Synthesis and Evaluation of C15 Triene Urushiol Derivatives as Potential Anticancer Agents and HDAC2 Inhibitor

A series of C15 triene urushiol derivatives were synthesized and evaluated for their anti-HepG2 aggregation in vitro. The results indicated that all compounds had an effective anti-HepG2 vitality. Compound 1 was a potent inhibitor of HepG2 with IC(50) of 7.886 μM and 150 μM against LO2. Moreover, co...

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Autores principales: Qi, Zhiwen, Wang, Chengzhang, Jiang, Jianxin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6102549/
https://www.ncbi.nlm.nih.gov/pubmed/29751548
http://dx.doi.org/10.3390/molecules23051074
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author Qi, Zhiwen
Wang, Chengzhang
Jiang, Jianxin
author_facet Qi, Zhiwen
Wang, Chengzhang
Jiang, Jianxin
author_sort Qi, Zhiwen
collection PubMed
description A series of C15 triene urushiol derivatives were synthesized and evaluated for their anti-HepG2 aggregation in vitro. The results indicated that all compounds had an effective anti-HepG2 vitality. Compound 1 was a potent inhibitor of HepG2 with IC(50) of 7.886 μM and 150 μM against LO2. Moreover, compound 1 increased the apoptosis of HepG2. Compound 1’s thiol sulfur formed hydrogen bonding interactions with Gly154 and Tyr308, respectively, and made it bound more closely to HDAC2. In addition, it also formed hydrophobic interactions with the residues His33, Pro106, Val107, Gly154, Phe155, and His183, and was provided with a strong van der Waals force by the hydrophobic action.
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spelling pubmed-61025492018-11-13 Synthesis and Evaluation of C15 Triene Urushiol Derivatives as Potential Anticancer Agents and HDAC2 Inhibitor Qi, Zhiwen Wang, Chengzhang Jiang, Jianxin Molecules Article A series of C15 triene urushiol derivatives were synthesized and evaluated for their anti-HepG2 aggregation in vitro. The results indicated that all compounds had an effective anti-HepG2 vitality. Compound 1 was a potent inhibitor of HepG2 with IC(50) of 7.886 μM and 150 μM against LO2. Moreover, compound 1 increased the apoptosis of HepG2. Compound 1’s thiol sulfur formed hydrogen bonding interactions with Gly154 and Tyr308, respectively, and made it bound more closely to HDAC2. In addition, it also formed hydrophobic interactions with the residues His33, Pro106, Val107, Gly154, Phe155, and His183, and was provided with a strong van der Waals force by the hydrophobic action. MDPI 2018-05-03 /pmc/articles/PMC6102549/ /pubmed/29751548 http://dx.doi.org/10.3390/molecules23051074 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
Qi, Zhiwen
Wang, Chengzhang
Jiang, Jianxin
Synthesis and Evaluation of C15 Triene Urushiol Derivatives as Potential Anticancer Agents and HDAC2 Inhibitor
title Synthesis and Evaluation of C15 Triene Urushiol Derivatives as Potential Anticancer Agents and HDAC2 Inhibitor
title_full Synthesis and Evaluation of C15 Triene Urushiol Derivatives as Potential Anticancer Agents and HDAC2 Inhibitor
title_fullStr Synthesis and Evaluation of C15 Triene Urushiol Derivatives as Potential Anticancer Agents and HDAC2 Inhibitor
title_full_unstemmed Synthesis and Evaluation of C15 Triene Urushiol Derivatives as Potential Anticancer Agents and HDAC2 Inhibitor
title_short Synthesis and Evaluation of C15 Triene Urushiol Derivatives as Potential Anticancer Agents and HDAC2 Inhibitor
title_sort synthesis and evaluation of c15 triene urushiol derivatives as potential anticancer agents and hdac2 inhibitor
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6102549/
https://www.ncbi.nlm.nih.gov/pubmed/29751548
http://dx.doi.org/10.3390/molecules23051074
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AT wangchengzhang synthesisandevaluationofc15trieneurushiolderivativesaspotentialanticanceragentsandhdac2inhibitor
AT jiangjianxin synthesisandevaluationofc15trieneurushiolderivativesaspotentialanticanceragentsandhdac2inhibitor

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