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  1. Article ; Online: Esterase-Activated Perthiocarbonate Persulfide Donors Provide Insights into Persulfide Persistence and Stability.

    Fosnacht, Kaylin G / Cerda, Matthew M / Mullen, Emma J / Pigg, Hannah C / Pluth, Michael D

    ACS chemical biology

    2022  Volume 17, Issue 2, Page(s) 331–339

    Abstract: Persulfides (RSSH) are important reactive sulfur species (RSS) that are intertwined with the biological functions of hydrogen sulfide ( ... ...

    Abstract Persulfides (RSSH) are important reactive sulfur species (RSS) that are intertwined with the biological functions of hydrogen sulfide (H
    MeSH term(s) Esterases/metabolism ; Hydrogen Sulfide/metabolism ; Sulfhydryl Compounds/chemistry ; Sulfides/chemistry
    Chemical Substances Sulfhydryl Compounds ; Sulfides ; persulfides ; Esterases (EC 3.1.-) ; Hydrogen Sulfide (YY9FVM7NSN)
    Language English
    Publishing date 2022-01-13
    Publishing country United States
    Document type Journal Article ; Research Support, U.S. Gov't, Non-P.H.S.
    ISSN 1554-8937
    ISSN (online) 1554-8937
    DOI 10.1021/acschembio.1c00805
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Comparison of click-capable oxaliplatin and cisplatin derivatives to better understand Pt(ii)-induced nucleolar stress.

    Guerrero, Andres S / O'Dowd, Paul D / Pigg, Hannah C / Alley, Katelyn R / Griffith, Darren M / DeRose, Victoria J

    RSC chemical biology

    2023  Volume 4, Issue 10, Page(s) 785–793

    Abstract: Pt(ii) chemotherapeutic complexes have been used as predominant anticancer drugs for nearly fifty years. Currently there are three FDA-approved chemotherapeutic Pt(ii) complexes: cisplatin, carboplatin, and oxaliplatin. Until recently, it was believed ... ...

    Abstract Pt(ii) chemotherapeutic complexes have been used as predominant anticancer drugs for nearly fifty years. Currently there are three FDA-approved chemotherapeutic Pt(ii) complexes: cisplatin, carboplatin, and oxaliplatin. Until recently, it was believed that all three complexes induced cellular apoptosis through the DNA damage response pathway. Studies within the last decade, however, suggest that oxaliplatin may instead induce cell death through a unique nucleolar stress pathway. Pt(ii)-induced nucleolar stress is not well understood and further investigation of this pathway may provide both basic knowledge about nucleolar stress as well as insight for more tunable Pt(ii) chemotherapeutics. Through a previous structure-function analysis, it was determined that nucleolar stress induction is highly sensitive to modifications at the 4-position of the 1,2-diaminocyclohexane (DACH) ring of oxaliplatin. Specifically, more flexible and less rigid substituents (methyl, ethyl, propyl) induce nucleolar stress, while more rigid and bulkier substituents (isopropyl, acetamide) do not. These findings suggest that a click-capable functional group can be installed at the 4-position of the DACH ring while still inducing nucleolar stress. Herein, we report novel click-capable azide-modified oxaliplatin mimics that cause nucleolar stress. Through NPM1 relocalization, fibrillarin redistribution, and γH2AX studies, key differences have been identified between previously studied click-capable cisplatin mimics and these novel click-capable oxaliplatin mimics. These complexes provide new tools to identify cellular targets and localization through post-treatment Cu-catalyzed azide-alkyne cycloaddition and may help to better understand Pt(ii)-induced nucleolar stress. To our knowledge, these are the first reported oxaliplatin mimics to include an azide handle, and
    Language English
    Publishing date 2023-08-16
    Publishing country England
    Document type Journal Article
    ISSN 2633-0679
    ISSN (online) 2633-0679
    DOI 10.1039/d3cb00055a
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Click-Capable Phenanthriplatin Derivatives as Tools to Study Pt(II)-Induced Nucleolar Stress.

    O'Dowd, Paul D / Guerrero, Andres S / Alley, Katelyn R / Pigg, Hannah C / O'Neill, Fiona / Meiller, Justine / Hobbs, Chloe / Rodrigues, Daniel A / Twamley, Brendan / O'Sullivan, Finbarr / DeRose, Victoria J / Griffith, Darren M

    ACS chemical biology

    2024  Volume 19, Issue 4, Page(s) 875–885

    Abstract: It is well established that oxaliplatin, one of the three Pt(II) anticancer drugs approved worldwide, and phenanthriplatin, an important preclinical monofunctional Pt(II) anticancer drug, possess a different mode of action from that of cisplatin and ... ...

