Chinese Journal of Organic Chemistry >
Synthesis and Antiproliferative Activity of Thiadiazole Peptidomimetic Derivatives
Received date: 2016-06-11
Revised date: 2016-06-27
Online published: 2016-08-25
Supported by
Project supported by the National Natural Science Foundation China (No. 81373281), the Shandong Natural Science Foundation for Distinguished Young Scholars (No. JQ201319) and the National College Students Foundation for Innovation and Entrepreneurship Training Program (No.10000072188007).
A series of thiadiazole peptidomimetic derivatives were prepared using different phenylacetic acids and thiosemicarbazide as the starting materials and followed by multi-step reactions. The structures of target compounds were identified by 1H NMR, 13C NMR and HRMS. The preliminary biological evaluations were performed on chronic myelogenous leukemia cell (K562 cell) and prostatic cancer cell (PC-3 cell) with 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl tetrazolium bromide (MTT) assay. The results suggested that most of target compounds have good antiproliferative activities against K562 cell. Further evaluations focused on the five active compounds using three tumor cell lines and found that (S)-tert-butyl(1-((2-((5-([1,1'-biphenyl]-4-ylmethyl)-1,3,4-thiadiazol-2-yl)amino)-2-oxoethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (6d) exhibited better antiproliferative activities against prostatic cancer cell (PC-3 cell) compared with AT-101.
Liang Tao , Li Jiajie , Fang Jinyu , Liu Tingting , Fang Hao . Synthesis and Antiproliferative Activity of Thiadiazole Peptidomimetic Derivatives[J]. Chinese Journal of Organic Chemistry, 2016 , 36(12) : 2895 -2905 . DOI: 10.6023/cjoc201606017
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