Quinoxaline-Based Scaffolds Targeting Tyrosine Kinases and Their Potential Anticancer Activity

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dc.AffiliationOctober University for modern sciences and Arts (MSA)
dc.contributor.authorEl Newahie A.M.S.
dc.contributor.authorIsmail N.S.M.
dc.contributor.authorAbou El Ella D.A.
dc.contributor.authorAbouzid K.A.M.
dc.contributor.otherFaculty of Pharmacy
dc.contributor.otherDepartment of Pharmaceutical Organic Chemistry
dc.contributor.otherOctober University for Modern Science and Arts (MSA)
dc.contributor.otherCairo
dc.contributor.otherEgypt; Faculty of Pharmaceutical Sciences and Pharmaceutical Industries
dc.contributor.otherDepartment of Pharmaceutical Chemistry
dc.contributor.otherFuture University
dc.contributor.otherCairo
dc.contributor.otherEgypt; Faculty of Pharmacy
dc.contributor.otherDepartment of Pharmaceutical Chemistry
dc.contributor.otherAin Shams University
dc.contributor.otherAbbassia
dc.contributor.otherCairo
dc.contributor.other11566
dc.contributor.otherEgypt
dc.date.accessioned2020-01-09T20:41:37Z
dc.date.available2020-01-09T20:41:37Z
dc.date.issued2016
dc.descriptionScopus
dc.descriptionMSA Google Scholar
dc.description.abstractQuinoxaline derivatives, also called benzopyrazines, are an important class of heterocyclic compounds. Quinoxalines have drawn great attention due to their wide spectrum of biological activities. They are considered as an important basis for anticancer drugs due to their potential activity as protein kinase inhibitors. In this review, we focus on the chemistry of the quinoxaline derivatives, the strategies for their synthesis, their potential activities against various tyrosine kinases, and on the structure-activity relationship studies reported to date. � 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.en_US
dc.description.urihttps://www.scimagojr.com/journalsearch.php?q=19956&tip=sid&clean=0
dc.identifier.doihttps://doi.org/10.1002/ardp.201500468
dc.identifier.doiPubMed ID 27062086
dc.identifier.issn3656233
dc.identifier.otherhttps://doi.org/10.1002/ardp.201500468
dc.identifier.otherPubMed ID 27062086
dc.identifier.urihttps://t.ly/6xwGP
dc.language.isoEnglishen_US
dc.publisherWiley-VCH Verlagen_US
dc.relation.ispartofseriesArchiv der Pharmazie
dc.relation.ispartofseries349
dc.subjectAnticanceren_US
dc.subjectKinase inhibitorsen_US
dc.subjectQuinoxalinesen_US
dc.subjectSARen_US
dc.subjectSynthetic strategiesen_US
dc.subjectantineoplastic agenten_US
dc.subjectcyclin dependent kinase 1en_US
dc.subjectcyclin dependent kinase 2en_US
dc.subjectcyclin dependent kinase 4en_US
dc.subjectcyclin dependent kinase 6en_US
dc.subjectdoxorubicinen_US
