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The title compounds were synthesized in the reaction sequence involving reaction of diethyl methylphosphonate with methyl 2\u2010(tosylamino)benzoate, condensation of thus formed diethyl 2\u2010oxo\u20102\u2010(2\u2010<jats:italic>N<\/jats:italic>\u2010tosylphenyl)ethylphosphonate with various aldehydes followed by successful application of the obtained 3\u2010(diethoxyphosphoryl)\u20101,2\u2010dihydroquinolin\u20104\u2010ols as Horner\u2013Wadsworth\u2013Emmons reagents for the olefination of formaldehyde. Also, enantioselective approach to the target compounds has been evaluated using 3\u2010dimenthoxyphosphoryl group as a chiral auxiliary. Single X\u2010ray crystal analysis of (2<jats:italic>S<\/jats:italic>)\u20103\u2010(dimenthoxyphosphoryl)\u20102\u2010phenyl\u20101\u2010tosyldihydroquinolin\u20104\u2010ol revealed the presence of strong resonance\u2010assisted hydrogen bond (<jats:styled-content style=\"fixed-case\">RAHB<\/jats:styled-content>). The obtained 3\u2010methylidene\u20102,3\u2010dihydroquinolin\u20104(1<jats:italic>H<\/jats:italic>)\u2010ones were then tested for their cytotoxic activity against two leukemia cell lines <jats:styled-content style=\"fixed-case\">NALM<\/jats:styled-content>\u20106 and <jats:styled-content style=\"fixed-case\">HL<\/jats:styled-content>\u201060 and a breast cancer <jats:styled-content style=\"fixed-case\">MCF<\/jats:styled-content>\u20107 cell line. All compounds showed very high cytotoxic activity with the <jats:styled-content style=\"fixed-case\">IC<\/jats:styled-content><jats:sub>50<\/jats:sub> values mostly below 1\u00a0\u03bc<jats:sc>m<\/jats:sc> in all three cancer cell lines. The selected analogs were also tested on human umbilical vein endothelial cells (<jats:styled-content style=\"fixed-case\">HUVEC<\/jats:styled-content>) and on human mammary gland\/breast cells (<jats:styled-content style=\"fixed-case\">MCF<\/jats:styled-content>\u201010A) to evaluate their influence on normal cells. Since one of the most serious problems in cancer chemotherapy is the development of drug resistance, the <jats:styled-content style=\"fixed-case\">mRNA<\/jats:styled-content> levels and activity of <jats:styled-content style=\"fixed-case\">ABCB<\/jats:styled-content>1 transporter considered to be the most important factor engaged in drug resistance, were evaluated in <jats:styled-content style=\"fixed-case\">MCF<\/jats:styled-content>\u20107 cells treated with two selected analogs. Both compounds were strong <jats:styled-content style=\"fixed-case\">ABCB<\/jats:styled-content>1 transporter inhibitors that could prevent efflux of anticancer drugs from cancer cells.<\/jats:p>","DOI":"10.1002\/cbdv.201800242","type":"journal-article","created":{"date-parts":[[2018,6,23]],"date-time":"2018-06-23T15:40:33Z","timestamp":1529768433000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Synthesis of 3\u2010Methylidene\u20101\u2010tosyl\u20102,3\u2010dihydroquinolin\u20104(1<i>H<\/i>)\u2010ones as Potent Cytotoxic Agents"],"prefix":"10.1002","volume":"15","author":[{"given":"Jacek","family":"Koszuk","sequence":"first","affiliation":[{"name":"Institute of Organic Chemistry Lodz University of Technology \u017beromskiego 116 90\u2010924 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tomasz","family":"Bartosik","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Lodz University of Technology \u017beromskiego 116 90\u2010924 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jakub","family":"Wojciechowski","sequence":"additional","affiliation":[{"name":"Institute of General and Ecological Chemistry Lodz University of Technology \u017beromskiego 116 90\u2010924 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wojciech M.","family":"Wolf","sequence":"additional","affiliation":[{"name":"Institute of General and Ecological Chemistry Lodz University of Technology \u017beromskiego 116 90\u2010924 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anna","family":"Janecka","sequence":"additional","affiliation":[{"name":"Department of Biomolecular Chemistry Medical University of \u0141\u00f3d\u017a Mazowiecka 6\/8 92\u2010215 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Joanna","family":"Drogosz","sequence":"additional","affiliation":[{"name":"Department of Biomolecular Chemistry Medical University of \u0141\u00f3d\u017a Mazowiecka 6\/8 92\u2010215 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Angelika","family":"D\u0142ugosz","sequence":"additional","affiliation":[{"name":"Department of Biomolecular Chemistry Medical University of \u0141\u00f3d\u017a Mazowiecka 6\/8 92\u2010215 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Urszula","family":"Krajewska","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Biochemistry and Molecular Diagnostics Faculty of Pharmacy Medical University of \u0141\u00f3d\u017a Muszy\u0144skiego 1 90\u2010151 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marek","family":"Mirowski","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Biochemistry and Molecular Diagnostics Faculty of Pharmacy Medical University of \u0141\u00f3d\u017a Muszy\u0144skiego 1 90\u2010151 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tomasz","family":"Janecki","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Lodz University of Technology \u017beromskiego 116 90\u2010924 \u0141\u00f3d\u017a Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2018,8,8]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/np400856h"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jnatprod.5b00896"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.800"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201001486"},{"key":"e_1_2_7_6_1","first-page":"297","article-title":"Studies in Antifertility Agents: Part XXVII \u2010 Synthesis of 2\u2010Acetyl\u20103\u2010aryl\u20105\u2010tosyl\u20107\/8\u2010H (or methoxy)\u20103,3a,4,5\u2010tetrahydropyrazolo[4,3\u2010c]quinolines","volume":"19","author":"Kelkar P. 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