Article
Chemistry, Applied
Guangkai Yao, Chuanle Zhu, Tianyi Qin, Mengfan Wang, Zhixiu Sun, Ri-Yuan Tang, Chen Zhao, Huanfeng Jiang, Hanhong Xu
Summary: The oxidative [3+2+1] annulation reaction of aldehydes, 5-aminopyrazoles, and nitriles under the oxidation of I-2/O-2 produces valuable pyrazolo[3,4-d]pyrimidines in yields of 27%-91%. This reaction is notable for being transition-metal free, operationally simple, having a broad substrate scope, good functional group tolerance, and being scalable.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Biochemical Research Methods
Ravindra Kulkarni, Krishna Kompalli, Naveen Gaddam, Chandrashekar Venkaraddi Mangannavar, Bikshupati Darna, Achaiah Garlapati, Dileep Kumar, Baswaraju Machha
Summary: The study reported the synthesis of novel pyrazolo[3,4-d]pyrimidines with significant anti-inflammatory and antitubercular activities. Some compounds exhibited potent activity against various bacterial and fungal strains. Molecular docking studies revealed favorable interactions in the active site of p38 kinase.
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING
(2021)
Article
Biochemistry & Molecular Biology
Manel Ben Hassen, Dhouha Msalbi, Badr Jismy, Fares Elghali, Sami Aifa, Hassan Allouchi, Mohamed Abarbri, Fakher Chabchoub
Summary: A series of new [1,2,4]triazolo[4,3-a]pyrimidine derivatives were synthesized using a one-pot three-component synthesis. The structures of the compounds were confirmed by various analyses. The compounds were evaluated for their antitumor activity and displayed promising results against cancer cell lines.
Article
Chemistry, Medicinal
Alessandro Trentini, Stefania Hanau, Maria Cristina Manfrinato, Barbara Cacciari
Summary: Pyrazolo[3,4-d]pyrimidines are chemical compounds that have remarkable versatility and significance in both biological and chemical contexts. They have the ability to easily react with various molecules in chemical reactions and interact with biological molecules, making them valuable for designing new compounds and developing innovative medicines.
FUTURE MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Organic
Jiahan Li, Xiao-Yong Duan, Xiaojie Ren, Yanting Li, Jing Qi
Summary: An enantioselective construction of pyrazolo-[3,4-b]-pyridones was achieved via N-heterocyclic carbene-catalyzed [3 + 3] annulation of enals with 5-aminopyrazoles. This protocol provides a highly efficient synthetic approach for the preparation of various substituted pyrazolo-[3,4-b]-pyridones and an effective method for the rapid synthesis of enantiopure spirooxindone derivatives.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Medicinal
Mai Maher, Ashraf F. Zaher, Zeinab Mahmoud, Asmaa E. Kassab
Summary: This mini review summarizes the recent advances in the green synthesis of pyrazolo[3,4-d]pyrimidines from 2006 to 2019.
ARCHIV DER PHARMAZIE
(2022)
Article
Chemistry, Organic
Vladislav Yu. Shuvalov, Ekaterina Yu. Vlasova, Tatyana Yu. Zheleznova, Alexander S. Fisyuk
Summary: An efficient one-pot strategy was developed for synthesizing 4-arylpyrazolo[3,4-b]pyridin-6-ones from pyrazolo[3,4-b]pyridin6-ones. The reaction was carried out under solvent-free conditions using t-BuOK/DMSO as a superbasic medium to eliminate a benzamide molecule. The synthesized compounds showed fluorescence properties with a wavelength range of 409-440 nm and a quantum yield of 0.09-0.23 under UV light.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Medicine, Research & Experimental
Zukela Ruzi, Khurshed Bozorov, Lifei Nie, Jiangyu Zhao, Haji Akber Aisa
Summary: A novel series of pyrazolo[3,4-d]pyrimidine derivatives bearing carbon-aryl(heteryl)idene moieties was synthesized, with compound 10k showing potent anticancer activity by inducing G2/M phase arrest and decreasing mitochondrial membrane potential. It also exhibited significant inhibition of cell migration and tube formation in HUVEC. Molecular modeling studies indicated that 10k may exert its anticancer effects by forming hydrogen bonds with VEGFR-2 and inhibiting tubulin polymerization.
BIOMEDICINE & PHARMACOTHERAPY
(2022)
Article
Agronomy
Wei Wang, Xiang Cheng, Xue Cui, Dongguo Xia, Ziqing Wang, Xianhai Lv
Summary: Novel fungicide derivatives with a pyrazolo[3,4-d]pyrimidin-4-one skeleton were synthesized and evaluated for antifungal activities. Compound 8Vc, with introduced chiral groups, showed significant antifungal activity against Valsa mali and Physalospora piricola by potentially altering mycelial morphology and increasing cell membrane permeability, providing valuable insights for future antifungal agents.
