The Reaction of Cyclopentanone with Cyanomethylene Reagents: Novel Synthesis of Pyrazole, Thiophene, and Pyridazine Derivatives

Table 3

Effect of compounds 3a,b–15a,b on the growth of three human tumor cell lines.

Compound	GI50 (𝜇mol L^−1)
	MCF-7	NCI-H460	SF-268
3a	10.2±0.6	12.3±1.2	20.3±2.5
3b	20.3±0.4	24.3±0.8	30±0.8
5a	30.6±12.8	31.3±6.4	44.2±3.8
5b	0.01±0.002	0.06±0.002	0.04±0.002
5c	35.4±10.2	22.1±0.8	6.7±4.7
5d	0.8±3.6	10.3±0.9	16.7±1.6
7a	60.7±12.5	33.2±10.6	66.0±9.1
7b	50.1±0.7	23.2±4.8	10.4±1.8
7c	22.0±0.2	30.6±1.4	32.6±2.9
7d	32.0±4.5	41.0±2.4	22.5±1.6
9a	22.0±3.7	20.0±4.4	30.5±8.0
9b	6.4±2.6	10.1±2.8	4.2±1.5
11a	70.9±0.9	48.6±4.8	50±4.8
11b	30.4±2.6	22.8±2.8	56.2±3.8
11c	23.9±1.29	20.6±4.8	22.8±4.2
11d	0.04±0.006	0.01±0.008	0.02±0.002
12a	22.0±3.7	20.0±4.4	30.5±8.0
12b	6.4±2.6	10.1±2.8	4.2±1.5
13a	16.6±0.8	12.4±2.6	14.8±0.4
13b	33.4±4.6	36.8±1.8	34.2±2.8
14a	20.9±0.9	16.6±4.8	18.8±0.8
14b	30.4±2.6	22.8±2.8	56.2±3.8
15a	20.9±0.9	18.6±4.8	16.8±0.8
15b	0.01±0.001	0.02±0.006	0.02±0.008
16a	30.4±12.2	38.4±8.4	22.4±10.2
16b	24.4±8.2	28.0±6.1	20.4±4.5
Doxorubicin	0.04±0.008	0.09±0.008	0.09±0.007

Results are given in concentrations that were able to cause 50% of cell growth inhibition (GI₅₀) after a continuous exposure of 48 h and show means ± SEM of three-independent experiments performed in duplicate.