Table 1.
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No | X | A-B | Stereochemistry | C | D | Y | R | IC50(µM)a |
5a | S | CH=CH | E | NH | O | O | COOCH3 | 71 ± 2.5 |
5b | O | CH=CH | E | NH | O | O | COOCH3 | 58 ± 4.9 |
6 | O | CH=CH | E | NH | O | O | COOH | 181 ± 14 |
7 | S | CH2-CH2 | -b | NH | O | O | COOH | >600 |
8 | S | CH2-CH2 | -b | NH | O | O | COOCH3 | >600 |
9 | O | CH2-CH2 | -b | NH | O | O | COOH | >600 |
10 | O | CH2-CH2 | -b | NH | O | O | COOCH3 | >600 |
12 | S | C≡C | -b | NH | O | O | COOCH3 | 165 ± 9 |
13 | S | C≡C | -b | NH | O | O | COOH | 183 ± 12 |
14 | S | CH=CH | Z | NH | O | O | COOCH3 | 61 ± 4 |
15 | S | CH=CH | Z | NH | O | O | COOH | 154 ± 5 |
16a | S | CH=CH | E | NMe | O | O | COOCH3 | 571 ± 43 |
16b | O | CH=CH | E | NMe | O | O | COOCH3 | 514 ± 39 |
17a | S | CH=CH | E | NMe | O | O | COOH | >600 |
17b | O | CH=CH | E | NMe | O | O | COOH | >600 |
19 | S | CH=CH | E | NH | HH | O | COOCH3 | 249 ± 9 |
20 | S | CH=CH | E | NH | HH | O | COOH | >600 |
24a | S | CH=CH | E | NH | O | CH2 | COOCH3 | 92 ± 5 |
24b | O | CH=CH | E | NH | O | CH2 | COOCH3 | 131 ± 14 |
25a | S | CH=CH | E | NH | O | CH2 | COOH | 181 ± 12 |
25b | O | CH=CH | E | NH | O | CH2 | COOH | 463 ± 19 |
26a | S | CH=CH | E | NH | O | O | CH2OH | 73 ± 2 |
26b | O | CH=CH | E | NH | O | O | CH2OH | 111 ± 5.7 |
27a | S | CH=CH | E | NH | O | O | CHO | 77 ± 6.5 |
27b | O | CH=CH | E | NH | O | O | CHO | 107 ± 8.5 |
28 | S | CH=CH | E | NH | O | O | CONH2 | 105 ± 3.7 |
IC50 values were determined by a Fluorescent Resonance Energy Transfer (FRET) assay. Reported values are an average of 3–5 measurements.
Not applicable