Synthesis of Novel 2-Acetamide-5-Phenylthio-1,3,4-Thiadiazole-Containing Phenyl Urea Derivatives As Potential Vegfr-2 Inhibitors

Synthesis of Novel 2-Acetamide-5-Phenylthio-1,3,4-Thiadiazole-Containing Phenyl Urea Derivatives As Potential Vegfr-2 Inhibitors Publisher Pubmed

Toolabi M^{1, 2} ; Safari F³ ; Ayati A⁴ ; Fathi P⁵ ; Moghimi S⁴ ; Salarinejad S⁵ ; Foroumadi R⁶ ; Ketabforoosh SHME⁷ ; Foroumadi A^{4, 5}

Show Affiliations

1. Department of Medicinal Chemistry, Faculty of Pharmacy, Ahvaz Jundishapur University of Medical sciences, Ahvaz, Iran
2. Toxicology Research Center Medical Basic Sciences Research Institute, Ahvaz Jundishapur University of Medical Sciences, Ahvaz, Iran
3. Department of Biology, Faculty of Science, University of Guilan, Rasht, Iran
4. Drug Design and Development Research Center, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
5. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
6. Department of Pharmacology, School of Medicine, Tehran University of Medical Sciences, Tehran, Iran
7. Department of Medicinal Chemistry, School of Pharmacy, Alborz University of Medical Sciences, Karaj, Iran

Source: Archiv der Pharmazie Published:2022

Abstract

A novel series of 2-acetamide-5-phenylthio-1,3,4-thiadiazol derivatives containing a phenyl urea warhead were synthesized and evaluated as antiproliferative agents. The cytotoxic activities of the newly synthesized compounds were evaluated toward three human cancer cell lines, including HT-29, A431, and PC3, as well as normal HDF cells, using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide assay. The biological results revealed the highest degree of cytotoxic effects for the 4-chloro-containing compound 9e against the A431 cell line. Further assessment by Western blot analysis assay confirmed the induction of apoptosis by compound 9e, with upregulation of Bax and downregulation of Bcl-2 proteins in A431 cancer cells. In addition, compound 9e inhibited the phosphorylation of vascular endothelial growth factor and its receptor (VEGFR-2) in A431 cancer cells while the total level of actin protein was unchanged. These results were confirmed by a three-dimensional cell culture method using the hanging drop technique. © 2022 Deutsche Pharmazeutische Gesellschaft.

Style	Citing Format
MLA	Toolabi M, et al.. "Synthesis of Novel 2-Acetamide-5-Phenylthio-1,3,4-Thiadiazole-Containing Phenyl Urea Derivatives As Potential Vegfr-2 Inhibitors." Archiv der Pharmazie, vol. 355, no. 3, 2022, pp. -.
APA	Toolabi M, Safari F, Ayati A, Fathi P, Moghimi S, Salarinejad S, Foroumadi R, Ketabforoosh SHME, Foroumadi A (2022). Synthesis of Novel 2-Acetamide-5-Phenylthio-1,3,4-Thiadiazole-Containing Phenyl Urea Derivatives As Potential Vegfr-2 Inhibitors. Archiv der Pharmazie, 355(3), -.
Chicago	Toolabi M, Safari F, Ayati A, Fathi P, Moghimi S, Salarinejad S, Foroumadi R, Ketabforoosh SHME, Foroumadi A. "Synthesis of Novel 2-Acetamide-5-Phenylthio-1,3,4-Thiadiazole-Containing Phenyl Urea Derivatives As Potential Vegfr-2 Inhibitors." Archiv der Pharmazie 355, no. 3 (2022): -.
Harvard	Toolabi M et al. (2022) 'Synthesis of Novel 2-Acetamide-5-Phenylthio-1,3,4-Thiadiazole-Containing Phenyl Urea Derivatives As Potential Vegfr-2 Inhibitors', Archiv der Pharmazie, 355(3), pp. -.
Vancouver	Toolabi M, Safari F, Ayati A, Fathi P, Moghimi S, Salarinejad S, et al.. Synthesis of Novel 2-Acetamide-5-Phenylthio-1,3,4-Thiadiazole-Containing Phenyl Urea Derivatives As Potential Vegfr-2 Inhibitors. Archiv der Pharmazie. 2022;355(3):-.
BibTex	@article{ author = {Toolabi M and Safari F and Ayati A and Fathi P and Moghimi S and Salarinejad S and Foroumadi R and Ketabforoosh SHME and Foroumadi A}, title = {Synthesis of Novel 2-Acetamide-5-Phenylthio-1,3,4-Thiadiazole-Containing Phenyl Urea Derivatives As Potential Vegfr-2 Inhibitors}, journal = {Archiv der Pharmazie}, volume = {355}, number = {3}, pages = {-}, year = {2022} }
RIS	TY - JOUR AU - Toolabi M AU - Safari F AU - Ayati A AU - Fathi P AU - Moghimi S AU - Salarinejad S AU - Foroumadi R AU - Ketabforoosh SHME AU - Foroumadi A TI - Synthesis of Novel 2-Acetamide-5-Phenylthio-1,3,4-Thiadiazole-Containing Phenyl Urea Derivatives As Potential Vegfr-2 Inhibitors JO - Archiv der Pharmazie VL - 355 IS - 3 SP - EP - PY - 2022 ER -

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