PEST MANAGEMENT SCIENCE
(2021)
Article
Chemistry, Medicinal
Reham F. Barghash, Wagdy M. Eldehna, Marketa Kovalova, Veronika Vojatkova, Vladimir Krystof, Hatem A. Abdel-Aziz
Summary: The study reported the development of novel pyrazolo[3,4-b]pyridine derivatives as potential anticancer agents, showing broad-spectrum anti-proliferative activities and moderate to excellent anti-leukemic activity against leukemia cell lines. Some compounds also affected the cell cycle and the expression of related proteins in RS4;11 cells.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Xiao-Yu Miao, Yong-Ji Hu, Fu-Rao Liu, Yuan-Yuan Sun, Die Sun, An-Xin Wu, Yan-Ping Zhu
Summary: A cascade 6-endo-dig cyclization reaction has been developed for the switchable synthesis of halogen and non-halogen-functionalized pyrazolo[3,4-b]pyridines. This reaction demonstrated wide substrate scope, good functional group tolerance, and excellent regional selectivity.
Article
Biochemistry & Molecular Biology
Ramulu Parupalli, Ravikumar Akunuri, Akella Spandana, Regur Phanindranath, Suneela Pyreddy, Mohd Rabi Bazaz, Manasa Vadakattu, Swanand Vinayak Joshi, Sushmitha Bujji, Balakishan Gorre, Venkata Madhavi Yaddanapudi, Manoj P. Dandekar, Velma Ganga Reddy, Narayana Nagesh, Srinivas Nanduri
Summary: Cancer is characterized by uncontrolled cell proliferation and the invasion of neighboring tissues and organs. DNA has emerged as a promising therapeutic target for cancer due to its crucial role in cell division and maintenance. In this study, a series of compounds were synthesized and evaluated for their anticancer activity against human cancer cell lines. Several compounds showed strong inhibitory effects on HeLa cells, with selectivity over non-cancerous cells. The compounds induced cell cycle arrest, apoptosis, and DNA damage in HeLa cells, suggesting their potential as anticancer agents.
BIOORGANIC CHEMISTRY
(2023)
Article
Chemistry, Applied
Farzaneh Ghobakhloo, Davood Azarifar, Masoud Mohammadi, Masoumeh Ghaemi
Summary: An efficient method for the immobilization of bifunctional HEPES catalyst and its application in the synthesis of Biginelli-like compounds has been developed. The catalyst demonstrated high efficacy, reusability, and easy purification of the products, making it a promising option for the Biginelli reaction.
APPLIED ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Barbara Cacciari, Romeo Romagnoli, Arianna Romani, Alessandro Trentini, Stefania Hanau
Summary: The study aimed to identify new compounds for potential antiproliferative drug candidates, with the most effective compounds showing selectivity against cancer cells. The presence of a substituted pyrazolo[3,4-d]pyrimidine core and substituents at the thiol function in the 6-position were found to be essential for this antiproliferative activity.
FUTURE MEDICINAL CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Salvatore Di Maria, Francesca Picarazzi, Mattia Mori, Annarita Cianciusi, Anna Carbone, Emmanuele Crespan, Cecilia Perini, Samantha Sabetta, Serenella Deplano, Federica Poggialini, Alessio Molinari, Rossella Aronne, Elias Maccioni, Giovanni Maga, Adriano Angelucci, Silvia Schenone, Francesca Musumeci, Elena Dreassi
Summary: This study identified a family of pyrazolo[3,4-d]pyrimidines as dual Src/Bcr-Abl inhibitors through a target-oriented approach. These compounds showed potential anti-leukemic activity and could be promising candidates for chronic myeloid leukemia (CML) therapy.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Fuying Zhu, Yamei Lin
Summary: In this study, a low-metal iron-supported catalyst (Fe20/NC-Mg) was reported for the efficient synthesis of quinoxaline compounds, using water as a solvent and without additional bases. The synergistic effect of FeNx site and Mg (OH)2 nanorods in the catalyst played a key role in achieving high yields (82-91%) in 16 examples. The gram-level synthesis and reusability of the catalysts after four cycles demonstrated its industrial application potential.
Article
Chemistry, Organic
Mikhail Kozlov, Alexey Tyurin, Andrey Dmitrenok, Vyacheslav Rusak, Aleksander Fedorov, Igor Zavarzin, Yulia Volkova
Summary: This study presents a novel and practical synthesis method for phosphorus-substituted 1,3,4-thiadiazolines using phosphorylthioformic acid hydrazides and ketones. The protocol demonstrates operational simplicity, availability of reagents, and tolerance towards different functional groups.
Article
Chemistry, Organic
Jisna Jose, Thomas Mathew
Summary: 2-Cyclopentenone and its derivatives are highly esteemed synthetic intermediates with exceptional utility in organic synthesis. They are favored structural motifs in numerous pharmaceutical drugs and natural products, highlighting their significance. The review discusses the various methods used to synthesize cyclopentenones from 2016 to 2023.
