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. Author manuscript; available in PMC: 2009 Nov 21.
Published in final edited form as: J Org Chem. 2008 Oct 22;73(22):8901–8920. doi: 10.1021/jo801312r

Table 1.

Anti-proliferation activities of coumarin-derived novobiocin analogues.

Compound (IC50, μM) R1 R2 R3 R4 MCF-7 SKBr3 PC-3 LnCaP
26a biaryl H OMe Me > 100a 58.8 ± 1.3 35.4 6.6
26b biaryl H OPr Me > 100 > 100 5.6 ± 5.7 3.0 ± 0.6
26c biaryl H OiPr Me 66.9 ± 3.1 58.6 ± 5.4 60.7 ± 9.1 14.4 ± 4.2
26d biaryl OMe H Me 82.8 55.7 ± 6.9 11.3 ± 2.0 2.0 ± 0.8
26e biaryl H H Bn > 100 > 100 > 100 49.7 ± 25.0
26f biaryl H H Ph > 100 17.3 ± 3.4 > 100 1.0 ± 0.1
26g biaryl H H OMe 9.0 ± 5.4 13.9 ± 1.2 2.3 ± 2.9 1.1 ± 0.1
26h biaryl H H Et 41.7 ± 14.0 28.6 ± 1.1 1.8 ± 0.6 1.6 ± 0.3
26i 2-indole H OMe Me 24.4 ± 1.2 25.1 ± 7.7 20.2 ± 9.8 10.5 ± 0.3
26j 2-indole H OPr Me 2.1 ± 0.1 2.1 ± 0.8 6.2 ± 1.8 1.8 ± 0.7
26k 2-indole H OiPr Me 20.0 ± 1.0 20.7 ± 0.4 11.9 11.4
26l 2-indole OMe H Me 6.1 ± 1.7 9.0 ± 0.8 11.8 ± 1.3 12.9 ± 4.4
26m 2-indole H H Bn 13.2 ± 0.6 38.0 ± 3.0 73.3 ± 3.7 67.6 ± 6.3
26n 2-indole H H Ph 22.9 ± 2.1 38.8 ± 8.3 28.0 ± 12.1 27.6 ± 10.8
26o 2-indole H H OMe > 100 9.7 ± 1.0 > 100 > 100
26p 2-indole H H Et 4.3 ± 2.5 4.3 ± 3.4 > 100 > 100
a

Values represent mean ± standard deviation for at least two separate experiments performed in triplicate.