. Author manuscript; available in PMC: 2016 Dec 15.

Published in final edited form as: Bioorg Med Chem. 2015 Dec 15;23(24):7497–7520. doi: 10.1016/j.bmc.2015.10.012

Table 1.

Inhibition of tubulin polymerization, percent inhibition of colchicine binding, and cytotoxicity of the target benzosuberene analogues

Compound	Inhibition of tubulin polymerization IC₅₀ (μM) ± SD	% Inhibition of colchicine binding ± SD	GI₅₀ (μM) SRB assay^a

			SK-OV-3	NCI-H460	DU-145
CA4	1.0^b	84 ± 3 (1 μM), 98 ± 0.007 (5 μM)	0.00455	0.00223^c	0.00327^c
CA4P	>40^b	nr	0.00119	0.00194^c	0.00323^c
KGP18	1.4^d	nr	0.0000543^e	0.0000418^e	0.0000249^e
28	>20	nr	32.7	37.5	89.3
29	1.0 ± 0.02	37 ± 5 (1 μM), 72 ± 0.8 (5 μM)	0.0516	0.0527	0.0619
30	1.6 ± 0.2	65 ± 0.6 (5 μM)	0.330	0.422	0.644
31	>20	nr	0.568	0.763	1.51
32	>20	nr	2.96	3.32	6.03
33	>20	nr	11.5	16.1	12.2
34	>20	nr	31.1	25.5	52.1
35	3.1 ± 0.03	30 ± 4 (5 μM), 56 ± 4 (50 μM)	0.277	0.593	0.708
36	>20	nr	20.5	33.4	48.3
37	>20	nr	40.7	57.7	68.7
61	>20	nr	6.96	10.5	26.2
62	1.2 ± 0.007	36 ± 5 (1 μM), 69 ± 3 (5 μM)	0.0432	0.120	0.0562
64	>20	nr	0.557	0.652	4.40
65	3.8 ± 0.3	8.5 ± 4 (5 μM), 37 ± 5 (50 μM)	4.81	4.39	4.92
66	>20	nr	16.8	25.0	21.8
67	7.4 ± 0.06	nr	18.4	10.6	8.59
68	2.7 ± 0.1	27 ± 5 (5 μM)	0.527	0.647	1.02
70	7.7 ± 0.2	nr	0.346	0.691	1.53
71	11 ± 0.4	nr	3.53	4.24	7.54
72	0.70 ± 0.1	21 ± 0.9 (1 μM), 67 ± 0.6 (5 μM)	0.408	0.141	0.570
73	>20	nr	0.357	0.145	0.753
74	>20	nr	17.2	16.3	17.5

Average of n ≥ 3 independent determinations

Data from ref. 50

For additional data, see ref. 50

Data from ref. 33

For additional data, see ref. 30

nr = not reported