Table 1.
activity in enzyme assay, IC50
a |
antiviral activity |
||||||||
---|---|---|---|---|---|---|---|---|---|
compd | R | R1 | R2 | X | RHb | STc | EC50 d | CC50 e | SIf |
6a | Ph | H | OH | Et | 10 | 0.42 | 0.56 | 11 | 19.6 |
6b | Ph | Me | OH | Et | |||||
6c | H | H | OH | Et | >100 | 1.6 | 0.90 | >50 | >55 |
6d | Ph | H | NH2 | Et | 72 | NT | 19 | >50 | |
6e | 4-FBzg | Bnh | Et | >100 | 4.3 | 19 | >50 | ||
6f | 4-FBzg | Ph | Et | 1.8 | 1.2 | 20 | >50 | ||
6g | 4-FBzg | Me | Et | 28 | >333 | 48 | >50 | ||
6h | Ph | 4-FBnh | Et | 13.4 | 2.5 | ||||
6i | H | Et | 55 | 90 | 50 | >50 | |||
6j | Ph | Et | 3.0 | >21 | 4.3 | 26.9 | 6.3 | ||
6k | H | COOEt | 21 | 0.51 | 1.2 | 33 | 27 | ||
6l | Ph | COOEt | 6.0 | 0.79 | 0.70 | 3.9 | 6 | ||
7a | Ph | H | OH | H | 7.5 | 0.022 | 0.66 | >50 | >75 |
7b | Ph | CH3 | OH | H | 64 | >111 | >50 | >50 | |
7c | H | H | OH | H | 41 | 0.024 | 0.58 | >50 | >86 |
7d | Ph | H | NH2 | H | 2.0 | 0.043 | 0.63 | >50 | >79 |
7e | 4-FBzg | Bnh | H | 7.5 | 0.063 | >50 | |||
7f | 4-FBzg | Ph | H | 100 | 0.59 | >50 | |||
7g | 4-FBzg | Me | H | 20 | |||||
7h | Ph | 4-FBnh | H | 23 | 0.066 | ||||
7i | H | H | 69 | 26 | >50 | >50 | |||
7j | Ph | H | 7.0 | 0.73 | 17.2 | >50 | >2.9 | ||
7ki | H | COOH | 54 | 0.057 | 1.0 | 28 | 28 | ||
7l | Ph | COOH | 14 | 0.019 | 0.7 | >50 | >72 | ||
7m | H | Trj | 26 | 0.11 | 20.4 | >50 | |||
1 | 0.007 | 0.016 | >250 | >15000 | |||||
2 | 3.2 | 1.9 | >50 | ||||||
3 | 8 | 98 | <0.2 | >50 | >250 | ||||
4 | 3 | 0.60 | 2 | >50 | >25 | ||||
5 | 26.2 | 2.4 | 3.6 | >50 | >13.8 |
Inhibitory concentration 50% (μM) determined from dose–response curves.
Experiments performed against HIV-1 RT-associated RNase H activity.
Experiments performed against HIV-1 IN ST activity.
Effective concentration 50% (μM).
Cytotoxic concentration 50% (μM).
SI = CC50/EC50.
Bz, benzoyl.
Bn, benzyl.
See also ref 33.
Tr, triazolyl.