Introduction : Pyridone derivatives played important roles in the last decade to approach many and different functionalities, especially as antitumor, antibacterial, anti-fungal, and many of pharmacological activities. Methodology : Novel compounds of 5-Arylazo-2-[(substituted)-3, 4, 5-trihydroxy-6-(hydroxymethyl) tetrahydro-2H-pyran-2-yloxy]-4, 6-dimethylnicotinonitrile, (3a-e), generally called (fluroarylazopyridine glucosides) were synthesised via green protocol, microwave. Results : The compounds were investigated by (IR, 1 HNMR, 13 CNMR and mass spectrometry). Where some of pharmacological activities like antibacterial and antifungal studies had been investigated and characterized. It was found that 3a-d had characterized by high activities as antibacterial and antifungal. Where microwave synthetic methods were more efficient, gave higher products quantity, and more saving for time requirement and for using of much more solvents.
Goryaeva, M.V., Burgart, Y.V., Kudyakova, Y.S., Ezhikova, M.A., Kodess, M.I. and Saloutin, V.I. (2017) Synthesis of Pyridone Derivatives from 7-Hydroxy-7-poly-fluoroalkylhexahydroimidazo[1,2-a]pyridin-5-ones. European Journal of Organic Chemistry, 2017, 3986-3991. https://doi.org/10.1002/ejoc.201700683
Luo, T.T., Li, Y.Q., Xu, Y.X., Zhang, S.T., Wang, Y.J., Kou, X.M. and Xiao, D. (2017) Rapid Synthesis of a Hyper-fluorescence 2-Pyridone Derivative as a Fluorescent Molecular Sensor for Picric Acid. Sensors and Actuators B, 253, 231-238. https://doi.org/10.1016/j.snb.2017.06.080
Rateb, N.M., El-Deab, H.A. and Abdou, I.M. (2013) Antimicrobial Evaluation of New Synthesize Pyridine Nucleosides under Solvent-Free Conditions. Nucleosides, Nucleotides and Nucleic Acids, 32, 493-509. https://doi.org/10.1080/15257770.2013.827206
Romeo, R., Carnovale, C., Salvatore, V., Romeo, G., Macchi, B., Frezza Caterina, F. and Pistar’a, V. (2012) Truncated Phosphonated C-1’-branched N,O-Nucleosides: A New Class of Antiviral Agents. Bioorganic & Medicinal Chemistry, 20, 3652-3657. https://doi.org/10.1016/j.bmc.2012.03.047
Abdel Motaal, E.A., El-Gaby, M.S.A. and Salem, M.A. (2015) Design, Synthesis and Anticancer Activity of New 3-cyano-2 (1H) -pyridone and cyanopyridine-2-(1H)-thione Derivatives. Oriental Journal of Chemistry, 31, 875-884. https://doi.org/10.13005/ojc/310230
Abdellattif, M.H., Maghrabi, I.A., Areef, M.M.H., El-Deab, H.A., Mouneir, S.M. and Belal, A. (2016) Efficient Mi-crowave-Assisted Solvent-Free Synthesis and Molecular Docking Studies of 2-pyridone derivatives as Anticancer Agents and Evaluation of Cytotoxic Effects. Journal of Advances in Chemistry, 12, 4351-4364.