dc.subjectJanus kinase 2 inhibitoren_US
dc.subjectprotein kinase inhibitoren_US
dc.subjectprotein tyrosine kinase inhibitoren_US
dc.subjectquinoxaline derivativeen_US
dc.subjectvasculotropin inhibitoren_US
dc.subjectantineoplastic agenten_US
dc.subjectprotein kinase inhibitoren_US
dc.subjectprotein tyrosine kinaseen_US
dc.subjectquinoxaline derivativeen_US
dc.subjectantineoplastic activityen_US
dc.subjectbiological activityen_US
dc.subjectdrug cytotoxicityen_US
dc.subjectdrug synthesisen_US
dc.subjectdrug targetingen_US
dc.subjecthumanen_US
dc.subjectnonhumanen_US
dc.subjectpriority journalen_US
dc.subjectReviewen_US
dc.subjectstructure activity relationen_US
dc.subjectantagonists and inhibitorsen_US
dc.subjectchemical structureen_US
dc.subjectchemistryen_US
dc.subjectmolecular modelen_US
dc.subjectsynthesisen_US
dc.subjectAntineoplastic Agentsen_US
dc.subjectHumansen_US
dc.subjectModels, Molecularen_US
dc.subjectMolecular Structureen_US
dc.subjectProtein Kinase Inhibitorsen_US
dc.subjectProtein-Tyrosine Kinasesen_US
dc.subjectQuinoxalinesen_US
dc.subjectStructure-Activity Relationshipen_US
dc.titleQuinoxaline-Based Scaffolds Targeting Tyrosine Kinases and Their Potential Anticancer Activityen_US
dc.typeReviewen_US
dcterms.isReferencedByGonz�lez, M., Cerecetto, H., (2012) Expert Opin. Ther. Pat, 22, pp. 1289-1302; Gupta, R.R., Kumar, M., Gupta, V., (2013) Heterocyclic Chemistry: Volume II: Five-Membered Heterocycles, , Springer, Jaipur, India; Patidar, A.K., Jeyakandan, M., Mobiya, A.K., Selvam, G., (2011) ChemInform, 42, pp. 386-392; Sanna, P., Carta, A., Loriga, M., Zanetti, S., Sechi, L., (1998) Il Farmaco, 53, pp. 455-461; Carta, A., Piras, S., Loriga, G., Paglietti, G., (2006) Mini Rev. Med. Chem, 6, pp. 1179-1200; Carta, A., Corona, P., Loriga, M., (2005) Curr. Med. Chem, 12, pp. 2259-2272; Issa, D.A., Habib, N.S., Wahab, A.E.A., (2015) MedChe123456789/309m, 6, pp. 202-211; Chairs, J.B., (1998) Curr. Opin. Struct. Biol, 8, pp. 314-332; Ding, Z., Parchment, R.E., LoRusso, P.M., Zhou, J.-Y., Li, J., Lawrence, T.S., Sun, Y., Wu, G.S., (2001) Clin. Cancer Res, 7, pp. 3336-3342; Ghorab, M., Ragab, F., Heiba, H., El-Gazzar, M., El-Gazzar, M., (2011) Acta Pharm, 61, pp. 415-425; Madhusudan, S., Ganesan, T.S., (2004) Clin. Biochem, 37, pp. 618-635; Hoefnagel, A.J., Van Koningsveld, H., Van Meurs, F., Peters, J.A., Sinnema, A., Van Bekkum, H., (1993) Tetrahedron, 49, pp. 6899-6912; Manning, G., Whyte, D.B., Martinez, R., Hunter, T., Sudarsanam, S., (2002) Science, 298, pp. 1912-1934; Hanks, S.K., Quinn, A.M., Hunter, T., (1988) Science, 241, pp. 42-52; Robinson, D.R., Wu, Y.-M., Lin, S.