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. Author manuscript; available in PMC: 2013 Dec 9.
Published in final edited form as: Bioorg Med Chem Lett. 2012 Jul 4;22(16):10.1016/j.bmcl.2012.06.073. doi: 10.1016/j.bmcl.2012.06.073

Table 1.

MCR products: synthetic yields, antiproliferative and apoptosis-inducing properties

Compound graphic file with name nihms392276u1.jpg
R		 Synthesis % yield GI50a (μM)
% Apoptosisb Jurkat
HeLa MCF-7/AZ Jurkat
1 3-PhO-C6H4- 82 4.0 ± 2.9 2.2 ± 0.4 17.9 ± 1.8 50 ± 1.9
2 4-F3CO-C6H4- 57 4.3 ± 0.3 7.1 ± 1.1 105 ± 27 13.5 ± 0.9
3 3-Cl-C6H4- 76 77.5 ± 1.7 59.8 ± 3.1 108 ± 28 22.0 ± 0.7
4 2-Cl-C6H4- 80 20.5 ± 4.8 19 ± 0.9 185 ± 76 6.3 ± 1.6
5 4-Cl-C6H4- 88 31.7 ± 0.6 24 ± 2.2 105 ± 5 23.8 ± 3.5
6 2,6-di-Cl-C6H3- 90 5.3 ± 0.1 3.1 ± 0.9 171.9 ± 9.1 5.1 ± 4.2
7 3-Br-C6H4- 85 16.1 ± 2.2 28.6 ± 5.6 20 ± 0.1 48.4 ± 2.5
8 2-Br-C6H4- 83 31.6 ± 2.8 26.3 ± 5.6 30.7 ± 1.8 41.7 ± 1.8
9 4-Br-C6H4- 79 30 ± 3.3 22.8 ± 1.4 38.3 ± 2.4 40.1 ± 3.5
10 2-F-6-Cl-C6H3- 82 34.4 ± 1.8 8 ± 5.6 52.3 ± 6.7 21.3 ± 4.3
11 4-F3C-C6H4- 74 11.8 ± 1.8 5.6 ± 1.8 80.5 ± 0.4 15.5 ± 1.5
12 4-Ph-C6H4- 70 23.6 ± 7.0 26 ± 2.9 122.2 ± 3.1 11.2 ± 2.4
13 Ph 77 23.5 ± 5.9 18.5 ± 0.8 43.3 ± 4.8 16.7 ± 2.0
14 3-O2N-C6H4- 62 9.1 ± 0.7 10.8 ± 4.7 19.1 ± 2.8 33.6 ± 3.5
15 2-O2N-C6H4- 76 11.2 ± 2.6 8.3 ± 1.9 16.8 ± 2.4 25 ± 1.1
16 4-O2N-C6H4- 84 16.8 ± 1.5 9.8 ± 1.0 24.3 ± 1.0 23.1 ± 1.1
17 4-HOOC-C6H4- 86 119 ± 49 94.4 ± 3.1 332 ± 55 4.1 ± 1.8
18 4-HO-C6H4- 69 30.6 ± 2.0 8.6 ± 0.6 85 ± 20 16.7 ± 0.9
19 4-iPr-C6H4- 73 62.5 ± 13.6 34 ± 7.4 80.6 ± 18.8 2.9 ± 4.3
20 graphic file with name nihms392276t1.jpg 55 54.3 ± 7.3 51.6 ± 1.4 47.8 ± 3.7 57.8 ± 0.5
21 graphic file with name nihms392276t2.jpg 51 94 ± 5.3 36.9 ± 1.7 82.4 ± 3.4 11.2 ± 0.7
22 graphic file with name nihms392276t3.jpg 63 14.5 ± 0.8 6.0 ± 1.7 23.9 ± 1.2 28.6 ± 3.3
23 graphic file with name nihms392276t4.jpg 63 14.2 ± 1.0 3.4 ± 0.8 20.4 ± 5.8 20.8 ± 0.4
α-Lapachone N/A N/A 25 ± 3.8 16.7 ± 3.1 75 ± 1.4 7.4 ± 2.3
β-Lapachone N/A N/A 4.6 ± 0.5 6.0 ± 2.2 6.1 ± 0.5 51 ± 1.6
a

Concentration required to reduce the viability of cancer cells by 50% after 48 h of treatment with indicated compounds relative to DMSO control ± SD from two independent experiments, each performed in 8 replicates. Determined by MTT assay.

b

% Apoptotic Jurkat cells after 24 h of treatment with indicated compounds at the concentration of 50 μM relative to DMSO control ± SD from two independent experiments, each performed in 4 replicates. Determined by flow cytometric Annexin-V/propidium iodide assay.