title: Synthesis of pyrazolo[3,4-b]pyridines under microwave irradiation in multi-component reactions and their antitumor and antimicrobial activities - Part 1.
abstract: An efficient one-pot synthesis in multi-component system (MRCs) for the preparation of pyrazolo[3,4-b]pyridine derivatives from the reaction of 5-amino-1-phenyl-3-(pyridin-3-yl)-1H-pyrazole with 4-anisaldehyde and p-substituted β-ketonitriles or with pyruvic acid and some aromatic aldehydes in acetic acid medium. The reactions were carried out by two different techniques, conventional heating and microwave irradiation. These compounds were screened for their antibacterial activity against Gram-positive bacteria (Bacillus), Gram-negative bacteria (Escherichia coli, Enterobacter cloaca and serratia) and antifungal activity against Fusarium Oxysporum and Penicillium expansum. Also, among the synthesized compounds 4a-f tested for antitumor activity against liver cell line. Compounds 6-(4-Fluorophenyl)-4-(4-methoxyphenyl)-1-phenyl-3-(pyridin-3-yl)-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile (4e) and 4-(4-Methoxyphenyl)-1-phenyl-3,6-di(pyridin-3-yl)-1H-pyrazolo[3,4-b] pyridine-5-carbonitrile (4a) showed the highest activity.
authors.affiliation: Department of Chemistry, Faculty of Science, Tanta University, 31527 Tanta, Egypt.
authors.forename: M A
authors.initials: MA
authors.lastname: El-borai
authors.forename: H F
authors.initials: HF
authors.lastname: Rizk
authors.forename: M F
authors.initials: MF
authors.lastname: Abd-Aal
authors.forename: I Y
authors.initials: IY
authors.lastname: El-Deeb
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D008113:Liver Neoplasms / Q000188:drug therapy*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D008872:Microwaves; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared
chemical_list: D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D011720:Pyrazoles; D011725:Pyridines