-F., (2000) Oncogene, 19, pp. 5548-5557; Gotink, K.J., Verheul, H.M., (2010) Angiogenesis, 13, pp. 1-14; Dhanasekaran, N., Reddy, E.P., (1998) Oncogene, 17, pp. 1447-1455; Liu, Y., Gray, N.S., (2006) Nat. Chem. Biol, 2, pp. 358-364; Schlessinger, J., (2000) Cell, 103, pp. 211-225; Hubbard, S.R., Miller, W.T., (2007) Curr. Opin. Cell Biol, 19, pp. 117-123; Pawson, T., (2004) Cell, 116, pp. 191-203; Gotink, K.J., Verheul, H.M., (2010) Angiogenesis, 13, pp. 1-14; Stout, T., Foster, P., Matthews, D., (2004) Curr. Pharm. Design, 10, pp. 1069-1082; Gris, J., Glisoni, R., Fabian, L., Fern�ndez, B., Moglioni, A.G., (2008) Tetrahedron Lett, 49, pp. 1053-1056; Amadeu, F.B., Clegg, W., Dillon, C.J., Fonseca, C.F., Johnstone, R.A., (2001) J. Chem. Soc., Perk. T, 2, pp. 1315-1324; Rode, H., Sprang, T., Besch, A., Loose, J., Otto, H.-H., (2005) Die Pharmazie-Int. J. Pharm. Sci, 60, pp. 723-731; Wang, S., Yan, J., Wang, X., Yang, Z., Lin, F., Zhang, T., (2010) Eur. J. Med. Chem, 45, pp. 1250-1255; Kowalski, J.A., Leonard, S.F., Lee, G.E., (2006) J. Comb. Chem, 8, pp. 774-779; Cai, J.-J., Zou, J.-P., Pan, X.-Q., Zhang, W., (2008) Tetrahedron Lett, 49, pp. 7386-7390; Cho, Y.-H., Kim, K.-H., Cheon, C.-H., (2014) J. Org. Chem, 79, pp. 901-907; Yuan, H., Li, K., Chen, Y., Wang, Y., Cui, J., Chen, B., (2013) Synlett, 24, pp. 2315-2319; Antoniotti, S., Du�ach, E., (2002) Tetrahedron Lett, 43, pp. 3971-3973; Bhosale, R.S., Sarda, S.R., Ardhapure, S.S., Jadhav, W.N., Bhusare, S.R., Pawar, R.P., (2005) Tetrahedron Lett, 46, pp. 7183-7186; Parra, S., Laurent, F., Subra, G., Deleuze-Masquefa, C., Benezech, V., Fabreguettes, J.-R., Vidal, J.-P., Small, R., (2001) Eur. J. Med. Chem, 36, pp. 255-264; Qi, C., Jiang, H., Huang, L., Chen, Z., Chen, H., (2011) Synthesis, 2011, pp. 387-396; Li, C., Zhang, F., Yang, Z., Qi, C., (2014) Tetrahedron Lett, 55, pp. 5430-5433; Chandrasekhar, S., Reddy, N.K., Kumar, V.P., (2010) Tetrahedron Lett, 51, pp. 3623-3625; Kamal, A., Babu, K.S., Kovvuri, J., Manasa, V., Ravikumar, A., Alarifi, A., (2015) Tetrahedron Lett, 56, pp. 7012-7015; Noolvi, M.N., Patel, H.M., Bhardwaj, V., Chauhan, A., (2011) Eur. J. Med. Chem, 46, pp. 2327-2346; Dai, Y., (2010) Expert Opin. Ther. Pat, 20, pp. 885-897; Folkman, J., (2007) Nat. Rev. Drug Disc, 6, pp. 273-286; Hicklin, D.J., Ellis, L.M., (2005) J. Clin. Oncol, 23, pp. 1011-1027. , Epub 2004 Dec 7; Ferrara, N., (2004) Endocr. Rev, 25, pp. 581-611; Holmes, K., Roberts, O.L., Thomas, A.M., Cross, M.J., (2007) Cell. Signal, 19, pp. 2003-2012; Guo, S., Colbert, L.S., Fuller, M., Zhang, Y., Gonzalez-Perez, R.R., (2010) Biochim. Biophys. Acta, 1806, pp. 108-121. , Epub 2010 May 11; Fearnley, G.W., Bruns, A.F., Wheatcroft, S.B., Ponnambalam, S., (2015) Biol. Open, , BI