Construction of C-glycosides of heterocycles containing the pyrimidin-2-amine or the 1H-pyrazolo[3,4-b]pyridine moiety and their biological evaluation for anticancer activities

• Published in: Journal of chemical research Vol. 43; no. 3-4; pp. 152 - 157
• Main Authors: Li, Wu-Wu, Zheng, Min-Yan, Guo, Ying, Zhang, Zun-Ting, Han, Ji-Chang, Jiang, Yan-Ping, Wang, Qiao, Wang, Mei, Ji, Ming-Xiang, Zhang, Yu-Tao
• Format: Journal Article
• Language: English
• Published: London, England SAGE Publications 01.03.2019; Sage Publications Ltd
• Subjects: Alcohol; Anticancer properties; Authorship; Biological activity; Carbon; Cell adhesion & migration; Chemical synthesis; Chromatography; Derivatives; Fourier transforms; Herbal medicine; Mass spectrometry; Methanol; NMR; Nuclear magnetic resonance; Organic chemistry; Prostate cancer; Toxicity; Training; University students; condensation reactions; C-glycosides; pyrimidin-2-amines; antitumor activity; 1H-pyrazolo[3,4-b]pyridines
• ISSN: 1747-5198; 2047-6507
• DOI: 10.1177/1747519819856942

A series of novel C-glycosides of heterocyclic derivatives containing a pyrimidin-2-amine or a 1H-pyrazolo[3,4-b]pyridine moiety were synthesized using condensation reactions of the substituted puerarin with guanidine or 3-amino-5-hydroxypyrazole in methyl alcohol. Their chemical structures were characterized by Fourier-transform infrared spectroscopy, nuclear magnetic resonance, and high-resolution mass spectrometry. In addition, their biological activity has been demonstrated by in vitro evaluation against the human leukemia cells K562 and human prostate cancer cells PC-3 by MTT-based assays, using the commercially available standard drug of cis-platin as a positive control. The results also demonstrated that most of the compounds showed considerable cytotoxicity to these two cell lines of K562 and PC-3, and indicated that novel C-glycosides of heterocyclic derivatives may be potential leads for further biological screenings and may generate drug-like molecules.