Design, synthesis and evaluation of belinostat analogs as histone deacetylase inhibitors

被引：5

作者：

Zhang, Jie-Huan ^{[1
]}

Mottamal, Madhusoodanan ^{[3
,4
]}

Jin, Hai-Shan ^{[1
]}

Guo, Shanchun ^{[3
,4
]}

Gu, Yan ^{[1
]}

Wang, Guangdi ^{[3
,4
]}

Zhao, Li-Ming ^{[1
,2
]}

机构：

[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China

[2] Guangxi Normal Univ, State Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Guangxi, Peoples R China

[3] Xavier Univ Louisiana, RCMI Canc Res Ctr, New Orleans, LA 70125 USA

[4] Xavier Univ Louisiana, Dept Chem, New Orleans, LA 70125 USA

来源：

FUTURE MEDICINAL CHEMISTRY | 2019年 / 11卷 / 21期

关键词：

anticancer activities; drug design; molecular docking; structure-activity relationship; synthesis; HYDROXAMIC ACID; BIOLOGICAL EVALUATION; DERIVATIVES;

D O I：

10.4155/fmc-2018-0587

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Aim: Histone deacetylase (HDAC) is an attractive target for antitumor therapy. Therefore, the development of novel HDAC inhibitors is warranted. Materials & methods: A series of HDAC inhibitors based on N-hydroxycinnamamide fragment was designed as the clinically used belinostat analog using amide as the connecting unit. All target compounds were evaluated for their in vitro HDAC inhibitory activities and some selected compounds were tested for their antiproliferative activities. Conclusion: Among them, compound 7e showed an IC50 value of 11.5 nM in inhibiting the HDAC in a pan-HDAC assay, being the most active compound of the series.

引用

页码：2765 / 2778

页数：14

共 50 条

[1] Design and synthesis of histone deacetylase inhibitors: the development of apicidin transition state analogs
Colletti, SL
Myers, RW
Darkin-Rattray, SJ
Schmatz, DM
Fisher, MH
Wyvratt, MJ
Meinke, PT
TETRAHEDRON LETTERS, 2000, 41 (41) : 7837 - 7841
[2] Design and synthesis of a new generation of substituted purine hydroxamate analogs as histone deacetylase inhibitors
Liu, Renshuai
Wang, Junhua
Tang, Weiping
Fang, Hao
BIOORGANIC & MEDICINAL CHEMISTRY, 2016, 24 (07) : 1446 - 1454
[3] Histone deacetylase inhibitors: synthesis of cyclic tetrapeptides and their triazole analogs
Singh, Erinprit K.
Nazarova, Lidia A.
Lapera, Stephanie A.
Alexander, Leslie D.
McAlpine, Shelli R.
TETRAHEDRON LETTERS, 2010, 51 (33) : 4357 - 4360
[4] Design, synthesis, and biological evaluation of novel histone deacetylase 6 selective inhibitors
Zhang, Tianyi
Zhao, Xiaoyan
Sun, Xiangpei
Tian, Wei
Wang, Chongqing
Wang, Mingping
Zhang, Yi
Chen, Xin
Zheng, Canhui
JOURNAL OF SAUDI CHEMICAL SOCIETY, 2022, 26 (03)
[5] Design, synthesis and in vitro evaluation of amidoximes as histone deacetylase inhibitors for cancer therapy
Jiao, Peifu
Jin, Peng
Li, Chencan
Cui, Lechao
Dong, Lihua
Pan, Bin
Song, Wentong
Ma, Liang
Dong, Jinlong
Song, Lei
Jin, Xinjie
Li, Faming
Wan, Maosheng
Lv, Zhitao
Geng, Qiaohong
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (19) : 4679 - 4683
[6] Design and synthesis of a novel class of histone deacetylase inhibitors
Lavoie, R
Bouchain, G
Frechette, S
Woo, SH
Abou Khalil, E
Leit, S
Fournel, M
Yan, PT
Trachy-Bourget, MC
Beaulieu, C
Li, ZM
Besterman, J
Delorme, D
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (21) : 2847 - 2850
[7] Chiral histone deacetylase inhibitors: Synthesis and biological evaluation
Onate, Alma
Tucker, Janelle
Hogle, Emily
Do, Thuy
Thowfeik, Fathima
Merino, Edward
Ma, Lili
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
[8] Largazole analogs as selective histone deacetylase inhibitors
Al-Hamashi, Ayad
Almaliti, Jehad
Farrell, Robert
Tillekeratne, Viranga
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
[9] Design, synthesis and preliminary evaluation of a series of histone deacetylase inhibitors carrying a benzodiazepine ring
Guandalini, L.
Balliu, M.
Cellai, C.
Martino, M. V.
Nebbioso, A.
Mercurio, C.
Carafa, V.
Bartolucci, G.
Dei, S.
Manetti, D.
Teodori, E.
Scapecchi, S.
Altucci, L.
Paoletti, F.
Romanelli, M. N.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 66 : 56 - 68
[10] Design, synthesis, and antitumor evaluation of histone deacetylase inhibitors with L-phenylglycine scaffold
Zhang, Yingjie
Li, Xiaoguang
Hou, Jinning
Huang, Yongxue
Xu, Wenfang
DRUG DESIGN DEVELOPMENT AND THERAPY, 2015, 9 : 5553 - 5567

← 1 2 3 4 5 →