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Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents

A series of bakuchiol derivatives were synthesized and evaluated for their anti-proliferative and the inhibitory activities on SMMC7721 cell line migration using PX-478 as a positive control. The results showed (S,E)-4-(7-methoxy-3,7-dimethyl-3-vinyloct-1-en-1-yl)phenol (10) to have the best activit...

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Autores principales: Wu, Cheng-Zhu, Liu, Da-Chuan, Guo, Xing, Dai, Yiqun, Ma, Tao, Li, Hong-Mei, Huo, Qiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017251/
https://www.ncbi.nlm.nih.gov/pubmed/29495380
http://dx.doi.org/10.3390/molecules23030515
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author Wu, Cheng-Zhu
Liu, Da-Chuan
Guo, Xing
Dai, Yiqun
Ma, Tao
Li, Hong-Mei
Huo, Qiang
author_facet Wu, Cheng-Zhu
Liu, Da-Chuan
Guo, Xing
Dai, Yiqun
Ma, Tao
Li, Hong-Mei
Huo, Qiang
author_sort Wu, Cheng-Zhu
collection PubMed
description A series of bakuchiol derivatives were synthesized and evaluated for their anti-proliferative and the inhibitory activities on SMMC7721 cell line migration using PX-478 as a positive control. The results showed (S,E)-4-(7-methoxy-3,7-dimethyl-3-vinyloct-1-en-1-yl)phenol (10) to have the best activity among the tested compounds, which included PX-478. In addition, compound 10 showed greater inhibitory activity than that of bakuchiol in the transwell migration and invasion assays at every dose. In western blotting tests, compound 10 showed a promising ability to downregulate the expression of HIF-1α and its associated downstream proteins MMP-2 and MMP-9. Moreover, this effect was dose-dependent and could represent a possible mechanism of action for the anticancer activity of compound 10.
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spelling pubmed-60172512018-11-13 Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents Wu, Cheng-Zhu Liu, Da-Chuan Guo, Xing Dai, Yiqun Ma, Tao Li, Hong-Mei Huo, Qiang Molecules Article A series of bakuchiol derivatives were synthesized and evaluated for their anti-proliferative and the inhibitory activities on SMMC7721 cell line migration using PX-478 as a positive control. The results showed (S,E)-4-(7-methoxy-3,7-dimethyl-3-vinyloct-1-en-1-yl)phenol (10) to have the best activity among the tested compounds, which included PX-478. In addition, compound 10 showed greater inhibitory activity than that of bakuchiol in the transwell migration and invasion assays at every dose. In western blotting tests, compound 10 showed a promising ability to downregulate the expression of HIF-1α and its associated downstream proteins MMP-2 and MMP-9. Moreover, this effect was dose-dependent and could represent a possible mechanism of action for the anticancer activity of compound 10. MDPI 2018-02-23 /pmc/articles/PMC6017251/ /pubmed/29495380 http://dx.doi.org/10.3390/molecules23030515 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Wu, Cheng-Zhu
Liu, Da-Chuan
Guo, Xing
Dai, Yiqun
Ma, Tao
Li, Hong-Mei
Huo, Qiang
Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents
title Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents
title_full Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents
title_fullStr Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents
title_full_unstemmed Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents
title_short Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents
title_sort synthesis and evaluation of bakuchiol derivatives as potential anticancer agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017251/
https://www.ncbi.nlm.nih.gov/pubmed/29495380
http://dx.doi.org/10.3390/molecules23030515
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