Synthesis and antitumor activity evaluation of some pyrrolone and pyridazinone heterocycles derived from 3-((2-oxo-5-(p-tolyl)furan-3(2H)-ylidene)methyl)quinolin-2(1H)-one

References

• Ramadan, S. K.; Abou-Elmagd, W. S. I. Synthesis and anti H5N1 Activities of Some Novel Fused Heterocycles Bearing Pyrazolyl Moiety. Synth. Commun. 2018, 48, 2409–2419. DOI: 10.1080/00397911.2018.1491995.
   Web of Science ®Google Scholar
• Hashem, A. I.; Youssef, A. S. A.; Kandeel, K. A.; Abou-Elmagd, W. S. I. Conversion of Some 2(3H)-Furanones Bearing a Pyrazolyl Group into Other Heterocyclic Systems with a Study of Their Antiviral Activity. Eur. J. Med. Chem. 2007, 42, 934–939. DOI: 10.1016/j.ejmech.2006.12.032.
   PubMed Web of Science ®Google Scholar
• Abou-Elmagd, W. S. I.; El-Ziaty, A. K.; Elzahar, M. I.; Ramadan, S. K.; Hashem, A. I. Synthesis and Antitumor Activity Evaluation of Some N-Heterocycles Derived from Pyrazolyl Substituted 2(3H)-Furanone. Synth. Commun. 2016, 46, 1197–1208. DOI: 10.1080/00397911.2016.1193755.
   Web of Science ®Google Scholar
• El-Ziaty, A. K.; Abou-Elmagd, W. S. I.; Ramadan, S. K.; Hashem, A. I. Synthesis and Biological Screening of Some Chromonylsubstituted Heterocycles Derived from 2(3H)-Furanone Derivative. Synth. Commun. 2017, 47, 471–480. DOI: 10.1080/00397911.2016.1271896.
   Web of Science ®Google Scholar
• Vagadevi, H. M.; Vaidya, V. P.; Latha, K. P.; Padmashali, B. Synthesis and Pharmacological Examination of Some Thiazolidinone Derivatives of Naphtho[2,1-b]Furan. Indian J. Pharm. Sci. 2006, 68, 719. DOI: 10.4103/0250-474X.31002.
   Google Scholar
• Husain, A.; Ahmad, A.; Alam, M. M.; Ajmal, M.; Ahuja, P. Fenbufen Based 3-[5-(Substituted Aryl)-1, 3, 4-Oxadiazol-2-yl]-1-(Biphenyl-4-yl)Propan-1-Ones as Safer anti-Inflammatory and Analgesic Agents. Eur. J Med. Chem. 2009, 44, 3798–3804. DOI: 10.1016/j.ejmech.2009.04.009.
   PubMed Web of Science ®Google Scholar
• Mohammed, M. S.; El-Domany, R. A.; Abd El-Hameed, R. H. Synthesis of Certain Pyrrole Derivatives as Antimicrobial Agents. Acta Pharm. 2009, 59, 145. DOI: 10.2478/v10007-009-0016-9.
   PubMed Web of Science ®Google Scholar
• Alam, M. M.; Asif, H.; Hassan, S. M.; Anwer, T. Synthesis and Pharmacological Evaluation of 2(3H)-Furanones and 2(3H)-Pyrrolones, Combining Analgesic and Anti-Inflammatory Properties with Reduced Gastrointestinal Toxicity and Lipid Peroxidation. Eur. J. Med. Chem. 2009, 44, 2636. DOI: 10.1016/j.ejmech.2008.10.030.
   PubMed Web of Science ®Google Scholar
• Husain, A.; Alam, M. M.; Siddiqui, N. Synthesis, Reactions and Biological Activity of 3-Arylidene-5-(4-Methylphenyl)-2 (3H)-Furanones. J. Serb. Chem. Soc. 2009, 74, 103–115. DOI: 10.2298/JSC0902103H.
   Web of Science ®Google Scholar
• Husain, A.; Alam, M. M.; Hasan, S. M.; Yar, M. S. 2(3H)-Furanones and 2(3H)-Pyrrolones: Synthesis and Antimycobacterial Evaluation. Acta Pol. Pharm. 2008, 66, 173.
   Web of Science ®Google Scholar
• Ali, Y.; Alam, M. S.; Hamid, H.; Hussain, A. 2(3H)-Pyrrolone – A Biologically Active Scaffold (a Review). Orient. J. Chem. 2014, 30, 01–16. DOI: 10.13005/ojc/300101.
   Google Scholar
• Ramadan, S. K.; Abou-Elmagd, W. S. I.; Hashem, A. I. Reactions of 2(3H)-Furanones. A Review. Synth. Commun 2019, 49, 3031–3057. As well as the references cited therein. DOI: 10.1080/00397911.2019.1647441.
   Web of Science ®Google Scholar
• Abou-Elmagd, W. S. I.; Hashem, A. I. Synthesis and Antitumor Activity Evaluation of Some Novel Fused and Spiro Heterocycles Derived from a 2(3H)-Furanone Derivative. J. Heterocyclic Chem. 2016, 53, 202–208. DOI: 10.1002/jhet.2401.
