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2-Amino-4-(aminomethyl)thiazole-based derivatives as potential antitumor agents: design, synthesis, cytotoxicity and apoptosis inducing activities

Min Liao 1
Min Liao
, 
Danling Huang 1, 2
Danling Huang
, 
Yong-Xian Cheng 1, 2
Yong-Xian Cheng
1 School of Pharmaceutical Sciences, Health Science Center, Shenzhen University, Shenzhen, China
2 Institute for Inheritance-Based Innovation of Chinese Medicine, School of Pharmaceutical Sciences, Health Science Center, Shenzhen University, Shenzhen, China
10.1016/j.mencom.2023.01.023
Published 2022-12-26
Communication , Volume 33, Issue 1, 73-76
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Liao M., Huang D., Cheng Y. 2-Amino-4-(aminomethyl)thiazole-based derivatives as potential antitumor agents: design, synthesis, cytotoxicity and apoptosis inducing activities // Mendeleev Communications. 2022. Vol. 33. No. 1. pp. 73-76.
GOST all authors (up to 50) Copy
Liao M., Huang D., Cheng Y. 2-Amino-4-(aminomethyl)thiazole-based derivatives as potential antitumor agents: design, synthesis, cytotoxicity and apoptosis inducing activities // Mendeleev Communications. 2022. Vol. 33. No. 1. pp. 73-76.
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TY - JOUR
DO - 10.1016/j.mencom.2023.01.023
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.023
TI - 2-Amino-4-(aminomethyl)thiazole-based derivatives as potential antitumor agents: design, synthesis, cytotoxicity and apoptosis inducing activities
T2 - Mendeleev Communications
AU - Liao, Min
AU - Huang, Danling
AU - Cheng, Yong-Xian
PY - 2022
DA - 2022/12/26
PB - Mendeleev Communications
SP - 73-76
IS - 1
VL - 33
ER -
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@article{2022_Liao,
author = {Min Liao and Danling Huang and Yong-Xian Cheng},
title = {2-Amino-4-(aminomethyl)thiazole-based derivatives as potential antitumor agents: design, synthesis, cytotoxicity and apoptosis inducing activities},
journal = {Mendeleev Communications},
year = {2022},
volume = {33},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.023},
number = {1},
pages = {73--76},
doi = {10.1016/j.mencom.2023.01.023}
}
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Liao, Min, et al. “2-Amino-4-(aminomethyl)thiazole-based derivatives as potential antitumor agents: design, synthesis, cytotoxicity and apoptosis inducing activities.” Mendeleev Communications, vol. 33, no. 1, Dec. 2022, pp. 73-76. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.023.
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Keywords

amidation
antitumor
apoptosis.
drug design
Hantzsch reaction
structure–activity relationship
thiazole derivatives

Abstract

Novel 2-amino-4-(aminomethyl)thiazole derivatives were designed and synthesized by a facile method including the Hantzsch construction of thiazole core followed by amidation and nucleophilic substitution steps. Bioassay results showed that 4-(tert-butyl)-N-[4-(piperazin-1-ylmethyl)thiazol-2-yl]-benzamide and 4-(tert-butyl)-N-{4-[(4-piperidinopiperidin-1-yl)methyl]thiazol-2-yl}benzamide possessed similar activities compared with 5-fluorouracil. The 4-piperidino-piperidin-1-yl-containing derivative also suppressed proliferation of cultured tumor cells by inducing apoptosis.

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