Recent contributions of pyridazine as a privileged scaffold of anticancer agents in medicinal chemistry: An updated review

被引:11
作者
Liu, Zi-Qiang [1 ,2 ]
Zhang, Qian [1 ,2 ]
Liu, Yu-Lin [1 ,2 ]
Chui, Rui-Hao [1 ,2 ]
Zhang, Lin-Lin [1 ,2 ]
Zhao, Bing [1 ,2 ]
Ma, Li-Ying [1 ,2 ,3 ]
机构
[1] Zhengzhou Univ, Sch Pharmaceut Sci, State Key Lab Esophageal Canc Prevent & Treatment, Key Lab Adv Pharmaceut Technol,Minist Educ China, Zhengzhou 450001, Henan, Peoples R China
[2] Zhengzhou Univ, Inst Pharmaceut Sci, Zhengzhou 450001, Henan, Peoples R China
[3] China Meheco Topfond Pharmaceut Co, Key Lab Cardiocerebrovasc Drug, Zhumadian 463000, Peoples R China
关键词
Pyridazine; Anticancer; Drug design; Structure-activity relationships; DISCOVERY; POTENT; CANCER; INHIBITORS; DERIVATIVES; GLUTAMINASE; CINNOLINE;
D O I
10.1016/j.bmc.2024.117847
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Pyridazine, as a privileged scaffold, has been extensively utilized in drug development due to its multiple biological activities. Especially around its distinctive anticancer property, a massive number of pyridazinecontaining compounds have been synthesized and evaluated that target a diverse array of biological processes involved in cancer onset and progression. These include glutaminase 1 (GLS1) inhibitors, tropomyosin receptor kinase (TRK) inhibitors, and bromodomain containing protein (BRD) inhibitors, targeting aberrant tumor metabolism, cell signal transduction and epigenetic modifications, respectively. Pyridazine moieties functioned as either core frameworks or warheads in the above agents, exhibiting promising potential in cancer treatment. Therefore, the review aims to summarize the recent contributions of pyridazine derivatives as potent anticancer agents between 2020 and 2024, focusing mainly on their structure-activity relationships (SARs) and development strategies, with a view to show that the application of the pyridazine scaffold by different medicinal chemists provides new insights into the rational design of anticancer drugs.
引用
收藏
页数:19
相关论文
共 112 条
[1]   Synthetic approaches to phosphonylpyridazines: an overview [J].
Abaid, Kmar ;
Touil, Soufiane .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2023, 59 (9-10) :623-627
[2]   Novel triazolophthalazine-hydrazone hybrids as potential PCAF inhibitors: Design, synthesis, in vitro anticancer evaluation, apoptosis, and molecular studies [J].
Abulkhair, Hamada S. ;
Turky, Abdallah ;
Ghiaty, Adel ;
Ahmed, Hany E. A. ;
Bayoumi, Ashraf H. .
BIOORGANIC CHEMISTRY, 2020, 100
[3]   Development of pyridazine derivatives as potential EGFR inhibitors and apoptosis inducers: Design, synthesis, anticancer evaluation, and molecular modeling studies [J].
Ahmed, Marwa F. ;
Santali, Eman Y. ;
El-Deen, Eman M. Mohi ;
Naguib, Ibrahim A. ;
El-Haggar, Radwan .
BIOORGANIC CHEMISTRY, 2021, 106
[4]   Ligand-Based Design on the Dog-Bone-Shaped BIBR1532 Pharmacophoric Features and Synthesis of Novel Analogues as Promising Telomerase Inhibitors with In Vitro and In Vivo Evaluations [J].
Al-Karmalawy, Ahmed A. ;
Nafie, Mohamed S. ;
Shaldam, Moataz A. ;
Elmaaty, Ayman Abo ;
Antar, Samar A. ;
El-Hamaky, Anwar A. ;
Saleh, Mohamed A. ;
Elkamhawy, Ahmed ;
Tawfik, Haytham O. .
JOURNAL OF MEDICINAL CHEMISTRY, 2023, 66 (01) :777-792
[5]   Synthesis and vasodilator activity of some pyridazin-3(2H)-one based compounds [J].
Allam, Heba Abdelrasheed ;
Kamel, Amr A. ;
El-Daly, Mahmoud ;
George, Riham F. .
FUTURE MEDICINAL CHEMISTRY, 2020, 12 (01) :37-50
[6]  
Asif M., 2018, Review Journal of Chemistry, V8, P280, DOI [DOI 10.1134/S2079978018030019, 10.1134/S2079978018030019]
[7]   A vimentin binding small molecule leads to mitotic disruption in mesenchymal cancers [J].
Bollong, Michael J. ;
Pietila, Mika ;
Pearson, Aaron D. ;
Sarkar, Tapasree Roy ;
Ahmad, Insha ;
Soundararajan, Rama ;
Lyssiotis, Costas A. ;
Mani, Sendurai A. ;
Schultz, Peter G. ;
Lairson, Luke L. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2017, 114 (46) :E9903-E9912
[8]   Inhibition of FLT3-ITD Kinase in Acute Myeloid Leukemia by New Imidazo[1,2-b]pyridazine Derivatives Identified by Scaffold Hopping [J].
Brehova, Petra ;
Reznickova, Eva ;
Skach, Krystof ;
Jorda, Radek ;
Dejmek, Milan ;
Vojackova, Veronika ;
Sala, Michal ;
Kovalova, Marketa ;
Dracinsky, Martin ;
Dolnikova, Alexandra ;
Strmen, Timotej ;
Kinnertova, Monika ;
Chalupsky, Karel ;
Dvorakova, Alexandra ;
Gucky, Tomas ;
Kaiserova, Helena Mertlikova ;
Klener, Pavel ;
Nencka, Radim ;
Krystof, Vladimir .
JOURNAL OF MEDICINAL CHEMISTRY, 2023, 66 (16) :11133-11157
[9]   Fragment-Based NMR Screening of the BPTF PHD Finger Methyl Lysine Reader Leads to the First Small-Molecule Inhibitors [J].
Buchholz, Caroline R. ;
Sneddon, Molly S. ;
Mcpherson, Joseph E. ;
Das, Sourav ;
Gee, Clifford T. ;
Grillo, Michael J. ;
Chai, Sergio C. ;
Lee, Richard E. ;
Chen, Taosheng ;
Harki, Daniel A. ;
Shelat, Anang A. ;
Pomerantz, William C. K. .
ACS MEDICINAL CHEMISTRY LETTERS, 2023, 14 (10) :1441-1447
[10]   Mammalian SWI/SNF Chromatin Remodeling Complexes: Emerging Mechanisms and Therapeutic Strategies [J].
Centore, Richard C. ;
Sandoval, Gabriel J. ;
Soares, Luis Miguel Mendes ;
Kadoch, Cigall ;
Chan, Ho Man .
TRENDS IN GENETICS, 2020, 36 (12) :936-950