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Sadeghi-aliabadi, Hojjat, jafari, elham, Sepahvand, fatemeh, hassanzadeh, farshid. (1401). Short Communication Synthesis and Cytotoxic Assessment of Thieno pyridine Derivatives. , 33(3), 227-232. doi: 10.22059/jsciences.2022.341698.1007722
Hojjat Sadeghi-aliabadi; elham jafari; fatemeh Sepahvand; farshid hassanzadeh. "Short Communication Synthesis and Cytotoxic Assessment of Thieno pyridine Derivatives". , 33, 3, 1401, 227-232. doi: 10.22059/jsciences.2022.341698.1007722
Sadeghi-aliabadi, Hojjat, jafari, elham, Sepahvand, fatemeh, hassanzadeh, farshid. (1401). 'Short Communication Synthesis and Cytotoxic Assessment of Thieno pyridine Derivatives', , 33(3), pp. 227-232. doi: 10.22059/jsciences.2022.341698.1007722
Sadeghi-aliabadi, Hojjat, jafari, elham, Sepahvand, fatemeh, hassanzadeh, farshid. Short Communication Synthesis and Cytotoxic Assessment of Thieno pyridine Derivatives. , 1401; 33(3): 227-232. doi: 10.22059/jsciences.2022.341698.1007722

Short Communication Synthesis and Cytotoxic Assessment of Thieno pyridine Derivatives

Journal of Sciences, Islamic Republic of Iran
مطالب عمومی، دوره 33، شماره 3، آذر 2022، صفحه 227-232    اصل مقاله (474.51 K)
شناسه دیجیتال (DOI): 10.22059/jsciences.2022.341698.1007722
نویسندگان
Hojjat Sadeghi-aliabadi؛ elham jafari* ؛ fatemeh Sepahvand؛ farshid hassanzadeh
Department of Medicinal Chemistry, School of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical Sciences, Isfahan, Iran
چکیده
Thieno[2,3-b]pyridine, a bicyclic heterocyclic, possesses various advantageous biological properties, including a cytotoxic effect. This study synthesized thieno pyridine scaffold derivatives with position 2 modifications. The reaction between 2-chloronicotinonitrile and methyl thioglycolate produced methyl amino thieno pyridine carboxylate 1. As a result of hydrazinolysis, methyl amino thieno pyridine carbohydrazide 2 was synthesized as a key compound for preparing final derivatives. The reaction of compound 2 with phthalic anhydride yielded thieno pyridine-phthalimide. The 1,3,4-oxadiazole scaffolds were synthesized in two steps. During the initial reaction of compound 2 with aroyle chloride derivatives, the corresponding intercessor was cyclized to oxadiazole in the presence of phosphoryl chloride. Compound 2 was subsequently cyclized in boiling glacial acetic acid to produce a pyridine-pyrazole derivative. MTT assay was utilized to assess the cytotoxic activity against two cell lines. Except for compound 6, the final compounds exhibited IC50 values <50 µM against both cell lines. Lipophilic compounds 4 and 5 exhibited significant cytotoxic effects compared to other compounds.
کلیدواژه‌ها
Thieno pyridine؛ Anticancer activity؛ Oxadiazole, Phthalimide
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