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mmi4166TableS1

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									                         1
       Table S1           H-NMR data* of the chromomycin derivatives 1-5 at 400
       MHz.

Position                          in ppm relative to TMS (multiplicities, J in Hz)
             1 (pyridine-d5)    2 (pyridine-d5) 3 (pyridine-d5) 4 (acetone-d6)          5 (acetone-d6)
2-H          4.94 (d, 12)       4.89 (d, 12)     4.93 (d, 12)      4.76 (d, 12)         4.82 (d, 12)
3-H          3.41 (m)           3.38 (m)         3.42 (m)          3.04 (m)             3.07 (m)
4-Ha         3.29 (br dd,       3.29 (br dd,     3.29 (br dd,      2.65 (br dd,         2.72 (br dd,
             16, 12)            16, 12)          16, 12)           16, 12)              16, 12)
4-He         3.11 (dd, 16,      3.01 (dd, 16,    3.10 (dd, 16,     2.94 (dd, 16,        3.02 (dd, 16,
             3)                 3)               3)                3)                   3)
5-H          7.04 (s)           7.01 (s)         7.03 (s)          6.75 (s)             6.93 (s)
7-CH3        2.47 (s)           2.49 (s)         2.47 (s)          2.10 (s)             2.24 (s)
10-H         6.61 (br s)        6.56 (br s)      6.61 (br s)       6.73 (br s)          6.99 (br s)
1’-H         5.49 (d, 1)        5.47 (d, 1)      5.49 (d, 1)       4.81 (d, 1)          4.85 (d, 1)
1’-OCH3      3.72 (s)           3.72 (s)         3.72 (s)          3.51 (s)             3.60 (s)
3’-H         4.71 (d, 3)        4.71 (d, 2.8)    4.71 (d, 3)       4.27 (d, 2.8)        4.33 (d, 2.8)
4’-H/4'-H3   4.85 (dq, 6.5,     4.83 (dq, 6.4,   4.84 (dq, 6.4,    3.94 (dq, 6.4,       3.95 (dq, 6.4,
             3)                 2.8)             3)                2.8)                 2.8)
5’-H3        1.60 (d, 6.5)      1.60 (d, 6.4)    1.61 (d, 6.4)     1.29 (d, 6.4)        1.31 (d, 6.4)
Sugar A
1A-H         5.68 (dd, 10,      5.67(dd, 10, 2) 5.68 (dd, 10,        5.27 (dd, 10,      5.32 (dd, 10,
             2)                                  2)                  2)                 2)
2A-Ha        2.22 (ddd,         2.21 (ddd,       2.21 (ddd,          1.86 (ddd,         1.66 (ddd,
             12.5, 10, 10)      12.5, 10, 10)    12.5, 10, 10)       12.5, 10, 10)      12.5, 10, 10)
2A-He        2.50-2.58 (m,      2.45-2.55 (m,    2.50-2.56 (m,       2.03-2.06 (m,      2.04-2.08 (m,
             complex)#          complex)#        complex)#           complex)#          complex)#
3A-H         4.55 (ddd, 11,     4.55 (ddd, 11, 4.56 (ddd, 11,        3.98 (ddd, 11,     4.10 (ddd, 11,
             6, 3)              6, 3)            6, 3)               6, 3)              6, 3)
4A-H         3.68 (br d, 3)     5.63 (br d, 3)   5.64 (br d, 3)      3.21 (br d, 3)     3.25 (br d, 3)
4A-COCH3     -                  2.11 (s)         2.11 (s)            -                  -
5A-H         4.17 (br q, 6.5)   4.16 (br q, 6.5) 4.16 (br q, 6.5)    3.86 (br q, 6.5)   3.98 (br q, 6.5)
6A-H3        1.62 (d, 6.5)      1.61 (d, 6.5)    1.62 (d, 6.5)       1.27 (d, 6.5)      1.29 (d, 6.5)
Sugar B
1B-H         5.56 (br d, 3)     5.54 (br d, 3)    5.56 (br d, 3)     5.11 (br d, 3)     5.26 (br d, 3)
2B-Ha        2.01 (m,           2.01 (m,          2.00 (m,           1.77 (br dd,       1.65 (br dd,
             complex)#          complex) #        complex)#          10, 3)             10, 3)
2B-He        2.50-2.58 (m,      2.45-2.55 (m,     2.50-2.56 (m,      2.03-2.06 (m,      2.04-2.08 (m,
             complex)#          complex)#         complex)#          complex)#          complex)#
3B-H         4.51 (ddd, 11,     4.51 (ddd, 11,    4.51 (ddd, 11,     4.40 (ddd, 11,     4.37 (ddd, 11,
             6, 3)              6, 3)             6, 3)              6, 3)              6, 3)
4B-H         5.64 (dd, 3, 2)    4.09 (dd, 3, 2)   4.10 (dd, 3, 2)    3.48 (dd, 3, 2)    3.38 (dd, 3, 2)
