caa a22 4500 463184661 CHVBK 20180406164849.0 cr unu---uuuuu 170326e20071001xx s 000 0 eng 10.1007/s10870-007-9231-8 doi (NATIONALLICENCE)springer-10.1007/s10870-007-9231-8 Tyrphostin Tumor Growth Inhibitors of EGFR and ErbB2 Tyrosine Kinase [Elektronische Daten] [Naijue Zhu, Peter Tran, Nicole Bell, Cheryl Klein Stevens] Tyrosine kinase inhibitors are small molecules that bind to the ATP binding site of the tyrosine kinase domain of the epidermal growth factor receptor (EGFR) and disrupt the uncontrolled signaling reactions in cancer cells by inhibiting tyrosine phosphorylation. Tyrphostins (or malononitriles) are one class of compounds known to function as tyrosine kinase inhibitors. Our focus is to determine the structural features of these molecules that make them candidates for tyrosine kinase inhibitors. In this study, the X-ray crystal structures of four compounds shown to have EGFR tyrosine kinase inhibition have been determined. They are 4-methoxybenzylidenemalononitrile, (3,4,5-trihydroxybenzylidene) malononitrile, α-cyano-(3,5-di-t-butyl-4-hydroxy)thiocinnamide, and N-(3′,4′-dihydroxybenzylidenecyanoacetyl)indoline. Crystallographic data: 4-methoxybenzylidenemalononitrile, P21/c, a=3.9173(6) Å, b=24.909(3) Å, c=9.6487(9) Å, β=91.10(1)°, V=941.3(2) Å3; (3,4,5-trihydroxybenzylidene) malononitrile, P21/c, a=7.0065(5) Å, b=10.7158(9) Å, c=13.4191(10) Å, β=102.986(6)°, V=981.7(1) Å3; α-cyano-(3,5-di-t-butyl-4-hydroxy)thiocinnamide, P1bar, a=9.6640(19) Å, b=9.7204(13) Å, c=10.3305(18) Å, α=88.93(1)°, β=83.88(2)°, γ=66.12(1)°, V=882.0(3) Å3; N-(3′,4′-dihydroxybenzylidenecyanoacetyl)indoline, P1bar, a=7.8887(7)Å, b=8.220(1)Å, c=12.967(2)Å, α=94.42(1)°, β=99.45(9)°, γ=118.37(8)°, V=718.0(2)Å3. Springer Science+Business Media, LLC, 2007 Tyrosine kinase inhibitors nationallicence Malononitrile nationallicence Tyrphostin nationallicence X-ray crystal structures nationallicence Zhu Naijue Department of Chemistry, Xavier University of Louisiana, 70125, New Orleans, LA, USA aut Tran Peter Department of Chemistry, Xavier University of Louisiana, 70125, New Orleans, LA, USA aut Bell Nicole Department of Chemistry, Xavier University of Louisiana, 70125, New Orleans, LA, USA aut Klein Stevens Cheryl Department of Chemistry, Xavier University of Louisiana, 70125, New Orleans, LA, USA aut Journal of Chemical Crystallography Springer US; http://www.springer-ny.com 37/10(2007-10-01), 679-683 1074-1542 37:10<679 2007 37 10870 https://doi.org/10.1007/s10870-007-9231-8 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10870-007-9231-8 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Zhu Naijue Department of Chemistry, Xavier University of Louisiana, 70125, New Orleans, LA, USA aut NATIONALLICENCE 700 1- Tran Peter Department of Chemistry, Xavier University of Louisiana, 70125, New Orleans, LA, USA aut NATIONALLICENCE 700 1- Bell Nicole Department of Chemistry, Xavier University of Louisiana, 70125, New Orleans, LA, USA aut NATIONALLICENCE 700 1- Klein Stevens Cheryl Department of Chemistry, Xavier University of Louisiana, 70125, New Orleans, LA, USA aut NATIONALLICENCE 773 0- Journal of Chemical Crystallography Springer US; http://www.springer-ny.com 37/10(2007-10-01), 679-683 1074-1542 37:10<679 2007 37 10870 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer