التفاصيل البيبلوغرافية
| العنوان: |
Synthesis of some new propanamide derivatives bearing 4-piperidinyl-1,3,4-oxadiazole, and their evaluation as promising anticancer agents. |
| المؤلفون: |
Aziz-ur-Rehman1 azizryk@yahoo.com, Ahtzaz, N.1, Abbasi, M. A.1, Siddiqui, S. Z.1, Saleem, S.1, Manzoor, S.1, Iqbal, J.1, Virk, N. A.1, Chohan, T. A.2, Shah, S. A. A.3 |
| المصدر: |
Tropical Journal of Pharmaceutical Research. Jun2018, Vol. 17 Issue 6, p1145-1153. 9p. |
| مصطلحات موضوعية: |
*AMIDES, *ANTINEOPLASTIC agents, *OXADIAZOLES, *AROMATIC compounds, *NUCLEAR magnetic resonance |
| مستخلص: |
Purpose: To sequentially synthesize piperidine-4-carboxylic acid ethyl ester-appended 1,3,4-oxadiazole hybrids and to evaluate them as anticancer agents. Methods: Ethyl 1-[(4-methylphenyl)sulfonyl]-4-piperidinecarboxylate (1) was synthesized from 4- methylbenzenesulfonylchloride (a) and ethyl 4-piperidinecarboxylate (b). Compound (1) was converted into ethyl 1-[(4-methylphenyl)sulfonyl]-4-piperidine carbohydrazides (2) and 5-{1-[(4- methylphenyl)sulfonyl]-4-piperidinyl}-1,3,4-oxadiazole-2-thiol (3) respectively. A variety of aryl amine (4a-l) were treated with 2-bromopropionylbromide to synthesize an array of propanamide (5a-l). Finally, 5-{1-[(4-methylphenyl)sulfonyl]-4-piperidinyl}-1,3,4-oxadiazole-2-thiol (3) and propanamides (5a-l) were reacted to synthesize target compounds (6a-l). Purity compounds 6a-l was confirmed by spectroscopic techniques like (1H-NMR), (13C-NMR) and EI-MS. To determine their anticancer potential, the change in absorbance of mixture and cell line before and after incubation was determined. Results: All the compounds 6a-l were successfully synthesized in 73-85 % yield. Compounds 6h, 6j and 6e have low IC50 (±SD) values of 20.12 ± 6.20, 10.84 ± 4.2 and 24.57 ± 1.62 μM to act as strong anticancer agents relative to doxorubicin (0.92 ± 0.1 μM) used as a reference. Conclusion: The synthesized propanamide derivatives bearing 4-piperidinyl-1,3,4-oxadiazole are potential anticancer agents, but further studies, especially in vivo, are required to ascertain their therapeutic usefulness. [ABSTRACT FROM AUTHOR] |
| قاعدة البيانات: |
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