O201410884; Otrock, Z.K., Makarem, J.A., Shamseddine, A.I., (2007) Blood Cell. Mol. Dis, 38, pp. 258-268; Whatmore, J.L., Swann, E., Barraja, P., Newsome, J.J., Bunderson, M., Beall, H.D., Tooke, J.E., Moody, C.J., (2002) Angiogenesis, 5, pp. 45-51; Strawn, L.M., McMahon, G., App, H., Schreck, R., Kuchler, W.R., Longhi, M.P., Hui, T.H., Gazit, A., (1996) Cancer Res, 56, pp. 3540-3545; Weng, Q., Zhang, J., Cao, J., Xia, Q., Wang, D., Hu, Y., Sheng, R., Zhu, H., (2011) Invest. New Drug, 29, pp. 1177-1187; Shahin, M.I., El Ella, D.A.A., Ismail, N.S., Abouzid, K.A., (2014) Bioorg. Chem, 56, pp. 16-26; Palmer, B.D., Smaill, J.B., Boyd, M., Boschelli, D.H., Doherty, A.M., Hamby, J.M., Khatana, S.S., Panek, R.L., (1998) J. Med. Chem, 41, pp. 5457-5465; Gazit, A., App, H., McMahon, G., Chen, J., Levitzki, A., Bohmer, F.D., (1996) J. Med. Chem, 39, pp. 2170-2177; Hojjat-Farsangi, M., (2014) Int. J. Mol. Sci, 15, pp. 13768-13801; Gazit, A., Yee, K., Uecker, A., B�hmer, F.-D., Sj�blom, T., �stman, A., Waltenberger, J., Heinrich, M.C., (2003) Bioorg. Med. Chem, 11, pp. 2007-2018; Kovalenko, M., Gazit, A., B�hmer, A., Rorsman, C., R�nnstrand, L., Heldin, C.-H., Waltenberger, J., Levitzki, A., (1994) Cancer Res, 54, pp. 6106-6114; Myers, M.R., He, W., Hanney, B., Setzer, N., Maguire, M.P., Zulli, A., Bilder, G., Needle, S., (2003) Bioorg. Med. Chem. Lett, 13, pp. 3091-3095; Rous, P., (1911) J. Exp. Med, 13, pp. 397-411; Chen, P., Norris, D., Iwanowicz, E.J., Spergel, S.H., Lin, J., Gu, H.H., Shen, Z., Pang, S., (2002) Bioorg. Med. Chem. Lett, 12, pp. 1361-1364; Porter, J., Lumb, S., Lecomte, F., Reuberson, J., Foley, A., Calmiano, M., Le Riche, K., Franklin, R.J., (2009) Bioorg. Med. Chem. Lett, 19, pp. 397-400; Trusolino, L., Comoglio, P.M., (2002) Nat. Rev. Cancer, 2, pp. 289-300; Birchmeier, C., Birchmeier, W., Gherardi, E., Woude, G.F.V., (2003) Nat. Rev. Mol. Cell Biol, 4, pp. 915-925; Abidoye, O., Murukurthy, N., Salgia, R., (2007) Rev. Recent Clin. Trials, 2, pp. 143-147; Comoglio, P.M., Giordano, S., Trusolino, L., (2008) Nat. Rev. Drug Disc, 7, pp. 504-516; Eder, J.P., Woude, G.F.V., Boerner, S.A., LoRusso, P.M., (2009) Clin. Cancer Res, 15, pp. 2207-2214; Wang, X., Le, P., Liang, C., Chan, J., Kiewlich, D., Miller, T., Harris, D., Vasile, S., (2003) Mol. Cancer Therap, 2, pp. 1085-1092; Abbas, H.-A.S., Al-Marhabi, A.R., Eissa, S.I., Ammar, Y.A., (2015) Bioorg. Med. Chem, 23, pp. 6560-6572; Wu, K., Ai, J., Liu, Q., Chen, T., Zhao, A., Peng, X., Wang, Y., Xu, Y., (2012) Bioorg. Med. Chem. Lett, 22, pp. 6368-6372; Hersperger, R., Dawson, J., Mueller, T., (2002) Bioorg. Med. Chem. Lett, 12, pp. 233-235; Kumar, S.R., Singh, J., Xia, G., Krasnoperov, V., Hassanieh, L., Ley, E.J., Scehnet, J., Press, M.F., (2006) Am. J. Pathol, 169, pp. 279-293; Stephenson, S.