4B-OCH3      -                  -                 -                  3.43 (s)           3.50 (s)
4B-COCH3     2.11 (s)           -                 -                  -                  -
5B-H         4.30 (br q, 6.5)   4.29(br q, 6.5)   4.30 (br q, 6.5)   3.84 (br q, 6.5)   3.94 (br q, 6.5)
6B-H3       1.57 (d, 6.5)     1.59 (d, 6.5)     1.58 (d, 6.5)     1.25 (d, 6.5)     1.27 (d, 6.5)
Sugar C
1C-H        5.38 (dd, 10,     5.42 (dd, 10,     5.40 (dd, 10,     5.09 (dd, 10,     5.17 (dd, 10,
            1.5)              1.5)              1.5)              1.5)              1.5)
2C-Ha       1.78 (ddd, 13,    1.79 (ddd, 13,    1.77 (ddd, 13,    1.56 (ddd, 13,    1.51 (ddd, 13,
            10, 10)           10, 10)           10, 10)           10, 10)           10, 10)
2C-He       2.97 (ddd, 13,     2.97 (ddd, 13,   2.98 (ddd, 13,    2.30 (ddd, 13,    2.38 (ddd, 13,
            5, 1.5)           5, 1.5)           5, 1.5)           5, 1.5)           5, 1.5)
3C-H        4.03 (m)          4.02 (m)          4.03 (m)          3.49 (m)          3.62 (m)
4C-H        3.48 (dd, 9, 9)   3.57 (dd, 9, 9)   3.48 (dd, 9, 9)   3.05 (dd, 9, 9)   3.09 (dd, 9, 9)
5C-H        3.67 (dq, 9, 6)   3.68 (dq, 9, 6)   3.70 (dq, 9, 6)   3.41 (dq, 9, 6)   3.68 (dq, 9, 6)
6C-H3       1.41 (d, 6)       1.41 (d, 6)       1.42 (d, 6)       1.21 (d, 6)       1.26 (d, 6)
Sugar D
1D          4.78 (dd, 10,     4.78 (dd, 10,     4.77 (dd, 10,     4.08 (dd, 10,     4.11 (dd, 10,
            1.5)              1.5)              1.5)              1.5)              1.5)
2D-Ha       1.78 (ddd,        1.77 (ddd,        1.78 (ddd,        1.46 (ddd,        1.62 (ddd,
            12.5, 12, 10)#    12.5, 12, 10)     12.5, 12, 10)     12.5, 12, 10)     12.5, 12, 10)
2D-He       2.38-2.58 (m,      2.36-2.44 (m,    2.41-2.57 (m,      2.03-2.06 (m,     2.04-2.08 (m,
            complex)#         complex)#         complex)#         complex)#         complex)#
3D          4.09 (m)          4.08 (m)          4.10 (m)          3.68 (m)          3.67 (m)
4D          3.54 (dd, 9, 9)   3.55 (dd, 9, 9)   3.55 (dd, 9, 9)   3.30 (dd, 9, 9)   3.37 (dd, 9, 9)
5D          3.70 (dq, 9, 6)   3.68 (dq, 9, 6)   3.68 (dq, 9, 6)   3.43 (dq, 9, 6)   3.48 (dq, 9, 6)
6D          1.39 (d, 6)       1.39 (d, 6)       1.42 (d, 6)       1.19 (d, 6)       1.25 (d, 6)
Sugar E
1E           5.36 (dd 4.5,  5.34 (dd, 4.5,  5.35 (dd, 4.5, 4.99 (dd, 4.5,  5.15 (dd, 4.5,
             2)             2)              2)             2)              2)
2E-Ha        2.38 (dd, 12,  2.39 (dd, 12,   2.39 (dd, 12,  2.15 (dd, 12,   2.05 (dd, 12,
             4.5)           4.5)            4.5)           4.5)            4.5)
2E-He        2.34 (dd, 12,  2.34 (dd, 12,   2.34 (dd, 12,  2.12 (dd, 12,   2.22 (dd, 12,
             2)             2)              2)             2)              2)
3E-CH3       1.94 (s)       1.93 (s)        2.01 (s)       1.33 (s)        1.38 (s)
4E           5.37 (d, 10)   5.36 (d, 10)    5.37 (d, 10)   3.10 (d, 10)    5.14 (d, 10)
4E-COCH3 2.01 (s)           2.01 (s)        -              -               2.04
COCH         -              -               2.59 (m)       -               -
COCHCH3 -                   -               1.17 (d, 7)    -               -
COCHCH3 -                   -               1.15 (d, 7)    -               -
5E           4.65 (dq, 10,  4.68 (dq, 10,   4.68 (dq, 10,  3.86 (dq, 10,   4.16 (dq, 10,
             6.5)           6.5)            6.5)           6.5)            6.5)
6E           1.39 (d, 6.5)  1.39 (d, 6.5)   1.39 (d, 6.5)  1.38 (d, 6.5)   1.30 (d, 6.5)
     * assignments through comparison with chromomycin A3 data, and from 2D-NMR
     (COSY, TOCSY, HSQC and HMBC) analysis, where necessary; #overlapping
     with other signals;

								
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