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  • S1

    Acridine-decorated cyclometallated gold(III) complexes: synthesis and anti- tumour investigations

    Morwen R. M. Williams,a Benoît Bertrand,*a,b Julio Fernandez-Cestau,a Zoë A. E. Waller,c Maria A.

    O’Connell,c Mark Searcey,*a,c and Manfred Bochmann*a

    a School of Chemistry, University of East Anglia, Norwich, NR4 7TJ (UK)

    Email: benoit.bertrand@upmc.fr b Sorbonne Université, CNRS, Institut Parisien de Chimie Moléculaire (IPCM), F-75005 Paris, France c School of Pharmacy, University of East Anglia, Norwich, NR4 7TJ (UK)

    Supporting informations

    Contents Page

    Figure S1: Correlation between IC50 and cell uptake of complexes 2, 6, 7 and 11 in MCF-7 cells.

    S2

    Figure S2: 1H NMR spectra of a 1:1 mixture of 7 with GSH at room temperature, in comparison with the starting materials, 7, GSH and GSSG (DMSO-d6/D2O 1:1).

    S2

    Figure S3-S17: NMR spectra of complexes 4, 6-11 S3-S16

    Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is © The Royal Society of Chemistry 2018

  • S2

    Figure S1: Correlation between IC50 and cell uptake of complexes 2, 6, 7 and 11 in MCF-7 cells.

    Figure S2: 1H NMR spectra of a 1:1 mixture of 7 with GSH at room temperature, in comparison with the starting materials, 7, GSH and GSSG (DMSO-d6/D2O 1:1).

  • S3

    4

    1 2

    3

    45 67

    89 10

    11 12

    13 14

    1516

    17

    18 19

    20

    N Au

    tBu

    N O O

    Figure S3: 1H NMR spectrum of complex 4 in CD2Cl2.

  • S4

    Figure S4: 13C{1H} NMR spectrum of complex 4 in CD2Cl2

  • S5

    6

    N Au

    tBu

    N N O O

    1 2

    3

    45 67

    89 10

    11 12

    13

    14

    1516 17

    18 19

    20 22

    21

    Figure S5: 1H NMR spectrum of complex 6 in CD2Cl2.

  • S6

    Figure S6: 13C{1H} NMR spectrum of complex 6 in CD2Cl2

    Figure S7: 13C-1H HMQC spectrum of complex 6 in CD2Cl2 showing C20+22.

  • S7

    7

    N Au

    tBu

    N O N

    1 2

    3

    45 67

    89 10

    11 12

    13

    14

    1516

    17

    18

    19

    20

    21 24

    25

    23 22

    Figure S8: 1H NMR spectrum of complex 7 in CD2Cl2 (tert-Bu singlet at 0.35 ppm not shown).

  • S8

    Figure S9: 13C{1H} NMR spectrum of complex 7 in CD2Cl2.

  • S9

    8

    Au N

    ON N

    1 2 3

    4 5

    6 7/7'

    8 9

    10 11

    12

    13

    14

    15

    1617

    18

    192021

    24

    25 23

    2226

    Figure S10: 1H NMR spectrum of complex 8 in CD2Cl2 (263 K).

  • S10

    Figure S11: 13C{1H} NMR spectrum of complex 8 in CD2Cl2.

  • S11

    9

    N Au

    tBu

    NHN N

    1 2

    3

    45 67

    89 10

    11 12

    13

    14

    15 16

    17

    18

    19

    20 21

    24

    25

    2322

    Figure S12: 1H NMR spectrum of complex 9 in CD2Cl2 (tert-Bu singlet at 1.46 ppm not shown).

  • S12

    Figure S13: 13C{1H} NMR spectrum of complex 9 in CD2Cl2.

  • S13

    10

    N

    N

    tBu tBu Au

    SbF6

    NHRHN

    1 2 3 4

    5 6

    78 9

    1011

    1213

    14

    15

    16 17

    18

    19 20

    21 22

    23 24

    NR=

    Figure S14: 1H NMR spectrum of complex 10 in (CD3)2SO.

  • S14

    Figure S15: 13C{1H} NMR spectrum of complex 10 in (CD3)2SO.

  • S15

    11

    N

    N

    tBu tBu Au

    PF61 2 3 4 5 6

    7

    8 910

    11 12

    13

    14 15

    16

    17 18

    19

    20

    NR=

    N NR

    Figure S16: 1H NMR spectrum of complex 11 in CD3CN

  • S16

    Figure S17: 13C{1H} NMR spectrum of complex 11 in CD3CN.