-A., Slomka, S., Douglas, E.L., Hewett, P.J., Hardingham, J.E., (2001) BMC Mol. Biol, 2, p. 15; Castellano, G., Reid, J.F., Alberti, P., Carcangiu, M.L., Tomassetti, A., Canevari, S., (2006) Cancer Res, 66, pp. 10709-10719; Himanen, J.-P., Nikolov, D.B., (2003) Int. J. Biochem. Cell Biol, 35, pp. 130-134; Unzue, A., Dong, J., Lafleur, K., Zhao, H., Frugier, E., Caflisch, A., Nevado, C., (2014) J. Med. Chem, 57, pp. 6834-6844; Guo, L.S.C.S., Fuller, M., Zhang, Y., Gonzalez-Perez, R.R., (2010) Biochim. Biophys. Acta, 1806, pp. 108-121; Druker, K.S.K.A.B.J., (1997) Biochim. Biophys. Acta, 1333, pp. F217-F248; Levitzki, A.A., (2003) Chem. Res, 36, pp. 462-469; Zong, X., Cai, J., Chen, J., Sun, C., Li, L., Ji, M., (2015) RSC Adv, 5, pp. 24814-24823; Bridges, A.J., (1999) Curr. Med. Chem, 6, pp. 825-843; Lv, D.D.L.P.C., Li, Q.S., Lu, X., Xiao, Z.P., Zhu, H.L., (2011) Bioorg. Med. Chem. Lett, 21, pp. 5374-5377; Qiu, H.H.W.K.M., Wang, L.M., Luo, Y., Yang, X.H., Wang, X.M., Zhu, H.L., (2012) Bioorg. Med. Chem, 20, pp. 2010-2018; Corona, A.C.P., Loriga, M., Vitale, G., Paglietti, G., (2009) Eur. J. Med. Chem, 44, pp. 1579-1591; Rodrigues, S.B.M.I.F.A., Cavalcanti, B.C., Pessoa Cdo, O., Wardell, J.L., Wardell, S.M., Pinheiro, A.C., Kaiser, C.R., Gomes LRSouza, M.V.D., (2014) Bioorg. Med. Chem. Lett, 24, pp. 934-939; Mielcke, A.M.T.R., Filippi-Chiela, E., Zanin, R.F., Lenz, P.C.L.G., Chirardia, L.D., Yunes, R.A., Nunes, A.M.O.B.R.J., Campos, M.M., (2012) Eur. J. Med. Chem, 48, pp. 255-264; Kontzias, A., Kotlyar, A., Laurence, A., Changelian, P., O'Shea, J.J., (2012) Curr. Opin. Pharmacol, 12, pp. 464-470; James, C., Ugo, V., Le Cou�dic, J.-P., Staerk, J., Delhommeau, F., Lacout, C., Gar�on, L., Bennaceur-Griscelli, A., (2005) Nature, 434, pp. 1144-1148; Levine, R.L., Wadleigh, M., Cools, J., Ebert, B.L., Wernig, G., Huntly, B.J., Boggon, T.J., Moore, S., (2005) Cancer Cell, 7, pp. 387-397; Kralovics, R., Passamonti, F., Buser, A.S., Teo, S.-S., Tiedt, R., Passweg, J.R., Tichelli, A., Skoda, R.C., (2005) New Engl. J. Med, 352, pp. 1779-1790; Tefferi, A., Gilliland, D.G., (2005) Cell Cycle, 4, pp. 4053-4056; Baffert, F., R�gnier, C.H., De Pover, A., Pissot-Soldermann, C., Tavares, G.A., Blasco, F., Brueggen, J., Erdmann, D., (2010) Mol. Cancer Therap, 9, pp. 1945-1955; Kindler, T., Lipka, D.B., Fischer, T., (2010) Blood, 116, pp. 5089-5102; Lyman, S.D., James, L., Bos, T.V., De Vries, P., Brasel, K., Gliniak, B., Hollingsworth, L., Splett, R.R., (1993) Cell, 75, pp. 