Biologically active quinazoline-based hydroxamic acids

被引:17
作者
Osipov, Vasily N. [1 ]
Khachatryan, Derenik S. [2 ]
Balaev, Alexandr N. [3 ]
机构
[1] NN Blokhin Russian Canc Res, Chem, Kashirskoye Shosse 24, Moscow 115478, Russia
[2] Kurchatov Inst, Natl Res Ctr, Chem, Akad Kurchatova Pl 1, Moscow 123182, Russia
[3] Chem Pharm Sintez JSC 2, 2nd Kabelnaya St 46, Moscow 111024, Russia
关键词
Hydroxamic acids; Quinazolines; Dual-targeted inhibitors; Hybrids; HISTONE DEACETYLASE INHIBITORS; IN-VITRO EVALUATION; INTEGRASE INHIBITORS; SELECTIVE INHIBITORS; DEFENSE CHEMICALS; DUAL INHIBITORS; HDAC INHIBITORS; DERIVATIVES; DESIGN; HYBRIDS;
D O I
10.1007/s00044-020-02530-7
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Molecular hybridization has become a new promising way to treat multifactorial diseases with a single compound that acts on multiple targets. The combination of several functional pharmacophore groups in one molecule can lead to a stronger therapeutic effect due to the ability to bind to several targets and possible synergistic interactions. The concept of multifunctional agents is being actively developed and has already produced some encouraging results. The quinazoline cycle and hydroxamic acids are unique pharmacophore groups that contribute to the structure of drug agents widely used in medical chemistry. The combination of these pharmacophores in one molecule leads to promising new compounds, which has been confirmed by many experimental studies in published literature across the world. Hybrid compounds of hydroxamic acids and the quinazoline cycle are a potential basis for the development of effective drugs used in the complex treatment of oncological, infectious and neurological diseases. This review provides information on the most significant developments in this area and discusses the bioactivity of important agents. Compounds with both linear hydroxamic acids and cyclic acids in which a hydroxamate group is integrated in the quinazoline ring are also covered in this review.
引用
收藏
页码:831 / 845
页数:15
相关论文
共 94 条
[21]  
Dikii IL, 2006, VISN FARM, V2, P64
[22]   Synthesis and investigation of novel 6-(1,2,3-triazol-4-yl)-4-aminoquinazolin derivatives possessing hydroxamic acid moiety for cancer therapy [J].
Ding, Chao ;
Chen, Shaopeng ;
Zhang, Cunlong ;
Hu, Guangnan ;
Zhang, Wei ;
Li, Lulu ;
Chen, Yu Zong ;
Tan, Chunyan ;
Jiang, Yuyang .
BIOORGANIC & MEDICINAL CHEMISTRY, 2017, 25 (01) :27-37
[23]   Quinazoline-Based Hydroxamic Acids: Design, Synthesis, and Evaluation of Histone Deacetylase Inhibitory Effects and Cytotoxicity [J].
Doan Thanh Hieu ;
Duong Tien Anh ;
Pham-The Hai ;
Le-Thi-Thu Huong ;
Park, Eun Jae ;
Choi, Jeong Eun ;
Kang, Jong Soon ;
Phan Thi Phuong Dung ;
Han, Sang-Bae ;
Nguyen-Hai Nam .
CHEMISTRY & BIODIVERSITY, 2018, 15 (06)
[24]   Design, synthesis and evaluation of novel N-hydroxybenzamides/N-hydroxypropenamides incorporating quinazolin-4(3H)-ones as histone deacetylase inhibitors and antitumor agents [J].
Doan Thanh Hieu ;
Duong Tien Anh ;
Nguyen Minh Tuan ;
Pham-The Hai ;
Le-Thi-Thu Huong ;
Kim, Jisung ;
Kang, Jong Soon ;
Tran Khac Vu ;
Phan Thi Phuong Dung ;
Han, Sang-Bae ;
Nguyen-Hai Nam ;
Nguyen-Dang Hoa .
BIOORGANIC CHEMISTRY, 2018, 76 :258-267
[25]   3-Hydroxy-1H-quinazoline-2,4-dione as a New Scaffold To Develop Potent and Selective Inhibitors of the Tumor-Associated Carbonic Anhydrases IX and XII [J].
Falsini, Matteo ;
Squarcialupi, Lucia ;
Catarzi, Daniela ;
Varano, Flavia ;
Betti, Marco ;
Di Cesare Mannelli, Lorenzo ;
Tenci, Barbara ;
Ghelardini, Carla ;
Tanc, Muhammet ;
Angeli, Andrea ;
Supuran, Claudiu T. ;
Colotta, Vittoria .
JOURNAL OF MEDICINAL CHEMISTRY, 2017, 60 (14) :6428-6439
[26]  
Fetisov VI, 1999, DOKL AKAD NAUK+, V367, P776
[27]   Advances in the development of hybrid anticancer drugs [J].
Fortin, Sebastien ;
Berube, Gervais .
EXPERT OPINION ON DRUG DISCOVERY, 2013, 8 (08) :1029-1047
[28]   Multitarget Drugs: an Epigenetic Epiphany [J].
Ganesan, A. .
CHEMMEDCHEM, 2016, 11 (12) :1227-1241
[29]   Hydroxamic acid based histone deacetylase inhibitors with confirmed activity against the malaria parasite [J].
Giannini, Giuseppe ;
Battistuzzi, Gianfranco ;
Vignola, Davide .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (03) :459-461
[30]   P-ALKYLOXYBENZHYDROXAMIC ACIDS, EFFECTIVE INHIBITORS OF THE TRYPANOSOME GLYCEROL-3-PHOSPHATE OXIDASE [J].
GRADY, RW ;
BIENEN, EJ ;
CLARKSON, AB .
MOLECULAR AND BIOCHEMICAL PARASITOLOGY, 1986, 19 (03) :231-240