Design, Synthesis and Biological Evaluation of Jahanyne Analogs as Cell Cycle Arrest Inducers

Jahanyne, a lipopeptide with a unique terminal alkynyl and OEP (2-(1-oxo-ethyl)-pyrrolidine) moiety, exhibits anticancer activity. We synthesized jahanyne and analogs modified at the OEP moiety, employing an α-fluoromethyl ketone (FMK) strategy. Preliminary bioassays indicated that compound 1b (FMK–...

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Detalles Bibliográficos
Autores principales: Ye, Baijun, Gong, Jianmiao, Li, Qiuying, Bao, Shiqi, Zhang, Xuemei, Chen, Jing, Meng, Qing, Chen, Bolin, Jiang, Peng, Wang, Liang, Chen, Yue
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7142928/
https://www.ncbi.nlm.nih.gov/pubmed/32210159
http://dx.doi.org/10.3390/md18030176
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author Ye, Baijun
Gong, Jianmiao
Li, Qiuying
Bao, Shiqi
Zhang, Xuemei
Chen, Jing
Meng, Qing
Chen, Bolin
Jiang, Peng
Wang, Liang
Chen, Yue
author_facet Ye, Baijun
Gong, Jianmiao
Li, Qiuying
Bao, Shiqi
Zhang, Xuemei
Chen, Jing
Meng, Qing
Chen, Bolin
Jiang, Peng
Wang, Liang
Chen, Yue
author_sort Ye, Baijun
collection PubMed
description Jahanyne, a lipopeptide with a unique terminal alkynyl and OEP (2-(1-oxo-ethyl)-pyrrolidine) moiety, exhibits anticancer activity. We synthesized jahanyne and analogs modified at the OEP moiety, employing an α-fluoromethyl ketone (FMK) strategy. Preliminary bioassays indicated that compound 1b (FMK–jahanyne) exhibited decreased activities to varying degrees against most of the cancer cells tested, whereas the introduction of a fluorine atom to the α-position of a hydroxyl group (2b) enhanced activities against all lung cancer cells. Moreover, jahanyne and 2b could induce G0/G1 cell cycle arrest in a concentration-dependent manner.
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spelling pubmed-71429282020-04-14 Design, Synthesis and Biological Evaluation of Jahanyne Analogs as Cell Cycle Arrest Inducers Ye, Baijun Gong, Jianmiao Li, Qiuying Bao, Shiqi Zhang, Xuemei Chen, Jing Meng, Qing Chen, Bolin Jiang, Peng Wang, Liang Chen, Yue Mar Drugs Communication Jahanyne, a lipopeptide with a unique terminal alkynyl and OEP (2-(1-oxo-ethyl)-pyrrolidine) moiety, exhibits anticancer activity. We synthesized jahanyne and analogs modified at the OEP moiety, employing an α-fluoromethyl ketone (FMK) strategy. Preliminary bioassays indicated that compound 1b (FMK–jahanyne) exhibited decreased activities to varying degrees against most of the cancer cells tested, whereas the introduction of a fluorine atom to the α-position of a hydroxyl group (2b) enhanced activities against all lung cancer cells. Moreover, jahanyne and 2b could induce G0/G1 cell cycle arrest in a concentration-dependent manner. MDPI 2020-03-23 /pmc/articles/PMC7142928/ /pubmed/32210159 http://dx.doi.org/10.3390/md18030176 Text en © 2020 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 Communication
Ye, Baijun
Gong, Jianmiao
Li, Qiuying
Bao, Shiqi
Zhang, Xuemei
Chen, Jing
Meng, Qing
Chen, Bolin
Jiang, Peng
Wang, Liang
Chen, Yue
Design, Synthesis and Biological Evaluation of Jahanyne Analogs as Cell Cycle Arrest Inducers
title Design, Synthesis and Biological Evaluation of Jahanyne Analogs as Cell Cycle Arrest Inducers
title_full Design, Synthesis and Biological Evaluation of Jahanyne Analogs as Cell Cycle Arrest Inducers
title_fullStr Design, Synthesis and Biological Evaluation of Jahanyne Analogs as Cell Cycle Arrest Inducers
title_full_unstemmed Design, Synthesis and Biological Evaluation of Jahanyne Analogs as Cell Cycle Arrest Inducers
title_short Design, Synthesis and Biological Evaluation of Jahanyne Analogs as Cell Cycle Arrest Inducers
title_sort design, synthesis and biological evaluation of jahanyne analogs as cell cycle arrest inducers
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7142928/
https://www.ncbi.nlm.nih.gov/pubmed/32210159
http://dx.doi.org/10.3390/md18030176
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