    Abstract It is well established that oxaliplatin, one of the three Pt(II) anticancer drugs approved worldwide, and phenanthriplatin, an important preclinical monofunctional Pt(II) anticancer drug, possess a different mode of action from that of cisplatin and carboplatin, namely, the induction of nucleolar stress. The exact mechanisms that lead to Pt-induced nucleolar stress are, however, still poorly understood. As such, studies aimed at better understanding the biological targets of both oxaliplatin and phenanthriplatin are urgently needed to expand our understanding of Pt-induced nucleolar stress and guide the future design of Pt chemotherapeutics. One approach that has seen great success in the past is the use of Pt-click complexes to study the biological targets of Pt drugs. Herein, we report the synthesis and characterization of the first examples of click-capable phenanthriplatin complexes. Furthermore, through monitoring the relocalization of nucleolar proteins, RNA transcription levels, and DNA damage repair biomarker γH2AX, and by investigating their
    MeSH term(s) Antineoplastic Agents/pharmacology ; Antineoplastic Agents/metabolism ; Cisplatin/pharmacology ; Organoplatinum Compounds/chemistry ; Organoplatinum Compounds/pharmacology ; Oxaliplatin/pharmacology ; Phenanthridines/chemical synthesis ; Phenanthridines/chemistry ; Phenanthridines/pharmacology ; Click Chemistry ; Cell Nucleolus/drug effects ; Cell Nucleolus/metabolism
    Chemical Substances Antineoplastic Agents ; Cisplatin (Q20Q21Q62J) ; Organoplatinum Compounds ; Oxaliplatin (04ZR38536J) ; Phenanthridines ; phenanthriplatin
    Language English
    Publishing date 2024-03-14
    Publishing country United States
    Document type Journal Article
    ISSN 1554-8937
    ISSN (online) 1554-8937
    DOI 10.1021/acschembio.3c00607
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: Time-Dependent Studies of Oxaliplatin and Other Nucleolar Stress-Inducing Pt(II) Derivatives.

    Pigg, Hannah C / Yglesias, Matthew V / Sutton, Emily C / McDevitt, Christine E / Shaw, Michael / DeRose, Victoria J

    ACS chemical biology

    2022  Volume 17, Issue 8, Page(s) 2262–2271

    Abstract: The properties of small molecule Pt(II) compounds that drive specific cellular responses are of interest due to their broad clinical use as chemotherapeutics as well as to provide a better mechanistic understanding of bioinorganic processes. The ... ...

    Abstract The properties of small molecule Pt(II) compounds that drive specific cellular responses are of interest due to their broad clinical use as chemotherapeutics as well as to provide a better mechanistic understanding of bioinorganic processes. The chemotherapeutic compound cisplatin causes cell death through DNA damage, while oxaliplatin may induce cell death through inhibition of ribosome biogenesis, also referred to as nucleolar stress induction. Previous work has found a subset of oxaliplatin derivatives that cause nucleolar stress at 24 h drug treatment. Here we report that these different Pt(II) derivatives exhibit a range of rates and degrees of global nucleolar stress induction as well as inhibition of rRNA transcription. Potential explanations for these variations include both the ring size and stereochemistry of the non-aquation-labile ligand. We observe that Pt(II) compounds containing a 6-membered ring show faster onset and a higher overall degree of nucleolar stress than those containing a 5-membered ring, and that compounds having the 1
    MeSH term(s) Antineoplastic Agents/chemistry ; Cisplatin/pharmacology ; DNA Damage ; Organoplatinum Compounds/pharmacology ; Oxaliplatin/pharmacology
    Chemical Substances Antineoplastic Agents ; Organoplatinum Compounds ; Oxaliplatin (04ZR38536J) ; Cisplatin (Q20Q21Q62J)
    Language English
    Publishing date 2022-08-02
    Publishing country United States
    Document type Journal Article ; Research Support, U.S. Gov't, Non-P.H.S. ; Research Support, N.I.H., Extramural
    ISSN 1554-8937
    ISSN (online) 1554-8937
    DOI 10.1021/acschembio.2c00399
    Database MEDical Literature Analysis and Retrieval System OnLINE

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