Structure-based design and synthesis of novel macrocyclic pyrazolo[1,5-a] [1,3,5]triazine compounds as potent inhibitors of protein kinase CK2 and their anticancer activities

被引：87

作者：

Nie, Zhe ^{[1
]}

Perretta, Carin ^{[1
]}

Erickson, Philip ^{[1
]}

Margosiak, Stephen ^{[2
]}

Lu, Jia ^{[2
]}

Averill, April ^{[2
]}

Almassy, Robert ^{[3
]}

Chua, Shaosong ^{[1
]}

机构：

[1] Polaris Pharmaceut Inc, Dept Med Chem, San Diego, CA 92121 USA

[2] Polaris Pharmaceut Inc, Dept Prot Chem, San Diego, CA 92121 USA

[3] Polaris Pharmaceut Inc, Dept Biol Struct, San Diego, CA 92121 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 02期

关键词：

CK2; kinase; anticancer;

D O I：

10.1016/j.bmcl.2007.11.074

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of macrocyclic derivatives has been designed and synthesized based on the X-ray co-crystal structures of pyrazolo[1,5-a] [1,3,5]triazines with corn CK2 (cCK2) protein. Bioassays demonstrated that these macrocyclic pyrazolo[1,5-a] [1,3,5]triazine compounds are potent CK2 inhibitors with K-i around 1.0 nM and strongly inhibit cancer cell growth with IC50 as low as similar to 100 nM. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：619 / 623

页数：5

共 50 条

[31] SYNTHESIS AND ENZYMIC ACTIVITY OF VARIOUS SUBSTITUTED PYRAZOLO[1,5-A]-1,3,5-TRIAZINES AS ADENOSINE CYCLIC 3',5'-PHOSPHATE PHOSPHODIESTERASE INHIBITORS
SENGA, K
OBRIEN, DE
SCHOLTEN, MB
NOVINSON, T
MILLER, JP
ROBINS, RK
JOURNAL OF MEDICINAL CHEMISTRY, 1982, 25 (03) : 243 - 249
[32] Discovery and Design of Tricyclic Scaffolds as Protein Kinase CK2 (CK2) Inhibitors through a Combination of Shape-Based Virtual Screening and Structure-Based Molecular Modification
Sun, Haopeng
Xu, Xiaoli
Wu, Xiaowen
Zhang, Xiaojin
Liu, Fang
Jia, Jianmin
Guo, Xiaoke
Huang, Jingjie
Jiang, Zhengyu
Feng, Taotao
Chu, Hongxi
Zhou, You
Zhang, Shenglie
Liu, Zongliang
You, Qidong
JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2013, 53 (08) : 2093 - 2102
[33] Synthesis and Anticancer Activity of Novel Dual Inhibitors of Human Protein Kinases CK2 and PIM-1
Winska, Patrycja
Wielechowska, Monika
Koronkiewicz, Miroslawa
Borowiecki, Pawel
PHARMACEUTICS, 2023, 15 (07)
[34] Identification of novel protein kinase CK1 delta (CK1δ) inhibitors through structure-based virtual screening
Cozza, Giorgio
Gianoncelli, Alessandra
Montopoli, Monica
Caparrotta, Laura
Venerando, Andrea
Meggio, Flavio
Pinna, Lorenzo A.
Zagotto, Giuseppe
Moro, Stefano
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (20) : 5672 - 5675
[35] Synthesis and identification of [1,3,5]triazine-pyridine biheteroaryl as a novel series of potent cyclin-dependent kinase inhibitors
Kuo, Gee Hong
DeAngelis, Alan
Emanuel, Stuart
Wang, Aihua
Zhang, Yan
Connolly, Peter J.
Chen, Xin
Gruninger, Robert H.
Rugg, Catherine
Fuentes-Pesquera, Angel
Middleton, Steven A.
Jolliffe, Linda
Murray, William V.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U2728 - U2729
[36] Synthesis and identification of [1,3,5]triazine-pyridine biheteroaryl as a novel series of potent cyclin-dependent kinase inhibitors
Kuo, GH
DeAngelis, A
Emanuel, S
Wang, AH
Zhang, Y
Connolly, PJ
Chen, X
Gruninger, RH
Rugg, C
Fuentes-Pesquera, A
Middleton, SA
Jolliffe, L
Murray, WV
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (14) : 4535 - 4546
[37] Synthesis, anticancer activity and molecular docking of new pyrazolo[1,5-a]pyrimidine derivatives as EGFR/HER2 dual kinase inhibitors
Sivaiah G.
Raveesha R.
Prasad S.B.B.
Kumar K.Y.
Raghu M.S.
Alharethy F.
Prashanth M.K.
Jeon B.-H.
Journal of Molecular Structure, 2023, 1289
[38] Pyrazolo-[1,5-a]-1,3,5-triazine CRF receptor antagonists: Synthesis and structure-activity relationships of 8-heteroaryl analogs.
He, LQ
Gilligan, PJ
Clarke, T
Fitzgerald, L
McElroy, J
Grossman, S
Arneric, S
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 220 : U558 - U559
[39] Indeno[1,2-b]indole derivatives as a novel class of potent human protein kinase CK2 inhibitors
Hundsdoerfer, Claas
Hemmerling, Hans-Joerg
Goetz, Claudia
Totzke, Frank
Bednarski, Patrick
Le Borgne, Marc
Jose, Joachim
BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (07) : 2282 - 2289
[40] Synthesis and structure-activity relationship of novel 4-substituted pyrazolo[1,5-a]pyridine analogs as potent MAPKAP-K2 inhibitors
Unoki, Gen
Matsumoto, Yoshiyuki
Matsueda, Yohei
Hamada, Motoko
Kosugi, Tomomi
Kambe, Mika
Shimada, Tomohiro
Imai, Minoru
Makino, Hiroaki
Yamakoshi, Yuko
Takenouchi, Osami
Oue, Yasuhiro
Sakai, Yuri
Fujino, Aido
Takimoto-Kamimura, Midori
Kataoka, Ken-ichiro
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242

← 1 2 3 4 5 →