Literature DB >> 28304025

Illuminating cytochrome P450 binding: Ru(ii)-caged inhibitors of CYP17A1.

Ao Li1, Rahul Yadav2, Jessica K White3, Mackenzie K Herroon4, Brian P Callahan5, Izabela Podgorski6, Claudia Turro3, Emily E Scott2, Jeremy J Kodanko7.   

Abstract

New Ru(ii)-caged abiraterone complexes were synthesized that exhibit strong absorption in the visible region and release the steroidal CYP17A1 inhibitor abiraterone upon exposure to low energy visible light in buffer and prostate cancer cells. Photoinduced release results in abiraterone binding to its CYP17A1 target in an inhibitory mode.

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Year:  2017        PMID: 28304025      PMCID: PMC5468790          DOI: 10.1039/c7cc01459g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  35 in total

1.  The First Observation and Full Characterization of All Atropisomers and Their Allowed Interconversions in an Octahedral Bis(bipyridine)ruthenium(II) Complex with Two Lopsided Bicyclic Ligands, as Studied by 2D NMR Techniques at Variable Temperature.

Authors:  Aldrik H. Velders; Anna C. G. Hotze; Jaap G. Haasnoot; Jan Reedijk
Journal:  Inorg Chem       Date:  1999-06-14       Impact factor: 5.165

Review 2.  Cytochromes P450 and metabolism of xenobiotics.

Authors:  P Anzenbacher; E Anzenbacherová
Journal:  Cell Mol Life Sci       Date:  2001-05       Impact factor: 9.261

Review 3.  CYP17 inhibitors for prostate cancer therapy.

Authors:  Tadas S Vasaitis; Robert D Bruno; Vincent C O Njar
Journal:  J Steroid Biochem Mol Biol       Date:  2010-11-17       Impact factor: 4.292

4.  Photoactivated chemotherapy (PACT): the potential of excited-state d-block metals in medicine.

Authors:  Nicola J Farrer; Luca Salassa; Peter J Sadler
Journal:  Dalton Trans       Date:  2009-11-11       Impact factor: 4.390

5.  Measurement of substrate and inhibitor binding to microsomal cytochrome P-450 by optical-difference spectroscopy.

Authors:  C R Jefcoate
Journal:  Methods Enzymol       Date:  1978       Impact factor: 1.600

Review 6.  The molecular biology, biochemistry, and physiology of human steroidogenesis and its disorders.

Authors:  Walter L Miller; Richard J Auchus
Journal:  Endocr Rev       Date:  2010-11-04       Impact factor: 19.871

7.  Abiraterone and increased survival in metastatic prostate cancer.

Authors:  Johann S de Bono; Christopher J Logothetis; Arturo Molina; Karim Fizazi; Scott North; Luis Chu; Kim N Chi; Robert J Jones; Oscar B Goodman; Fred Saad; John N Staffurth; Paul Mainwaring; Stephen Harland; Thomas W Flaig; Thomas E Hutson; Tina Cheng; Helen Patterson; John D Hainsworth; Charles J Ryan; Cora N Sternberg; Susan L Ellard; Aude Fléchon; Mansoor Saleh; Mark Scholz; Eleni Efstathiou; Andrea Zivi; Diletta Bianchini; Yohann Loriot; Nicole Chieffo; Thian Kheoh; Christopher M Haqq; Howard I Scher
Journal:  N Engl J Med       Date:  2011-05-26       Impact factor: 91.245

Review 8.  Interactions of cytochrome P450s with their ligands.

Authors:  Kip P Conner; Caleb M Woods; William M Atkins
Journal:  Arch Biochem Biophys       Date:  2010-10-19       Impact factor: 4.013

Review 9.  Mammalian cytochromes P450--importance of tissue specificity.

Authors:  Matej Seliskar; Damjana Rozman
Journal:  Biochim Biophys Acta       Date:  2006-10-03

Review 10.  Illuminating the chemistry of life: design, synthesis, and applications of "caged" and related photoresponsive compounds.

Authors:  Hsien-Ming Lee; Daniel R Larson; David S Lawrence
Journal:  ACS Chem Biol       Date:  2009-06-19       Impact factor: 5.100

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  21 in total

1.  Photoactivation of imatinib-antibody conjugate using low-energy visible light from Ru(ii)-polypyridyl cages.

Authors:  Thomas N Rohrabaugh; Ashley M Rohrabaugh; Jeremy J Kodanko; Jessica K White; Claudia Turro
Journal:  Chem Commun (Camb)       Date:  2018-05-17       Impact factor: 6.222

2.  Characterization and Biological Activity of a Hydrogen Sulfide-Releasing Red Light-Activated Ruthenium(II) Complex.

Authors:  Joshua J Woods; Jian Cao; Alexander R Lippert; Justin J Wilson
Journal:  J Am Chem Soc       Date:  2018-09-19       Impact factor: 15.419

3.  Visible-to-NIR-Light Activated Release: From Small Molecules to Nanomaterials.

Authors:  Roy Weinstain; Tomáš Slanina; Dnyaneshwar Kand; Petr Klán
Journal:  Chem Rev       Date:  2020-10-30       Impact factor: 60.622

4.  Ru(ii) polypyridyl complexes as photocages for bioactive compounds containing nitriles and aromatic heterocycles.

Authors:  Ao Li; Claudia Turro; Jeremy J Kodanko
Journal:  Chem Commun (Camb)       Date:  2018-02-01       Impact factor: 6.222

5.  Ru(II) Polypyridyl Complexes Derived from Tetradentate Ancillary Ligands for Effective Photocaging.

Authors:  Ao Li; Claudia Turro; Jeremy J Kodanko
Journal:  Acc Chem Res       Date:  2018-06-05       Impact factor: 22.384

6.  Catch and Release Photosensitizers: Combining Dual-Action Ruthenium Complexes with Protease Inactivation for Targeting Invasive Cancers.

Authors:  Karan Arora; Mackenzie Herroon; Malik H Al-Afyouni; Nicholas P Toupin; Thomas N Rohrabaugh; Lauren M Loftus; Izabela Podgorski; Claudia Turro; Jeremy J Kodanko
Journal:  J Am Chem Soc       Date:  2018-10-22       Impact factor: 15.419

Review 7.  Ru(II)-diimine complexes and cytochrome P450 working hand-in-hand.

Authors:  Celine Eidenschenk; Lionel Cheruzel
Journal:  J Inorg Biochem       Date:  2020-09-12       Impact factor: 4.155

8.  Ru(ii) complexes with diazine ligands: electronic modulation of the coordinating group is key to the design of "dual action" photoactivated agents.

Authors:  Dmytro Havrylyuk; Megha Deshpande; Sean Parkin; Edith C Glazer
Journal:  Chem Commun (Camb)       Date:  2018-11-01       Impact factor: 6.222

9.  New Ru(ii) complex for dual photochemotherapy: release of cathepsin K inhibitor and 1O2 production.

Authors:  Thomas N Rohrabaugh; Kelsey A Collins; Congcong Xue; Jessica K White; Jeremy J Kodanko; Claudia Turro
Journal:  Dalton Trans       Date:  2018-08-29       Impact factor: 4.390

10.  Photorelease of a metal-binding pharmacophore from a Ru(II) polypyridine complex.

Authors:  Johannes Karges; Ryjul W Stokes; Seth M Cohen
Journal:  Dalton Trans       Date:  2021-03-02       Impact factor: 4.390

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