   Web of Science ®Google Scholar
• El-Helw, E. A. E.; Ramadan, S. K. Synthesis and Antimicrobial Activity Evaluation of Some Novel Heterocycles Derived from Chromonyl-2(3H)-Furanone. J. Chem. Res. 2018, 42, 332. DOI: 10.3184/174751918X15295796734379.
   Web of Science ®Google Scholar
• Ramadan, S. K.; Shaban, S. S.; Hashem, A. I. Facile and Expedient Synthesis and anti-Proliferative Activity of Diversely Pyrrolones Bearing 1, 3-Diphenylpyrazole Moiety. Synth. Commun. 2020, 50, 185–196. DOI: 10.1080/00397911.2019.1691737.
   Web of Science ®Google Scholar
• Abou-Elmagd, W. S. I.; Hashem, A. I. Novel Synthesis of Some Isatin Hydrazones and Pyridazinophthalazines. Synth. Commun. 2013, 43, 1083–1091. DOI: 10.1002/chin.201329119.
   Web of Science ®Google Scholar
• Hashem, A. I.; Abou-Elmagd, W. S. I.; El-Ziaty, A. K.; Ramadan, S. K. Ring Transformation of a 2(3H)-Furanone Derivative into Oxazinone and Pyrimidinone Heterocycles. J. Heterocyclic Chem. 2017, 54, 3711–3715. DOI: 10.1002/jhet.2937.
   Web of Science ®Google Scholar
• Sayed, H. H.; Hashem, A. I.; Yousif, N. M.; El-Sayed, W. A. Conversion of 3-Arylazo-5-Phenyl-2(3H)-Furanone into Other Heterocycles of Anticipated Biological Activity. Arch. Pharm. Chem. Life. Sci. 2007, 340, 315–319. DOI: 10.1002/ardp.200700043.
   PubMed Web of Science ®Google Scholar
• Derbala, H. A.; Hamad, A.-S. S.; El Said, W. A.; Hashem, A. I. Conversion of 3-Aryl-5-Phenyl-2(3H)-Furanones into 3(2H)-Isothiazolone Derivatives. Phosphorus, Sulfur Silicon 2001, 175, 153–162. DOI: 10.1080/10426500108040263.
   Web of Science ®Google Scholar
• Hamad, A. S.; Hashem, A. I. A Facile Method for the Synthesis of 6-Aryl-1-(3-Chloropropanoyl)-4-[(E)-1-(2-Furyl)]Methylidine]-1,2,3,4,-Tetrahydropyridazinones and 2-Chloroethyl)-5-[α-Aracyl-β-(2-Furyl)-E-Vinyl-1,3,4-Oxadiazoles. Molecules 2000, 5, 895–907. DOI: 10.3390/50600895.
   Web of Science ®Google Scholar
• Kandeel, K. A.; Youssef, A. S. A.; Abou-Elmagd, W. S. I.; Hashem, A. I. Behaviour of 3-Benzylamino-5-Aryl-2(3H)-Furanones towards Some Nitrogen Nucleophiles. J. Heterocycl. Chem. 2006, 43, 957–962. DOI: 10.1002/jhet.5570430422.
   Web of Science ®Google Scholar
• El-Ziaty, A. K.; Abou-Elmagd, W. S. I.; Ramadan, S. K.; Hashem, A. I. Behaviour of Some 2(3H)-Furanones Bearing a Chromone Moiety as Alkylating Agents. Egypt. J. Chem. 2016, 59, 637.
   Google Scholar
• Abdelbaset, M. S.; Abuo-Rahma, G. E. A.; Abdelrahman, M. H.; Ramadan, M.; Youssif, B. G. M.; Bukhari, S. N. A.; Mohamed, M. F. A.; Abdel-Aziz, M. Novel Pyrrol-2(3H)-Ones and Pyridazin-3(2H)-Ones Carrying Quinoline Scaffold as Anti-Proliferative Tubulin Polymerization Inhibitors. Bioorg. Chem. 2018, 80, 151–163. DOI: 10.1016/j.bioorg.2018.06.003.
   PubMed Web of Science ®Google Scholar
• Mahmoodi, N.; Jazayri, M. Direct Synthesis of γ-Butyrolactones via γ-Phenyl Substituted Butyric Acids Mediated Benzyl Radical Cyclization. Synth. Commun. 2001, 31, 1467–1475. DOI: 10.1081/SCC-100104057.
   Web of Science ®Google Scholar
• Nath, P.; Dhumwad, S. D. Antimicrobial Studies of Co (II), Ni (II), Cu (II) and Zn (II) Complexes Derived from Schiff Bases of 3-Formylquinoline and 3-Hydrazinoquinoxalin-2(1H)-One. Rasayan J. Chem. 2012, 5, 234.
   Google Scholar
• Mosmann, T. Rapid Colorimetric Assay for Cellular Growth and Survival: Application to Proliferation and Cytotoxicity Assays. J. Immunol. Methods 1983, 65, 55–63. DOI: 10.1016/0022-1759(83)90303-4.
   PubMed Web of Science ®Google Scholar
• Denizot, F.; Lang, R. Rapid Colorimetric Assay for Cell Growth and Survival. Modifications to the Tetrazolium Dye Procedure Giving Improved Sensitivity and Reliability. J. Immunol. Methods 1986, 89, 271–277. DOI: 10.1016/0022-1759(86)90368-6.
   PubMed Web of Science ®Google Scholar