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

被引:59
|
作者
Li, Ao [1 ]
Yadav, Rahul [2 ]
White, Jessica K. [3 ]
Herroon, Mackenzie K. [4 ]
Callahan, Brian P. [5 ]
Podgorski, Izabela [4 ,6 ]
Turro, Claudia [3 ]
Scott, Emily E. [2 ]
Kodanko, Jeremy J. [1 ,6 ]
机构
[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
[2] Univ Michigan, Dept Med Chem, Ann Arbor, MI 48109 USA
[3] Ohio State Univ, Dept Chem & Biochem, Columbus, OH 43210 USA
[4] Wayne State Univ, Sch Med, Dept Pharmacol, Detroit, MI 48201 USA
[5] Binghamton Univ, Dept Chem, Binghamton, NY 13902 USA
[6] Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
PROSTATE-CANCER; VISIBLE-LIGHT; RUTHENIUM(II) COMPLEX; P450; INHIBITORS; CELL-LINES; ABIRATERONE; LIGANDS; 17A1;
D O I
10.1039/c7cc01459g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:3673 / 3676
页数:4
相关论文
共 50 条
  • [41] Ethynyl and Propynylpyrene Inhibitors of Cytochrome P450
    Naijue Zhu
    Danielle Lightsey
    Jiawang Liu
    Maryam Foroozesh
    Kathleen M. Morgan
    Edwin D. Stevens
    Cheryl L. Klein Stevens
    Journal of Chemical Crystallography, 2010, 40 : 343 - 352
  • [42] Loss of Cytochrome P450 17A1 Protein Expression in a 17α-Hydroxylase/17,20-Lyase-Deficient 46,XY Female Caused by Two Novel Mutations in the CYP17A1 Gene
    Najera, Nayelli
    Garibay, Nayely
    Pastrana, Yadira
    Palma, Icela
    Pena, Yolanda-Rocio
    Perez, Javier
    Coyote, Ninel
    Hidalgo, Alberto
    Kofman-Alfaro, Susana
    Queipo, Gloria
    ENDOCRINE PATHOLOGY, 2009, 20 (04) : 249 - 255
  • [43] P450 CYP17A1 Variant with a Disordered Proton Shuttle Assembly Retains Peroxo-Mediated Lyase Efficiency
    Liu, Yilin
    Denisov, Ilia G.
    Grinkova, Yelena V.
    Sligar, Stephen G.
    Kincaid, James R.
    CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (70) : 16846 - 16852
  • [44] P450C17 (CYP17) DEFICIENCY IN NATIVE MEXICAN PATIENT WITH A NOVEL CYP17A1 MUTATION
    Duran Perez, Edgar G.
    Gonzalez del Rincon, Lourdes
    Moreno Loza, Oscar T.
    Martin de Saro, Monica D.
    Segovia Palomo, Antonio
    Sanchez Pedraza, Valentin
    Kofman Alfaro, Susana
    Queipo Garcia, Gloria E.
    ENDOCRINE PRACTICE, 2011, 17 (01) : 99 - 103
  • [45] Dietary flavonoids in cancer therapy and prevention: Substrates and inhibitors of cytochrome P450 CYP1 enzymes
    Androutsopoulos, Vasilis P.
    Papakyriakou, Athanasios
    Vourloumis, Dionisios
    Tsatsakis, Aristidis M.
    Spandidos, Demetrios A.
    PHARMACOLOGY & THERAPEUTICS, 2010, 126 (01) : 9 - 20
  • [46] Polymorphisms in the cytochrome P450 genes CYP1A2, CYP1B1, CYP3A4, CYP3A5, CYP11A1, CYP17A1, CYP19A1and colorectal cancer risk
    Lara Bethke
    Emily Webb
    Gabrielle Sellick
    Matthew Rudd
    Stephen Penegar
    Laura Withey
    Mobshra Qureshi
    Richard Houlston
    BMC Cancer, 7
  • [47] Ru(II)-diimine complexes and cytochrome P450 working hand-in-hand
    Eidenschenk, Celine
    Cheruzel, Lionel
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2020, 213
  • [48] Structural and Functional Evaluation of Clinically Relevant Inhibitors of Steroidogenic Cytochrome P450 17A1
    Petrunak, Elyse M.
    Rogers, Steven A.
    Aube, Jeffrey
    Scott, Emily E.
    DRUG METABOLISM AND DISPOSITION, 2017, 45 (06) : 635 - 645
  • [49] Polymorphisms in the cytochrome P450 genes CYP1A2, CYP1B1, CYP3A4, CYP3A5, CYP11A1, CYP17A1, CYP19A1 and colorectal cancer risk
    Bethke, Lara
    Webb, Emily
    Sellick, Gabrielle
    Rudd, Matthew
    Penegar, Stephen
    Withey, Laura
    Qureshi, Mobshra
    Houlston, Richard
    BMC CANCER, 2007, 7 (1)
  • [50] Characterisation of CYP4X1, a novel cytochrome P450
    Al-Anizy, M
    Bell, DR
    TOXICOLOGY, 2004, 202 (1-2) : 100 - 100