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

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 26期

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

页码：3673 / 3676

页数：4

共 50 条

[1] Screening of potential substrates or inhibitors of cytochrome P450 17A1 (CYP17A1) by electrochemical methods
Shumyantseva V.V.
Bulko T.V.
Misharin A.Y.
Archakov A.I.
Biochemistry (Moscow) Supplement Series B: Biomedical Chemistry, 2011, 5 (1) : 55 - 59
[2] The diverse chemistry of cytochrome P450 17A1 (P450c17, CYP17A1)
Yoshimoto, Francis K.
Auchus, Richard J.
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 2015, 151 : 52 - 65
[3] Hydroxylation and lyase reactions of steroids catalyzed by mouse cytochrome P450 17A1 (Cyp17a1)
Lee, Sung-Gyu
Kim, Vitchan
Lee, Gyu-Hyeong
Kim, Changmin
Jeong, Eunseo
Guengerich, F. Peter
Kim, Donghak
JOURNAL OF INORGANIC BIOCHEMISTRY, 2023, 240
[4] Inhibitors of cytochrome P450 (CYP) 1B1
Dutour, Raphael
Poirier, Donald
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 135 : 296 - 306
[5] Mechanistic Scrutiny Identifies a Kinetic Role for Cytochrome b5 Regulation of Human Cytochrome P450c17 (CYP17A1, P450 17A1)
Simonov, Alexandr N.
Holien, Jessica K.
Yeung, Joyee Chun In
Nguyen, Ann D.
Corbin, C. Jo
Zheng, Jie
Kuznetsov, Vladimir L.
Auchus, Richard J.
Conley, Alan J.
Bond, Alan M.
Parker, Michael W.
Rodgers, Raymond J.
Martin, Lisandra L.
PLOS ONE, 2015, 10 (11):
[6] Acyl-Carbon Bond Cleaving Cytochrome P450 Enzymes: CYP17A1, CYP19A1 and CYP51A1
Akhtar, Muhammad
Wright, J. Neville
MONOOXYGENASE, PEROXIDASE AND PEROXYGENASE PROPERTIES AND MECHANISMS OF CYTOCHROME P450, 2015, 851 : 107 - 130
[7] Human P450 CYP17A1: Control of Substrate Preference by Asparagine 202
Gregory, Michael C.
Mak, Piotr J.
Khatri, Yogan
Kincaid, James R.
Sligar, Stephen G.
BIOCHEMISTRY, 2018, 57 (05) : 764 - 771
[8] Identification of inhibitors of Cytochrome P450 (CYP) 1B1
Roach, Tyler
Kennedy, Larry
FASEB JOURNAL, 2016, 30
[9] Validation of Ru(II)-caged Abiraterone as a Chemical Tool for Controlling CYP17A1 Activity with Visible Light
Li, Ao
Yadav, Rahul
White, Jessica K.
Herroon, Mackenzie K.
Podgorski, Izabela
Turro, Claudia
Scott, Emily E.
Kodanko, Jeremy J.
FASEB JOURNAL, 2017, 31
[10] Cytochrome P450 (CYP) in fish
Uno, Tomohide
Ishizuka, Mayumi
Itakura, Takao
ENVIRONMENTAL TOXICOLOGY AND PHARMACOLOGY, 2012, 34 (01) : 1 - 13

← 1 2 3 4 5 →