Abadi, A.H., Ibrahim, T.M., Abouzid, K.M., Lehmann, J., Tinsley, H.N., Gary, B.D. andPiazza, G.A. (2009) Design, Synthesis and Biological Evaluation of Novel Pyridine Derivatives as Anticancer Agents and Phosphodiesterase 3 Inhibitors. Bioorganic & Medicinal Chemistry, 17, 5974-5982. https://doi.org/10.1016/j.bmc.2009.06.063
Khidre, R.E., El-Gogary, S.R. and Mostafa, M.S. (2017) Design, Synthesis, and Antimicrobial Evaluation of some Novel Pyridine, Coumarin, and Thiazole Derivatives. Journal of Heterocyclic Chemistry, 54, 2511. https://doi.org/10.1002/jhet.2854
Mahmoud, M.R., El-Azm, F.S.M.A., Ali, A.T. and Ali, Y.M. (2017) Synthesis and Antimicrobial Evaluation of Some Novel Dithiolane, Thiophene, Coumarin, and 2-Pyridone Derivatives. Synthetic Communications, 47, 1591-1600. https://doi.org/10.1080/00397911.2017.1336776
Zhou, Y., Wang, J., Gu, Z., Wang, S., Zhu, W., Acena, J.L., Soloshonok, V.A., Izawa, K. and Liu, H. (2016) Next Generation of Fluorine-Containing Pharmaceuticals, Compounds Currently in Phase II-III Clinical Trials of Major Pharmaceutical Companies: New Structural Trends and Therapeutic Areas. Chemical Reviews, 116, 422-518. https://doi.org/10.1021/acs.chemrev.5b00392
Fujiwara, T. and O’Hagan, D. (2014) Herbicidal and Fungistatic Properties of Fluorine Analogs of Phenoxyacetic Herbicides. Journal of Fluorine Chemistry, 167, 16-29. https://doi.org/10.1016/j.jfluchem.2014.06.014
Hiyama, T. and Yamamoto, H. (2000) Biologically Active Organofluorine Compounds. Springer-Verlag, Berlin Heidelberg, 137-182. https://doi.org/10.1007/978-3-662-04164-2_5
Tse, B. (2013) A Versatile Method to Prepare Difluorinated Primary Alcohols and Its Application to the Syntheses of Novel Acyclic Fluorinated Nucleosides. Tetrahedron Letters, 54, 6909-6911 https://doi.org/10.1016/j.tetlet.2013.10.037
Kibou, Z., Cheikh, N., Villemin, D., Choukchou-Braham, N., Mostefa-Kara, B. and Benabdallah, M. (2011) A Simple and Efficient Procedure for a 2-Pyridones Synthesis under Solvent-Free Conditions. International Journal of Organic Chemistry, 1, 242-249. https://doi.org/10.4236/ijoc.2011.14035
Andrzejawska, M., Kanninski, J. and Kazimierczuk, Z. (2002) Microwave Induced Synthesis of Ribonu-cleosides on Solid Support. Nucleosides Nucleotides Nucleic Acids, 21, 73-78. https://doi.org/10.1081/ncn-120006532
El-Sayed, H.A., Moustafa, A.H., Haikal, A.Z., Abdou, I.M. and El Ashry, E.S.H. (2008) Synthesis and Evaluation of Antimicrobial Activity of Some Pyrimidine Glycosides. Nucleosides Nucleotides Nucleic Acids, 27, 1061-1071. https://doi.org/10.1080/15257770802271805
Elgemeie, G.E.H., Attia, A.M.E. and Fathy, N.M. (1994) Glycosides of Heterocycles: A Direct Route to 1-(β-D-glycopyranosyl)pyridinethione Nucleosides. Liebigs Annalen der Chemie, 955-958. https://doi.org/10.1002/jlac.199419940919
Attia, A.M.E. and Elgemeie, G.E.H. (1995) Glycosides of Heterocyles. Nucleosides Nucleotides Nucleic Acids, 4, 1211-1218. https://doi.org/10.1080/15257779508010684
Bauer, A.W., Kirby, W.M., Sherris, C. and Turck, M. (1966) Antibiotic Susceptibility Testing by a Standardized Single Disk Method. American Journal of Clinical Pathology, 45, 493-496.
Pfaller, M.A., Burmeister, L., Bartlett, M.A. and Rinaldi, M.G. (1988) Multicenter Evaluation of Four Methods of Yeast Inoculum Preparation. Journal of Clinical Microbiology, 26, 1437-1441.
Shehab, W.S. and Mouneir, S.M. (2015) Design, Synthesis, Antimicrobial Activity and Anticancer Screening of Some New 1,3-thiazolidin-4-ones Derivatives. European Journal of Chemistry, 6, 157-162. https://doi.org/10.5155/eurjchem.6.2.157-162.1219
National Committee for Clinical Laboratory Standards (1997) Performance. Vol. 41, Anti-microbial Susceptibility of Flavobacteria.
National Committee for Clinical Laboratory Standards (1993) Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically. Approved Standard M7-A3. National Committee for Clinical Laboratory Standards, Villanova.
National Committee for Clinical Laboratory Standards (2002) Reference Method for Broth Dilution Antifungal Susceptibility Testing of Conidium-Forming Filamentous Fungi: Proposed Standard M38-A. NCCLS, Wayne.
National Committee for Clinical Laboratory Standards (2003) Method for Antifungal Disk Diffusion Susceptibility Testing of Yeast: Proposed Guideline M44-P. NCCLS, Wayne.
Liebowitz, L.D., Ashbee, H.R., Evans, E.G.V., Chong, Y., Mallatova, N., Zaidi, M., Gibbs, D. and Global Antifungal Surveillance Group (2001) A Two Year Global Evaluation of the Susceptibility of Candida Species to Fluconazole by Disk Diffusion. Diagnostic Microbiology and Infectious Disease, 4, 27-33. https://doi.org/10.1016/S0732-8893(01)00243-7