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Comparative analysis of drug-like EP300/CREBBP acetyltransferase inhibitors
The human acetyltransferase paralogs EP300 and CREBBP are master regulators of lysine acetylation whose activity has been implicated in various cancers. In the half-decade since the first drug-like inhibitors of these proteins were reported, three unique molecular scaffolds have taken precedent: an...
Autores principales: | , , , , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Cold Spring Harbor Laboratory
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10245587/ https://www.ncbi.nlm.nih.gov/pubmed/37292747 http://dx.doi.org/10.1101/2023.05.15.540887 |
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author | Crawford, McKenna C. Tripu, Deepika R. Barritt, Samuel A. Jing, Yihang Gallimore, Diamond Kales, Stephen C. Bhanu, Natarajan V. Xiong, Ying Fang, Yuhong Butler, Kamaria A. T. LeClair, Christopher A. Coussens, Nathan P. Simeonov, Anton Garcia, Benjamin A. Dibble, Christian C. Meier, Jordan L. |
author_facet | Crawford, McKenna C. Tripu, Deepika R. Barritt, Samuel A. Jing, Yihang Gallimore, Diamond Kales, Stephen C. Bhanu, Natarajan V. Xiong, Ying Fang, Yuhong Butler, Kamaria A. T. LeClair, Christopher A. Coussens, Nathan P. Simeonov, Anton Garcia, Benjamin A. Dibble, Christian C. Meier, Jordan L. |
author_sort | Crawford, McKenna C. |
collection | PubMed |
description | The human acetyltransferase paralogs EP300 and CREBBP are master regulators of lysine acetylation whose activity has been implicated in various cancers. In the half-decade since the first drug-like inhibitors of these proteins were reported, three unique molecular scaffolds have taken precedent: an indane spiro-oxazolidinedione (A-485), a spiro-hydantoin (iP300w), and an aminopyridine (CPI-1612). Despite increasing use of these molecules to study lysine acetylation, the dearth of data regarding their relative biochemical and biological potencies makes their application as chemical probes a challenge. To address this gap, here we present a comparative study of drug-like EP300/CREBBP acetyltransferase inhibitors. First, we determine the biochemical and biological potencies of A-485, iP300w, and CPI-1612, highlighting the increased potency of the latter two compounds at physiological acetyl-CoA concentrations. Cellular evaluation shows that inhibition of histone acetylation and cell growth closely aligns with the biochemical potencies of these molecules, consistent with an on-target mechanism. Finally, we demonstrate the utility of comparative pharmacology by using it to investigate the hypothesis that increased CoA synthesis caused by knockout of PANK4 can competitively antagonize binding of EP300/CREBBP inhibitors and demonstrate proof-of-concept photorelease of a potent inhibitor molecule. Overall, our study demonstrates how knowledge of relative inhibitor potency can guide the study of EP300/CREBBP-dependent mechanisms and suggests new approaches to target delivery, thus broadening the therapeutic window of these preclinical epigenetic drug candidates. |
format | Online Article Text |
id | pubmed-10245587 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | Cold Spring Harbor Laboratory |
record_format | MEDLINE/PubMed |
spelling | pubmed-102455872023-06-08 Comparative analysis of drug-like EP300/CREBBP acetyltransferase inhibitors Crawford, McKenna C. Tripu, Deepika R. Barritt, Samuel A. Jing, Yihang Gallimore, Diamond Kales, Stephen C. Bhanu, Natarajan V. Xiong, Ying Fang, Yuhong Butler, Kamaria A. T. LeClair, Christopher A. Coussens, Nathan P. Simeonov, Anton Garcia, Benjamin A. Dibble, Christian C. Meier, Jordan L. bioRxiv Article The human acetyltransferase paralogs EP300 and CREBBP are master regulators of lysine acetylation whose activity has been implicated in various cancers. In the half-decade since the first drug-like inhibitors of these proteins were reported, three unique molecular scaffolds have taken precedent: an indane spiro-oxazolidinedione (A-485), a spiro-hydantoin (iP300w), and an aminopyridine (CPI-1612). Despite increasing use of these molecules to study lysine acetylation, the dearth of data regarding their relative biochemical and biological potencies makes their application as chemical probes a challenge. To address this gap, here we present a comparative study of drug-like EP300/CREBBP acetyltransferase inhibitors. First, we determine the biochemical and biological potencies of A-485, iP300w, and CPI-1612, highlighting the increased potency of the latter two compounds at physiological acetyl-CoA concentrations. Cellular evaluation shows that inhibition of histone acetylation and cell growth closely aligns with the biochemical potencies of these molecules, consistent with an on-target mechanism. Finally, we demonstrate the utility of comparative pharmacology by using it to investigate the hypothesis that increased CoA synthesis caused by knockout of PANK4 can competitively antagonize binding of EP300/CREBBP inhibitors and demonstrate proof-of-concept photorelease of a potent inhibitor molecule. Overall, our study demonstrates how knowledge of relative inhibitor potency can guide the study of EP300/CREBBP-dependent mechanisms and suggests new approaches to target delivery, thus broadening the therapeutic window of these preclinical epigenetic drug candidates. Cold Spring Harbor Laboratory 2023-05-16 /pmc/articles/PMC10245587/ /pubmed/37292747 http://dx.doi.org/10.1101/2023.05.15.540887 Text en https://creativecommons.org/licenses/by/4.0/This work is licensed under a Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0/) , which allows reusers to distribute, remix, adapt, and build upon the material in any medium or format, so long as attribution is given to the creator. The license allows for commercial use. |
spellingShingle | Article Crawford, McKenna C. Tripu, Deepika R. Barritt, Samuel A. Jing, Yihang Gallimore, Diamond Kales, Stephen C. Bhanu, Natarajan V. Xiong, Ying Fang, Yuhong Butler, Kamaria A. T. LeClair, Christopher A. Coussens, Nathan P. Simeonov, Anton Garcia, Benjamin A. Dibble, Christian C. Meier, Jordan L. Comparative analysis of drug-like EP300/CREBBP acetyltransferase inhibitors |
title | Comparative analysis of drug-like EP300/CREBBP acetyltransferase inhibitors |
title_full | Comparative analysis of drug-like EP300/CREBBP acetyltransferase inhibitors |
title_fullStr | Comparative analysis of drug-like EP300/CREBBP acetyltransferase inhibitors |
title_full_unstemmed | Comparative analysis of drug-like EP300/CREBBP acetyltransferase inhibitors |
title_short | Comparative analysis of drug-like EP300/CREBBP acetyltransferase inhibitors |
title_sort | comparative analysis of drug-like ep300/crebbp acetyltransferase inhibitors |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10245587/ https://www.ncbi.nlm.nih.gov/pubmed/37292747 http://dx.doi.org/10.1101/2023.05.15.540887 |
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