}, number = {12}, pages = {1109-1116}, year = {2021} }
RIS	TY - JOUR AU - Mirzayi S AU - Kakanj M AU - Sepehri S AU - Alavinejad B AU - Bakherad Z AU - Ghazikhansari M TI - Design and Synthesis of Tetrahydropyrimidinone(Thione)-Triazole Hybrid Scaffolds and Evaluation of Their Biological Activities JO - Phosphorus# Sulfur and Silicon and the Related Elements VL - 196 IS - 12 SP - 1109 EP - 1116 PY - 2021 ER -

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