1157-1167; Stirewalt, D.L., Radich, J.P., (2003) Nat. Rev. Cancer, 3, pp. 650-665; Gilliland, D.G., Griffin, J.D., (2002) Blood, 100, pp. 1532-1542; G�ring, S., Bensinger, D., Naumann, E.C., Schmidt, B., (2015) ChemMedChem, 10, pp. 511-522; Nakao, M., Yokota, S., Iwai, T., Kaneko, H., Horiike, S., Kashima, K., Sonoda, Y., Misawa, S., (1996) Leukemia, 10, pp. 1911-1918; Mahboobi, S., Uecker, A., Sellmer, A., C�nac, C., H�cher, H., Pongratz, H., Eichhorn, E., Sicker, M., (2006) J. Med. Chem, 49, pp. 3101-3115; Grunwald, M.R., Levis, M.J., (2013) Int. J. Hematol, 97, pp. 683-694; Tse, K., Novelli, E., Civin, C., Bohmer, F., Small, D., (2001) Leukemia, 15, pp. 1001-1010; Levis, M., Tse, K.-F., Smith, B.D., Garrett, E., Small, D., (2001) Blood, 98, pp. 885-887; Chao, Q., Sprankle, K.G., Grotzfeld, R.M., Lai, A.G., Carter, T.A., Velasco, A.M., Gunawardane, R.N., James, J., (2009) J. Med. Chem, 52, pp. 7808-7816; Vogt, P.K., Kang, S., Elsliger, M.-A., Gymnopoulos, M., (2007) Trend Biochem. Sci, 32, pp. 342-349; Engelman, J.A., Luo, J., Cantley, L.C., (2006) Nat. Rev. Gen, 7, pp. 606-619; Samuels, Y., Wang, Z., Bardelli, A., Silliman, N., Ptak, J., Szabo, S., Yan, H., Riggins, G.J., (2004) Science, 304, p. 554; Marone, R., Cmiljanovic, V., Giese, B., Wymann, M.P., (2008) Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics, 1784, pp. 159-185; Kawauchi, K., Ogasawara, T., Yasuyama, M., Otsuka, K., Yamada, O., (2009) Anti-Cancer Agent Med. Chem. (Formerly Curr. Med. Chem. Anti-Cancer Agent), 9, pp. 550-559; Wu, P., Hu, Y.-Z., (2010) Curr. Med. Chem, 17, pp. 4326-4341; Wu, P., Su, Y., Liu, X., Yan, J., Ye, Y., Zhang, L., Xu, J., Liu, T., (2012) MedChe123456789/309m, 3, pp. 659-662; De Bondt, H.L., Rosenblatt, J., Jancarik, J., Jones, H.D., Morgant, D.O., Kim, S.-H., (1993) Nature, 363, pp. 595-602; Malumbres, M., Harlow, E., Hunt, T., Hunter, T., Lahti, J.M., Manning, G., Morgan, D.O., Wolgemuth, D.J., (2009) Nat. Cell Biol, 11, pp. 1275-1276; Pavletich, N.P., (1999) J. Mol. Biol, 287, pp. 821-828; Kawanishi, N., Sugimoto, T., Shibata, J., Nakamura, K., Masutani, K., Ikuta, M., Hirai, H., (2006) Bioorg. Med. Chem. Lett, 16, pp. 5122-5126; Kumar, A.V., Mohan, K., (2012) J. Chem. Biolog. Phys. Sci, 2, p. 2419; Honma, T., Hayashi, K., Aoyama, T., Hashimoto, N., Machida, T., Fukasawa, K., Iwama, T., Suzuki-Takahashi, I., (2001) J. Med. Chem, 44, pp. 4615-4627; Honma, T., Yoshizumi, T., Hashimoto, N., Hayashi, K., Kawanishi, N., Fukasawa, K., Takaki, T., Suzuki-Takahashi, I., (2001) J. Med. Chem, 44, pp. 4628-4640; Dietrich, J., Hulme, C., Hurley, L.H., (2010) Bioorg. Med. Chem, 18, pp. 5738-5748
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